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Aspirin

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1999: 2025: 2296:. This is called dual antiplatelet therapy (DAPT). Duration of DAPT was advised in the United States and European Union guidelines after the CURE and PRODIGY studies. In 2020, the systematic review and network meta-analysis from Khan et al. showed promising benefits of short-term (< 6 months) DAPT followed by P2Y12 inhibitors in selected patients, as well as the benefits of extended-term (> 12 months) DAPT in high risk patients. In conclusion, the optimal duration of DAPT after PCIs should be personalized after outweighing each patient's risks of ischemic events and risks of bleeding events with consideration of multiple patient-related and procedure-related factors. Moreover, aspirin should be continued indefinitely after DAPT is complete. 2258:
cardiovascular events (non-fatal myocardial infarction, non-fatal stroke, or vascular death). This did come at the expense of a 0.19% absolute risk increase in gastrointestinal bleeding; however, the benefits outweigh the hazard risk in this case. Data from previous trials have suggested that weight-based dosing of aspirin has greater benefits in primary prevention of cardiovascular outcomes. However, more recent trials were not able to replicate similar outcomes using low dose aspirin in low body weight (<70 kg) in specific subset of population studied i.e. elderly and diabetic population, and more evidence is required to study the effect of high dose aspirin in high body weight (≥70 kg).
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other anti-hypertensive and cholesterol lowering therapies. The ASCEND study demonstrated that in high-bleeding risk diabetics with no prior cardiovascular disease, there is no overall clinical benefit (12% decrease in risk of ischaemic events v/s 29% increase in GI bleeding) of low dose aspirin in preventing the serious vascular events over a period of 7.4 years. Similarly, the results of the ARRIVE study also showed no benefit of same dose of aspirin in reducing the time to first cardiovascular outcome in patients with moderate risk of cardiovascular disease over a period of five years. Aspirin has also been suggested as a component of a
3042:, an important part of valproate metabolism), and other NSAIDs. Corticosteroids may also reduce the concentration of aspirin. Other NSAIDs, such as ibuprofen and naproxen, may reduce the antiplatelet effect of aspirin. Although limited evidence suggests this may not result in a reduced cardioprotective effect of aspirin. Analgesic doses of aspirin decrease sodium loss induced by spironolactone in the urine, however this does not reduce the antihypertensive effects of spironolactone. Furthermore, antiplatelet doses of aspirin are deemed too small to produce an interaction with spironolactone. Aspirin is known to compete with 1329: 790: 767: 1657:
the heat released from the electron transport chain, as opposed to the antipyretic action of aspirin seen with lower doses. In addition, aspirin induces the formation of NO-radicals in the body, which have been shown in mice to have an independent mechanism of reducing inflammation. This reduced leukocyte adhesion is an important step in the immune response to infection; however, evidence is insufficient to show aspirin helps to fight infection. More recent data also suggest salicylic acid and its derivatives modulate signalling through
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research into the risk of aspirin resistance after orthopaedic surgery where aspirin is used for venous thromboembolism prophylaxis. Aspirin resistance in orthopaedic surgery, specifically after total hip and knee arthroplasties, is of interest as risk factors for aspirin resistance are also risk factors for venous thromboembolisms and osteoarthritis; the sequelae of requiring a total hip or knee arthroplasty. Some of these risk factors include obesity, advancing age, diabetes mellitus, dyslipidemia and inflammatory diseases.
1672:, which has been suggested as a possible explanation for some of the effects of both salicylic acid and aspirin. The acetyl portion of the aspirin molecule has its own targets. Acetylation of cellular proteins is a well-established phenomenon in the regulation of protein function at the post-translational level. Aspirin is able to acetylate several other targets in addition to COX isoenzymes. These acetylation reactions may explain many hitherto unexplained effects of aspirin. 1685: 1920: 15083: 2661:
disease, but is eliminated by the urate lowering drug allopurinol. Daily low dose aspirin does not appear to worsen kidney function. Aspirin may reduce cardiovascular risk in those without established cardiovascular disease in people with moderate CKD, without significantly increasing the risk of bleeding. Aspirin should not be given to children or adolescents under the age of 16 to control cold or influenza symptoms, as this has been linked with
1312: 15103: 66: 57: 1881: 15093: 12742: 19310: 9905: 9860: 7622: 5983: 5943: 2312:(USPSTF) determined that there was a "small net benefit" for patients aged 40–59 with a 10% or greater 10-year cardiovascular disease (CVD) risk, and "no net benefit" for patients aged over 60. Determining the net benefit was based on balancing the risk reduction of taking aspirin for heart attacks and ischaemic strokes, with the increased risk of 2830:, swelling, and headache. Aspirin can exacerbate symptoms among those with chronic hives, or create acute symptoms of hives. These responses can be due to allergic reactions to aspirin, or more often due to its effect of inhibiting the COX-1 enzyme. Skin reactions may also tie to systemic contraindications, seen with NSAID-precipitated 2400:
longer-duration, double-blind randomized controlled trials (RCTs) are needed to determine whether aspirin is an effective add-on treatment for bipolar depression. Thus, notwithstanding the biological rationale, the clinical perspectives of aspirin and anti-inflammatory agents in the treatment of bipolar depression remain uncertain.
1782:, while the rest remains in the active, ionized state; protein binding is concentration-dependent. Saturation of binding sites leads to more free salicylate and increased toxicity. The volume of distribution is 0.1–0.2 L/kg. Acidosis increases the volume of distribution because of enhancement of tissue penetration of salicylates. 2810:'s warning, and changes to the labeling of aspirin-containing drugs) were implemented, aspirin taken by children declined considerably in the United States, as did the number of reported cases of Reye's syndrome; a similar decline was found in the United Kingdom after warnings against pediatric aspirin use were issued. The US 2881:(ICH) of 12 events per 10,000 persons. In comparison, the estimated absolute risk reduction in myocardial infarction was 137 events per 10,000 persons, and a reduction of 39 events per 10,000 persons in ischemic stroke. In cases where ICH already has occurred, aspirin use results in higher mortality, with a dose of about 250 3074:. However, meta-analytic evidence is based on very few studies and does not suggest any efficacy of aspirin in the treatment of bipolar depression. Thus, notwithstanding the biological rationale, the clinical perspectives of aspirin and anti-inflammatory agents in the treatment of bipolar depression remain uncertain. 4800:...there was postprandial reduction on the plasma concentration of IL-6 and IkBα preservation, followed by the lower activation of NFκB, considered the main transcription factor capable of inducing inflammatory response by stimulating the expression of proinflammatory cytokines, chemokines, and adhesion molecules. 1601:(Vioxx), have been withdrawn from the market, after evidence emerged that COX-2 inhibitors increase the risk of heart attack and stroke. Endothelial cells lining the microvasculature in the body are proposed to express COX-2, and, by selectively inhibiting COX-2, prostaglandin production (specifically, PGI 7118:"Impact of clinical presentation on ischaemic and bleeding outcomes in patients receiving 6- or 24-month duration of dual-antiplatelet therapy after stent implantation: a pre-specified analysis from the PRODIGY (Prolonging Dual-Antiplatelet Treatment After Grading Stent-Induced Intimal Hyperplasia) trial" 2692:" is an additional method used with the intent to mitigate gastrointestinal bleeding, such as by preventing aspirin from concentrating in the walls of the stomach, although the benefits of buffered aspirin are disputed. Almost any buffering agent used in antacids can be used; Bufferin, for example, uses 7290:"2017 ESC focused update on dual antiplatelet therapy in coronary artery disease developed in collaboration with EACTS: The Task Force for dual antiplatelet therapy in coronary artery disease of the European Society of Cardiology (ESC) and of the European Association for Cardio-Thoracic Surgery (EACTS)" 2677:. Enteric coating on aspirin may be used in manufacturing to prevent release of aspirin into the stomach to reduce gastric harm, but enteric coating does not reduce gastrointestinal bleeding risk. Enteric-coated aspirin may not be as effective at reducing blood clot risk. Combining aspirin with other 2539:
March 2009 recommendations from the USPSTF on the use of aspirin for the primary prevention of coronary heart disease encourage men aged 45–79 and women aged 55–79 to use aspirin when the potential benefit of a reduction in MI for men or stroke for women outweighs the potential harm of an increase in
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For some people, aspirin does not have as strong an effect on platelets as for others, an effect known as aspirin-resistance or insensitivity. One study has suggested women are more likely to be resistant than men, and a different, aggregate study of 2,930 people found 28% were resistant. A study in
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state they might consider aspirin for patients aged 40–69 with a higher risk of atherosclerotic CVD, without an increased bleeding risk, while stating they would not recommend aspirin for patients aged over 70 or adults of any age with an increased bleeding risk. They state a CVD risk estimation and
2324:. Their recommendations state that age changes the risk of the medicine, with the magnitude of the benefit of aspirin coming from starting at a younger age, while the risk of bleeding, while small, increases with age, particular for adults over 60, and can be compounded by other risk factors such as 2299:
The status of the use of aspirin for the primary prevention in cardiovascular disease is conflicting and inconsistent, with recent changes from previously recommending it widely decades ago, and that some referenced newer trials in clinical guidelines show less of benefit of adding aspirin alongside
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The 2009 Antithrombotic Trialists' Collaboration published in Lancet evaluated the efficacy and safety of low dose aspirin in secondary prevention. In those with prior ischaemic stroke or acute myocardial infarction, daily low dose aspirin was associated with a 19% relative risk reduction of serious
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and others discovered the basic mechanism of aspirin's effects, while clinical trials and other studies from the 1960s to the 1980s established aspirin's efficacy as an anti-clotting agent that reduces the risk of clotting diseases. The initial large studies on the use of low-dose aspirin to prevent
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mg in an adult) are ingested, all pathways proceed by first-order kinetics, with an elimination half-life of about 2.0 h to 4.5 h. When higher doses of salicylate are ingested (more than 4 g), the half-life becomes much longer (15 h to 30 h), because the biotransformation pathways concerned with the
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in cartilaginous (and hepatic) mitochondria, by diffusing from the inner membrane space as a proton carrier back into the mitochondrial matrix, where it ionizes once again to release protons. Aspirin buffers and transports the protons. When high doses are given, it may actually cause fever, owing to
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Use of low-dose aspirin before a surgical procedure has been associated with an increased risk of bleeding events in some patients, however, ceasing aspirin prior to surgery has also been associated with an increase in major adverse cardiac events. An analysis of multiple studies found a three-fold
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to be updated for all nonsteroidal anti-inflammatory medications to describe the risk of kidney problems in unborn babies that result in low amniotic fluid. They recommend avoiding NSAIDs in pregnant women at 20 weeks or later in pregnancy. One exception to the recommendation is the use of low-dose
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Aspirin and other NSAIDs, such as ibuprofen, may delay the healing of skin wounds. Earlier findings from two small, low-quality trials suggested a benefit with aspirin (alongside compression therapy) on venous leg ulcer healing time and leg ulcer size, however larger, more recent studies of higher
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In 2021, the U.S. Preventive services Task Force raised questions about the use of aspirin in cancer prevention. It notes the results of the 2018 ASPREE (Aspirin in Reducing Events in the Elderly) Trial, in which the risk of cancer-related death was higher in the aspirin-treated group than in the
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and a history of gastrointestinal bleeding. As a result, the USPSTF suggests that "people ages 40 to 59 who are at higher risk for CVD should decide with their clinician whether to start taking aspirin; people 60 or older should not start taking aspirin to prevent a first heart attack or stroke."
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Meta-analysis and systematic reviews have concluded that laboratory confirmed aspirin resistance confers increased rates of poorer outcomes in cardiovascular and neurovascular diseases. Although the majority of research conducted has surrounded cardiovascular and neurovascular, there is emerging
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However, a large-scale investigation based on data of nearly 700 patients showed "that aspirin or other antiplatelet aggregating agents or anticoagulants adversely influence the visual outcome in patients with CRVO and hemi-CRVO, without any evidence of protective or beneficial effect". Several
1644:. These mediators possess potent anti-inflammatory activity. It is proposed that this aspirin-triggered transition of COX-2 from cyclooxygenase to lipoxygenase activity and the consequential formation of specialized proresolving mediators contributes to the anti-inflammatory effects of aspirin. 2660:
is not recommended owing to increased bleeding tendency. Aspirin taken at doses of ≤325 mg and ≤100 mg per day for ≥2 days can increase the odds of suffering a gout attack by 81% and 91% respectively. This effect may potentially be worsened by high purine diets, diuretics, and kidney
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Bayer lost its trademark for Aspirin in the United States and some other countries in actions taken between 1918 and 1921 because it had failed to use the name for its own product correctly and had for years allowed the use of "Aspirin" by other manufacturers without defending the intellectual
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was Bayer's brand name, rather than the generic name of the drug; however, Bayer's rights to the trademark were lost or sold in many countries. Aspirin's popularity grew over the first half of the 20th century leading to fierce competition with the proliferation of aspirin brands and products.
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in platelets, producing an inhibitory effect on platelet aggregation during the lifetime of the affected platelet (8–9 days). This antithrombotic property makes aspirin useful for reducing the incidence of heart attacks in people who have had a heart attack, unstable angina, ischemic stroke or
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in light of the possible role of inflammation in the pathogenesis of severe mental disorders. A 2022 systematic review concluded that aspirin exposure reduced the risk of depression in a pooled cohort of three studies (HR 0.624, 95% CI: 0.0503, 1.198, P=0.033). However, further high-quality,
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The present comprehensive meta-analysis supports and further quantifies the inverse association between regular aspirin use and the risk of colorectal and other digestive tract cancers, including some rare ones. The favorable effect of aspirin increases with longer duration of use, and, for
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Evidence from observational studies were conflicting on the effect of aspirin in breast cancer prevention, a randomized controlled trial showed that aspirin had no significant effect in reducing breast cancer thus further studies are needed to clarify aspirin effect in cancer prevention.
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is removed, increasing the risk of thrombus and associated heart attacks and other circulatory problems. Since platelets have no DNA, they are unable to synthesize new COX once aspirin has irreversibly inhibited the enzyme, an important difference as compared with reversible inhibitors.
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for prevention of cardiovascular disease. Complicating the use of aspirin for prevention is the phenomenon of aspirin resistance. For people who are resistant, aspirin's efficacy is reduced. Some authors have suggested testing regimens to identify people who are resistant to aspirin.
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mg/day) "for the primary prevention of CVD and CRC in adults 50 to 59 years of age who have a 10% or greater 10-year CVD risk, are not at increased risk for bleeding, have a life expectancy of at least 10 years, and are willing to take low-dose aspirin daily for at least 10 years".
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pH. A 10- to 20-fold increase in renal clearance occurs when urine pH is increased from 5 to 8. The use of urinary alkalinization exploits this particular aspect of salicylate elimination. It was found that short-term aspirin use in therapeutic doses might precipitate reversible
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Bartoli F, Cavaleri D, Bachi B, Moretti F, Riboldi I, Crocamo C, et al. (November 2021). "Repurposed drugs as adjunctive treatments for mania and bipolar depression: A meta-review and critical appraisal of meta-analyses of randomized placebo-controlled trials".
2428:. The therapy often lasts for one to two weeks, and is rarely indicated for longer periods. After fever and pain have subsided, the aspirin is no longer necessary, since it does not decrease the incidence of heart complications and residual rheumatic heart disease. 8723: 12284:
Lewis HD, Davis JW, Archibald DG, Steinke WE, Smitherman TC, Doherty JE, et al. (August 1983). "Protective effects of aspirin against acute myocardial infarction and death in men with unstable angina. Results of a Veterans Administration Cooperative Study".
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Biondi-Zoccai GG, Lotrionte M, Agostoni P, Abbate A, Fusaro M, Burzotta F, et al. (November 2006). "A systematic review and meta-analysis on the hazards of discontinuing or not adhering to aspirin among 50,279 patients at risk for coronary artery disease".
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appeared one to six hours after ingesting aspirin in some of the people. However, when the aspirin was taken alone, it did not cause angioedema in these people; the aspirin had been taken in combination with another NSAID-induced drug when angioedema appeared.
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Taking vitamin C with aspirin has been investigated as a method of protecting the stomach lining. In trials vitamin C-releasing aspirin (ASA-VitC) or a buffered aspirin formulation containing vitamin C was found to cause less stomach damage than aspirin alone.
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and to reduce streptococcal adhesion to heart valves. In patients with tuberculous meningitis, the addition of aspirin reduced the risk of new cerebral infarction . A role of aspirin on bacterial and fungal biofilm is also being supported by growing evidence.
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mg tablets. The dose required for benefit appears to depend on a person's weight. For those weighing less than 70 kilograms (154 lb), low dose is effective for preventing cardiovascular disease; for patients above this weight, higher doses are required.
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are known to enhance the intoxicating effect of salicylates, and alcohol also increases the gastrointestinal bleeding associated with these types of drugs. Aspirin is known to displace a number of drugs from protein-binding sites in the blood, including the
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to produce acetylsalicylic acid for the first time; in the second half of the 19th century, other academic chemists established the compound's chemical structure and devised more efficient methods of synthesis. In 1897, scientists at the drug and dye firm
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in many countries. Aspirin, with a capital "A", remains a registered trademark of Bayer in Germany, Canada, Mexico, and in over 80 other countries, for acetylsalicylic acid in all markets, but using different packaging and physical aspects for each.
1912:. Willow bark extract became recognized for its specific effects on fever, pain, and inflammation in the mid-eighteenth century. By the nineteenth century, pharmacists were experimenting with and prescribing a variety of chemicals related to 1944:
began investigating acetylsalicylic acid as a less-irritating replacement for standard common salicylate medicines, and identified a new way to synthesize it. By 1899, Bayer had dubbed this drug Aspirin and was selling it globally. The word
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Blockade of COX-1 by aspirin apparently results in the upregulation of COX-2 as part of a gastric defense. There is no clear evidence that simultaneous use of a COX-2 inhibitor with aspirin may increase the risk of gastrointestinal injury.
7249:"2016 ACC/AHA Guideline Focused Update on Duration of Dual Antiplatelet Therapy in Patients With Coronary Artery Disease: A Report of the American College of Cardiology/American Heart Association Task Force on Clinical Practice Guidelines" 1845:
formation of salicyluric acid and salicyl phenolic glucuronide become saturated. Renal excretion of salicylic acid becomes increasingly important as the metabolic pathways become saturated, because it is extremely sensitive to changes in
2370:(USPSTF) guidelines on this topic recommended against the use of aspirin for prevention of CRC in people with average risk. Nine years later however, the USPSTF issued a grade B recommendation for the use of low-dose aspirin (75 to 100 2342:
made similar recommendations; considering aspirin specifically to patients aged less than 70 at high or very high CVD risk, without any clear contraindications, on a case-by-case basis considering both ischemic risk and bleeding risk.
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a risk discussion should be done before starting on aspirin, while stating aspirin should be used "infrequently in the routine primary prevention of (atherosclerotic CVD) because of lack of net benefit". As of August 2021, the
5119:"TCT-320 Pharmacokinetic and Pharmacodynamic Profile of PL-ASA, a Novel Phospholipid-Aspirin Complex Liquid Formulation, Compared to Enteric-Coated Aspirin at an 81-mg Dose – Results From a Prospective, Randomized, Crossover Study" 5960: 8472:
Bauer IE, Green C, Colpo GD, Teixeira AL, Selvaraj S, Durkin K, et al. (December 2018). "A Double-Blind, Randomized, Placebo-Controlled Study of Aspirin and N-Acetylcysteine as Adjunctive Treatments for Bipolar Depression".
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Fiolaki A, Katsanos AH, Kyritsis AP, Papadaki S, Kosmidou M, Moschonas IC, et al. (May 2017). "High on treatment platelet reactivity to aspirin and clopidogrel in ischemic stroke: A systematic review and meta-analysis".
2544:. The WHI study of postmenopausal women found that aspirin resulted in a 25% lower risk of death from cardiovascular disease and a 14% lower risk of death from any cause, though there was no significant difference between 81 6678: 12015:
Gladding PA, Webster MW, Farrell HB, Zeng IS, Park R, Ruijne N (April 2008). "The antiplatelet effect of six non-steroidal anti-inflammatory drugs and their pharmacodynamic interaction with aspirin in healthy volunteers".
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Reaction between acetic acid and salicylic acid can also form aspirin but this esterification reaction is reversible and the presence of water can lead to hydrolysis of the aspirin. So, an anhydrous reagent is preferred.
2218:, a rare but often fatal illness associated with the use of aspirin or other salicylates in children during episodes of viral or bacterial infection. Because of the risk of Reye's syndrome in children, in 1986, the US 1508:(COX; officially known as prostaglandin-endoperoxide synthase, PTGS) enzyme required for prostaglandin and thromboxane synthesis. Aspirin acts as an acetylating agent where an acetyl group is covalently attached to a 10089: 7949:
Verdoodt F, Friis S, Dehlendorff C, Albieri V, Kjaer SK (February 2016). "Non-steroidal anti-inflammatory drug use and risk of endometrial cancer: A systematic review and meta-analysis of observational studies".
2962:. The diagnosis of poisoning usually involves measurement of plasma salicylate, the active metabolite of aspirin, by automated spectrophotometric methods. Plasma salicylate levels in general range from 30 to 100 9006:
Roberge S, Nicolaides K, Demers S, Hyett J, Chaillet N, Bujold E (February 2017). "The role of aspirin dose on the prevention of preeclampsia and fetal growth restriction: systematic review and meta-analysis".
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Dorsch MP, Lee JS, Lynch DR, Dunn SP, Rodgers JE, Schwartz T, et al. (May 2007). "Aspirin resistance in patients with stable coronary artery disease with and without a history of myocardial infarction".
2806:. Salicylates were detectable in 81.9% of children for whom test results were reported. After the association between Reye's syndrome and aspirin was reported, and safety measures to prevent it (including a 2949:
of 2%. Chronic overdose is more commonly lethal, with a mortality rate of 25%; chronic overdose may be especially severe in children. Toxicity is managed with a number of potential treatments, including
2155:, but its efficacy may be questionable for others. Secondary headaches, meaning those caused by another disorder or trauma, should be promptly treated by a medical provider. Among primary headaches, the 8774:
Hashkes PJ, Tauber T, Somekh E, Brik R, Barash J, Mukamel M, et al. (September 2003). "Naproxen as an alternative to aspirin for the treatment of arthritis of rheumatic fever: a randomized trial".
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In children with Kawasaki disease, aspirin is taken at dosages based on body weight, initially four times a day for up to two weeks and then at a lower dose once daily for a further six to eight weeks.
2790:, can occur when children or adolescents are given aspirin for a fever or other illness or infection. From 1981 to 1997, 1207 cases of Reye's syndrome in people younger than 18 were reported to the US 12436:
Cook NR, Lee IM, Gaziano JM, Gordon D, Ridker PM, Manson JE, et al. (July 2005). "Low-dose aspirin in the primary prevention of cancer: the Women's Health Study: a randomized controlled trial".
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Algra AM, Rothwell PM (May 2012). "Effects of regular aspirin on long-term cancer incidence and metastasis: a systematic comparison of evidence from observational studies versus randomised trials".
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Although cohort and longitudinal studies have shown low-dose aspirin has a greater likelihood of reducing the incidence of dementia, numerous randomized controlled trials have not validated this.
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company began studying acetylsalicylic acid as a less-irritating replacement medication for common salicylate medicines. By 1899, Bayer had named it "Aspirin" and was selling it around the world.
6789:"2019 ACC/AHA Guideline on the Primary Prevention of Cardiovascular Disease: A Report of the American College of Cardiology/American Heart Association Task Force on Clinical Practice Guidelines" 2945:
Aspirin overdose can be acute or chronic. In acute poisoning, a single large dose is taken; in chronic poisoning, higher than normal doses are taken over a period of time. Acute overdose has a
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Sørensen HT, Mellemkjaer L, Blot WJ, Nielsen GL, Steffensen FH, McLaughlin JK, et al. (September 2000). "Risk of upper gastrointestinal bleeding associated with use of low-dose aspirin".
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has been shown to further increase the risk of gastrointestinal bleeding. Using aspirin in combination with clopidogrel or warfarin also increases the risk of upper gastrointestinal bleeding.
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Some conclude the benefits are greater than the risks due to bleeding in those at average risk. Others are unclear if the benefits are greater than the risk. Given this uncertainty, the 2007
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Carstensen JT, Attarchi F (April 1988). "Decomposition of aspirin in the solid state in the presence of limited amounts of moisture III: Effect of temperature and a possible mechanism".
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Shim EJ, Ryu CW, Park S, Lee HN, Shin HS, Kim SB (October 2018). "Relationship between adverse events and antiplatelet drug resistance in neurovascular intervention: a meta-analysis".
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from ancient Egypt. Hippocrates referred to the use of salicylic tea to reduce fevers around 400 BC, and willow bark preparations were part of the pharmacopoeia of Western medicine in
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Several studies investigated the anti-infective properties of aspirin for bacterial, viral and parasitic infections. Aspirin was demonstrated to limit platelet activation induced by
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Aspirin is readily broken down in the body to salicylic acid, which itself has anti-inflammatory, antipyretic, and analgesic effects. In 2012, salicylic acid was found to activate
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conjugates that aid in the excretion of aspirin, making it potentially toxic if dosing is not spaced out properly. No clinical signs of toxicosis occurred when cats were given 25
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in patients who ceased aspirin prior to surgery. The analysis found that the risk is dependent on the type of surgery being performed and the patient indication for aspirin use.
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in people who are at high risk or who have cardiovascular disease, but not in elderly people who are otherwise healthy. There is evidence that aspirin is effective at preventing
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groups, both polymorphs form identical dimer structures. The aspirin polymorphs contain identical 2-dimensional sections and are therefore more precisely described as polytypes.
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via inhibition of prostaglandin synthesis; however, these agents do not typically cause hyperkalemia by themselves in the setting of normal renal function and euvolemic state.
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and US federal law, and are often cited as examples of clinical trials that included only men, but from which people drew general conclusions that did not hold true for women.
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Some researchers have speculated the anti-inflammatory effects of aspirin may be beneficial for schizophrenia. Small trials have been conducted but evidence remains lacking.
12570: 1562:. Heart attacks are caused primarily by blood clots, and low doses of aspirin are seen as an effective medical intervention to prevent a second acute myocardial infarction. 1352:
derivative of salicylic acid, is a white, crystalline, weakly acidic substance that melts at 136 °C (277 °F), and decomposes around 140 °C (284 °F). Its
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causes aspirin to be absorbed more slowly there, as more of it is ionized. Owing to the formation of concretions, aspirin is absorbed much more slowly during overdose, and
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in people at high risk. For pain or fever, effects typically begin within 30 minutes. Aspirin works similarly to other NSAIDs but also suppresses the normal functioning of
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Morra P, Bartle WR, Walker SE, Lee SN, Bowles SK, Reeves RA (September 1996). "Serum concentrations of salicylic acid following topically applied salicylate derivatives".
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Sofi F, Marcucci R, Gori AM, Abbate R, Gensini GF (August 2008). "Residual platelet reactivity on aspirin therapy and recurrent cardiovascular events--a meta-analysis".
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A phospholipid-aspirin complex liquid formulation, PL-ASA. As of 2023 the phospholipid coating was being trialled to determine if it caused less gastrointestinal damage.
11060: 10455: 8718: 1439:. In form II, each aspirin molecule forms the same hydrogen bonds, but with two neighbouring molecules instead of one. With respect to the hydrogen bonds formed by the 8120:"Routine aspirin or nonsteroidal anti-inflammatory drugs for the primary prevention of colorectal cancer: U.S. Preventive Services Task Force recommendation statement" 2724:
It is a widespread habit among eye specialists (ophthalmologists) to prescribe aspirin as an add-on medication for patients with retinal vein occlusion (RVO), such as
2476:. Another study of 400 healthy volunteers found no subjects who were truly resistant, but some had "pseudoresistance, reflecting delayed and reduced drug absorption". 1391:
of aspirin, though the existence of another polymorph was debated since the 1960s, and one report from 1981 reported that when crystallized in the presence of aspirin
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Ben-Dor I, Kleiman NS, Lev E (July 2009). "Assessment, mechanisms, and clinical implication of variability in platelet response to aspirin and clopidogrel therapy".
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Saxena A, Kumar RK, Gera RP, Radhakrishnan S, Mishra S, Ahmed Z (July 2008). "Consensus guidelines on pediatric acute rheumatic fever and rheumatic heart disease".
4631:"Uncoupling of intestinal mitochondrial oxidative phosphorylation and inhibition of cyclooxygenase are required for the development of NSAID-enteropathy in the rat" 1977:
Aspirin sales revived considerably in the last decades of the 20th century, and remain strong in the 21st century with widespread use as a preventive treatment for
2167:. Aspirin or other over-the-counter analgesics are widely recognized as effective for the treatment of tension headaches. Aspirin, especially as a component of an 2432:
has been shown to be as effective as aspirin and less toxic, but due to the limited clinical experience, naproxen is recommended only as a second-line treatment.
1719:, and formulations are sought which deliver the benefits of aspirin while mitigating harmful bleeding. Formulations may be combined (e.g., buffered + vitamin C). 17837: 3058:
mg daily for one month, decreased the mortality by 21% of participants with a suspected myocardial infarction in the first five weeks. A single daily dose of 324
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Konturek PC, Kania J, Hahn EG, Konturek JW (November 2006). "Ascorbic acid attenuates aspirin-induced gastric damage: role of inducible nitric oxide synthase".
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Aspirin, along with several other agents with anti-inflammatory properties, has been repurposed as an add-on treatment for depressive episodes in subjects with
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del Río Solá ML, Antonio J, Fajardo G, Vaquero Puerta C (July 2012). "Influence of aspirin therapy in the ulcer associated with chronic venous insufficiency".
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In general, for adults, doses are taken four times a day for fever or arthritis, with doses near the maximal daily dose used historically for the treatment of
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Medical knowledge self-assessment program for students 4, By American College of Physicians, Clerkship Directors in Internal Medicine, Nephrology 227, Item 29
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van Oosterom N, Barras M, Bird R, Nusem I, Cottrell N (December 2020). "A Narrative Review of Aspirin Resistance in VTE Prophylaxis for Orthopaedic Surgery".
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Gaudreault P, Temple AR, Lovejoy FH (October 1982). "The relative severity of acute versus chronic salicylate poisoning in children: a clinical comparison".
3861: 1229: 308: 14155: 10030: 9056: 2512: – intended to be administered to infants and children. No medical significance occurs due to the slight difference in dosage between the 75 2378:
A meta-analysis through 2019 said that there was an association between taking aspirin and lower risk of cancer of the colorectum, esophagus, and stomach.
10732:
Davison C, Smith BW, Smith PK (August 1962). "Effects of buffered and unbuffered acetylsalicylic acid upon the gastric acidity of normal human subjects".
9317:"Laboratory aspirin resistance and the risk of major adverse cardiovascular events in patients with coronary heart disease on confirmed aspirin adherence" 8425:"Treatment of bipolar depression with minocycline and/or aspirin: an adaptive, 2×2 double-blind, randomized, placebo-controlled, phase IIA clinical trial" 19375: 19370: 9632: 1832:
Salicylates are excreted mainly by the kidneys as salicyluric acid (75%), free salicylic acid (10%), salicylic phenol (10%), and acyl glucuronides (5%),
1605:; prostacyclin) is downregulated with respect to thromboxane levels, as COX-1 in platelets is unaffected. Thus, the protective anticoagulative effect of 12198:
Ioannides C, Stone AN, Breacker PJ, Basu TK (December 1982). "Impairment of absorption of ascorbic acid following ingestion of aspirin in guinea pigs".
11806: 6845:"Effects of aspirin on risks of vascular events and cancer according to bodyweight and dose: analysis of individual patient data from randomised trials" 4360:"Aspirin in the primary and secondary prevention of vascular disease: collaborative meta-analysis of individual participant data from randomised trials" 18597: 18567: 18398: 10114:
Frequencies of hemoglobin variants: thalassemia, the glucose-6-phosphate dehydrogenase deficiency, G6PD variants, and ovalocytosis in human populations
2156: 8161:"Aspirin Use for the Primary Prevention of Cardiovascular Disease and Colorectal Cancer: U.S. Preventive Services Task Force Recommendation Statement" 12233:"Randomised Trial of Intravenous Streptokinase, Oral Aspirin, Both, or Neither Among 17,187 Cases of Suspected Acute Myocardial Infarction: Isis-2". 9293: 6625:
Beutler AI, Chesnut GT, Mattingly JC, Jamieson B (December 2009). "FPIN's Clinical Inquiries. Aspirin use in children for fever or viral syndromes".
4033: 1384:, is important in the development of pharmaceutical ingredients. Many drugs receive regulatory approval for only a single crystal form or polymorph. 1253: 12541: 17603: 17223: 9490:"Association of laboratory-defined aspirin resistance with a higher risk of recurrent cardiovascular events: a systematic review and meta-analysis" 6652: 6412:
Kingery WS (November 1997). "A critical review of controlled clinical trials for peripheral neuropathic pain and complex regional pain syndromes".
5826: 12509: 18450: 18430: 17986: 17936: 14503: 5952: 1117:
in most jurisdictions. It is one of the most widely used medications globally, with an estimated 40,000 tonnes (44,000 tons) (50 to 120 billion
18756: 18221: 18111: 18106: 18091: 18026: 17976: 17931: 17496: 15688: 13723: 12471: 11413:"Low dose aspirin as adjuvant treatment for venous leg ulceration: pragmatic, randomised, double blind, placebo controlled trial (Aspirin4VLU)" 4594:
Weylandt KH (August 2016). "Docosapentaenoic acid derived metabolites and mediators - The new world of lipid mediator medicine in a nutshell".
5992: 2842:
quality have been unable to corroborate these outcomes. As such, further research is required to clarify the role of aspirin in this context.
19400: 19163: 18994: 18984: 18408: 18086: 18066: 18051: 18041: 18021: 18016: 17971: 17946: 17911: 17757: 17588: 17366: 17264: 17203: 17164: 16963: 16953: 16861: 16749: 9618: 4277: 3658:
The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023)
3466: 1241: 189: 11775: 11631:
He J, Whelton PK, Vu B, Klag MJ (December 1998). "Aspirin and risk of hemorrhagic stroke: a meta-analysis of randomized controlled trials".
3241: 19193: 19188: 19153: 19128: 18989: 18850: 18707: 18308: 18303: 18101: 18081: 18076: 18071: 18056: 18046: 18036: 18011: 18001: 17996: 17991: 17981: 17966: 17961: 17921: 17880: 17860: 17817: 17812: 17797: 17787: 17782: 17767: 17646: 17568: 17523: 17437: 17413: 17403: 16851: 7159:"Dual Antiplatelet Therapy After Percutaneous Coronary Intervention and Drug-Eluting Stents: A Systematic Review and Network Meta-Analysis" 2653: 2367: 2309: 1217:. In solution with alkalis, the hydrolysis proceeds rapidly and the clear solutions formed may consist entirely of acetate and salicylate. 911: 10657:"Pharmacological Efficacy and Gastrointestinal Safety of Different Aspirin Formulations for Cardiovascular Prevention: A Narrative Review" 8028:"Aspirin for prophylactic use in the primary prevention of cardiovascular disease and cancer: a systematic review and overview of reviews" 4291: 4146:
Bond AD, Boese R, Desiraju GR (2007). "On the polymorphism of aspirin: crystalline aspirin as intergrowths of two "polymorphic" domains".
19178: 19133: 18944: 18890: 18875: 18724: 18435: 18383: 18268: 18116: 18061: 18031: 18006: 17956: 17951: 17941: 17926: 17875: 17870: 17827: 17762: 17752: 17722: 17666: 17636: 17593: 17583: 17432: 17356: 17208: 17121: 16918: 15636: 14802: 14578: 13454: 12857: 12852: 12136:
Loh HS, Watters K, Wilson CW (1 November 1973). "The effects of aspirin on the metabolic availability of ascorbic acid in human beings".
12070:
Hollifield JW (August 1976). "Failure of aspirin to antagonize the antihypertensive effect of spironolactone in low-renin hypertension".
5804: 2351:
Aspirin may reduce the overall risk of both getting cancer and dying from cancer. There is substantial evidence for lowering the risk of
1144:
Aspirin's popularity grew over the first half of the 20th century, leading to competition between many brands and formulations. The word
4407:
Goel A, Aggarwal S, Partap S, Saurabh A, Choudhary (2012). "Pharmacokinetic solubility and dissolution profile of antiarrythmic drugs".
3949: 19183: 19158: 19148: 18999: 18974: 18959: 18924: 18900: 18895: 18646: 18096: 17916: 17850: 17822: 17807: 17802: 17777: 17393: 17361: 17341: 17284: 17169: 17092: 17087: 17082: 17077: 16913: 16908: 14518: 14478: 14133: 7040: 4019: 2791: 2273: 10769:"Effects of buffered and plain acetylsalicylic acid formulations with and without ascorbic acid on gastric mucosa in healthy subjects" 2552:
mg aspirin doses. The 2021 ADAPTABLE study also showed no significant difference in cardiovascular events or major bleeding between 81
19286: 19203: 18919: 18865: 18860: 17895: 17742: 17651: 17608: 17159: 17072: 16958: 16938: 16933: 16928: 13553: 12791: 8959:"Early administration of low-dose aspirin for the prevention of preterm and term preeclampsia: a systematic review and meta-analysis" 5346:
Done AK (November 1960). "Salicylate intoxication. Significance of measurements of salicylate in blood in cases of acute ingestion".
3062:
mg of aspirin for 12 weeks has a highly protective effect against acute myocardial infarction and death in men with unstable angina.
1582:, are acted on by aspirin. Aspirin irreversibly inhibits COX-1 and modifies the enzymatic activity of COX-2. COX-2 normally produces 12621: 19065: 18969: 18964: 17772: 17737: 17613: 17573: 16742: 15096: 14148: 12883: 11204:
Sánchez-Borges M, Capriles-Hulett A (January 2000). "Atopy is a risk factor for non-steroidal anti-inflammatory drug sensitivity".
10138: 9583: 4510:
Romano M, Cianci E, Simiele F, Recchiuti A (August 2015). "Lipoxins and aspirin-triggered lipoxins in resolution of inflammation".
2563:
Low-dose aspirin use was also associated with a trend toward lower risk of cardiovascular events, and lower aspirin doses (75 or 81
2508:
mg tablets. The 81 mg tablets are commonly called "baby aspirin" or "baby-strength", because they were originally –
12566: 6768: 3926: 2814:
recommends aspirin (or aspirin-containing products) should not be given to anyone under the age of 12 who has a fever, and the UK
2439:
remains one of the few indications for aspirin use in children in spite of a lack of high quality evidence for its effectiveness.
17855: 17704: 12746: 9832: 5567: 4426:
Martínez-González J, Badimon L (2007). "Mechanisms underlying the cardiovascular effects of COX-inhibition: benefits and risks".
4111:
Vishweshwar P, McMahon JA, Oliveira M, Peterson ML, Zaworotko MJ (December 2005). "The predictably elusive form II of aspirin".
240: 14055: 12769: 11274:
Layton AM, Ibbotson SH, Davies JA, Goodfield MJ (July 1994). "Randomised trial of oral aspirin for chronic venous leg ulcers".
10047:
Senna GE, Andri G, Dama AR, Mezzelani P, Andri L (1995). "Tolerability of imidazole salycilate in aspirin-sensitive patients".
8719: 8032: 5906: 2254:. It is generally not recommended for routine use by people with no other health problems, including those over the age of 70. 1594:(coxibs), have been developed to inhibit only COX-2, with the intent to reduce the incidence of gastrointestinal side effects. 1504:
Aspirin's ability to suppress the production of prostaglandins and thromboxanes is due to its irreversible inactivation of the
1224:, factories producing aspirin tablets must control the amount of the powder that becomes airborne inside the building, because 16593: 16531: 15061: 14099: 13667: 12752: 12601: 12120: 11947: 11879: 11068: 10571:
Wallace JL (October 2008). "Prostaglandins, NSAIDs, and gastric mucosal protection: why doesn't the stomach digest itself?".
10122: 5798: 4013: 3910: 3837: 3777: 3689: 3571: 3525: 3498: 3406: 2203: 1971: 1587: 1485: 1122: 7036: 5684:"A randomized controlled trial of acetyl salicylic acid in the secondary prevention of mortality from myocardial infarction" 3561: 2472:
100 Italian people found, of the apparent 31% aspirin-resistant subjects, only 5% were truly resistant, and the others were
15139: 14164: 8079:"The benefit-risk consideration in long-term use of alternate-day, low dose aspirin: focus on colorectal cancer prevention" 2807: 1554:
produced in the body, have diverse effects, including the transmission of pain information to the brain, modulation of the
1473: 3887: 3470: 19365: 16147: 15708: 15676: 14742: 14141: 11509:
Berges-Gimeno MP, Stevenson DD (June 2004). "Nonsteroidal anti-inflammatory drug-induced reactions and desensitization".
6757:
Myocardial infarction with ST-segment elevation: the acute management of myocardial infarction with ST-segment elevation
5996: 3865: 3108:
There are many anecdotal reportings that aspirin can improve plant's growth and resistance though most research involved
2928: 2678: 1102:
to produce acetylsalicylic acid for the first time. Over the next 50 years, other chemists, mostly of the German company
978: 300: 2794:(CDC). Of these, 93% reported being ill in the three weeks preceding the onset of Reye's syndrome, most commonly with a 13716: 5749: 2355:(CRC), but aspirin must be taken for at least 10–20 years to see this benefit. It may also slightly reduce the risk of 2262: 1629: 8724:"Diagnosis and management of acute rheumatic fever and rheumatic heart disease in Australia. An evidence-based review" 7068:"Effects of clopidogrel in addition to aspirin in patients with acute coronary syndromes without ST-segment elevation" 4319:"Effects of low-to-high doses of aspirin on platelet aggregability and metabolites of thromboxane A2 and prostacyclin" 2488:
Adult aspirin tablets are produced in standardised sizes, which vary slightly from country to country, for example 300
19360: 13038: 11462:"AVURT: aspirin versus placebo for the treatment of venous leg ulcers - a Phase II pilot randomised controlled trial" 3419: 2741: 931: 10215:"Effect of Aspirin on CKD Progression in Older Adults: Secondary Analysis From the ASPREE Randomized Clinical Trial" 9656:"Aspirin for the prevention of cardiovascular disease: U.S. Preventive Services Task Force recommendation statement" 3151:
mg/kg of aspirin every 48 hours for 4 weeks, but the recommended dose for relief of pain and fever and for treating
3136:, as adverse effects—including gastrointestinal issues—are common. An aspirin overdose in any species may result in 1998: 853: 16548: 14116: 13684: 12834: 11676:"Regular aspirin-use preceding the onset of primary intracerebral hemorrhage is an independent predictor for death" 11362:
de Oliveira Carvalho PE, Magolbo NG, De Aquino RF, Weller CD, et al. (Cochrane Wounds Group) (February 2016).
10706: 5531:
D'Agati V (July 1996). "Does aspirin cause acute or chronic renal failure in experimental animals and in humans?".
3737: 3324: 2818:
recommends children who are under 16 years of age should not take aspirin, unless it is on the advice of a doctor.
1399:
of aspirin has weak additional peaks. Though at the time it was dismissed as mere impurity, it was, in retrospect,
1377: 1372: 956: 17: 9870:"FDA Warns that Using a Type of Pain and Fever Medication in Second Half of Pregnancy Could Lead to Complications" 6369:
Mett A, Tfelt-Hansen P (June 2008). "Acute migraine therapy: recent evidence from randomized comparative trials".
2222:(FDA) required labeling on all aspirin-containing medications advising against its use in children and teenagers. 2136:
formulations of aspirin relieve pain faster than aspirin in tablets, which makes them useful for the treatment of
1817:. These metabolic pathways have only a limited capacity. Small amounts of salicylic acid are also hydroxylated to 17732: 13648: 13056: 13029: 4036:. Jinno Laboratory, School of Materials Science, Toyohashi University of Technology. 4 March 1996. Archived from 2901: 2674: 2024: 509: 358: 221: 11968:"Clinical Outcomes of Aspirin Interaction with Other Non-Steroidal Anti-Inflammatory Drugs: A Systematic Review" 10007: 2736:
disorders, and it has been assumed that may be similarly beneficial in various types of retinal vein occlusion.
19350: 13440: 12983: 12489: 9980: 9953: 6334:
Hersh EV, Moore PA, Ross GL (May 2000). "Over-the-counter analgesics and antipyretics: a critical assessment".
5276:
Grootveld M, Halliwell B (January 1988). "2,3-Dihydroxybenzoic acid is a product of human aspirin metabolism".
2732:(BRVO). The reason of this widespread use is the evidence of its proven effectiveness in major systemic venous 2725: 2339: 2330: 2207: 1928: 1455: 1091: 13414: 4768:
Silva Caldas AP, Chaves LO, Linhares Da Silva L, De Castro Morais D, Gonçalves Alfenas RD (29 December 2017).
4199:
Vane JR (June 1971). "Inhibition of prostaglandin synthesis as a mechanism of action for aspirin-like drugs".
580: 14070: 13709: 12784: 11798: 8217:"Aspirin and the risk of colorectal and other digestive tract cancers: an updated meta-analysis through 2019" 4996:"Aspirin inhibits camptothecin-induced p21CIP1 levels and potentiates apoptosis in human breast cancer cells" 3143:
Dogs are better able to tolerate aspirin than cats are. Cats metabolize aspirin slowly because they lack the
2729: 1547:
synthesis being little affected; however, higher doses of aspirin are required to attain further inhibition.
1715:
Aspirin is produced in many formulations, with some differences in effect. In particular, aspirin can cause
19380: 19279: 16003: 15646: 14060: 13267: 12389:"Aspirin might reduce the incidence of breast cancer: An updated meta-analysis of 38 observational studies" 11769: 9875: 9842: 7659:"Aspirin Use to Prevent Cardiovascular Disease: US Preventive Services Task Force Recommendation Statement" 5956: 5736: 2916: 2811: 2580: 2219: 2211: 2168: 1809:
to form two different glucuronide esters. The conjugate with the acetyl group intact is referred to as the
1669: 1340:
because aspirin can decompose through hydrolysis in moist conditions, yielding salicylic and acetic acids.
785: 631: 11593:
Gorelick PB (June 2009). "Cerebral microbleeds: evidence of heightened risk associated with aspirin use".
8722:(RF/RHD guideline development working group) and the Cardiac Society of Australia and New Zealand (2006). 4037: 3293: 1616:
Furthermore, aspirin, while inhibiting the ability of COX-2 to form pro-inflammatory products such as the
19385: 19355: 16871: 16814: 13358: 13078: 2795: 2633: 1625: 746: 14163: 6022:
Seshasai SR, Wijesuriya S, Sivakumaran R, Nethercott S, Erqou S, Sattar N, et al. (February 2012).
5818: 5311:
Hartwig-Otto H (November 1983). "Pharmacokinetic considerations of common analgesics and antipyretics".
3325:"Zorprin, Bayer Buffered Aspirin (aspirin) dosing, indications, interactions, adverse effects, and more" 2004:
In Canada and many other countries, "Aspirin" remains a trademark, so generic aspirin is sold as "ASA" (
19390: 19300: 17294: 17179: 17102: 16995: 15666: 14085: 14050: 9608: 6787:
Arnett DK, Blumenthal RS, Albert MA, Buroker AB, Goldberger ZD, Hahn EJ, et al. (September 2019).
6024:"Effect of aspirin on vascular and nonvascular outcomes: meta-analysis of randomized controlled trials" 4680:"15-epi-lipoxin A4-mediated induction of nitric oxide explains how aspirin inhibits acute inflammation" 2334: 2052: 1752: 1353: 1245: 1233: 19236: 2214:, strongly advise against using aspirin for the treatment of fever in children because of the risk of 1558:
thermostat, and inflammation. Thromboxanes are responsible for the aggregation of platelets that form
1125:. In 2022, it was the 36th most commonly prescribed medication in the United States, with more than 16 19410: 16977: 16796: 16586: 14075: 13406: 10524:"Drug drug interactions between antithrombotic medications and the risk of gastrointestinal bleeding" 10006:
Raithel M, Baenkler HW, Naegel A, Buchwald F, Schultis HW, Backhaus B, et al. (September 2005).
9726:"Aspirin Use, Dose, and Clinical Outcomes in Postmenopausal Women With Stable Cardiovascular Disease" 3745: 3653: 2648:
or other bleeding tendencies should not take aspirin or other salicylates. Aspirin is known to cause
2541: 2313: 2109: 1837: 1759:
after oral administration. Acetylsalicylic acid is quickly absorbed through the cell membrane in the
1723:
Tablets, typically of about 75–100 mg and 300–320 mg of immediate-release aspirin (IR-ASA).
1653: 707: 11095:
Doña I, Barrionuevo E, Salas M, Laguna JJ, Agúndez J, García-Martín E, et al. (November 2018).
10616:"Gastrointestinal safety of cyclooxygenase-2 inhibitors: a Cochrane Collaboration systematic review" 8518:"Aspirin Use on Incident Dementia and Mild Cognitive Decline: A Systematic Review and Meta-Analysis" 6000: 3360: 2174:, is considered a first-line therapy in the treatment of migraine, and comparable to lower doses of 1169:, the meadowsweet plant genus from which the acetylsalicylic acid was originally derived at Bayer + 19405: 19340: 19335: 19073: 19054: 19009: 17451: 16381: 16342: 15132: 15040: 13877: 12777: 11764:"FDA strengthens warning of heart attack and stroke risk for non-steroidal anti-inflammatory drugs" 9201:"Multiple anti-atherosclerotic treatments impair aspirin compliance: effects on aspirin resistance" 4269: 2878: 2632:
seek medical advice before using aspirin. Even if none of these conditions is present, the risk of
1967: 1493: 762: 12328:
Di Bella S, Luzzati R, Principe L, Zerbato V, Meroni E, Giuffrè M, et al. (25 January 2022).
11552:
Vernooij MW, Haag MD, van der Lugt A, Hofman A, Krestin GP, Stricker BH, et al. (June 2009).
11157:"Diagnosis and management of NSAID-Exacerbated Respiratory Disease (N-ERD)-a EAACI position paper" 10112: 8026:
Sutcliffe P, Connock M, Gurung T, Freeman K, Johnson S, Kandala NB, et al. (September 2013).
3802: 2656:, particularly in large doses and depending on the severity of the disease. Use of aspirin during 2104:
Aspirin is an effective analgesic for acute pain, although it is generally considered inferior to
1446:
Pure Form II aspirin could be prepared by seeding the batch with aspirin anhydrate in 15% weight.
19345: 16779: 16703: 16536: 16252: 15656: 15312: 15065: 14104: 13672: 11871: 11865: 9838: 9614: 8569:"Low-Dose Aspirin Use and Cognitive Function in Older Age: A Systematic Review and Meta-analysis" 8372:
Dominiak M, Gędek A, Sikorska M, Mierzejewski P, Wojnar M, Antosik-Wójcińska AZ (December 2022).
7332:
Visseren FL, Mach F, Smulders YM, Carballo D, Koskinas KC, Bäck M, et al. (September 2021).
6843:
Rothwell PM, Cook NR, Gaziano JM, Price JF, Belch JF, Roncaglioni MC, et al. (August 2018).
5193:
Kaufman FL, Dubansky AS (April 1972). "Darvon poisoning with delayed salicylism: a case report".
4629:
Somasundaram S, Sigthorsson G, Simpson RJ, Watts J, Jacob M, Tavares IA, et al. (May 2000).
2815: 2533: 2317: 2276:
guideline recommends that aspirin be taken indefinitely. Frequently, aspirin is combined with an
2231: 277: 147: 12799: 11554:"Use of antithrombotic drugs and the presence of cerebral microbleeds: the Rotterdam Scan Study" 10707:"General chemistry online: FAQ: Acids and bases: What is the buffer system in buffered aspirin?" 10213:
Polkinghorne KR, Wetmore JB, Thao LT, Wolfe R, Woods RL, Ernst ME, et al. (December 2022).
9152:"Aspirin "resistance" and risk of cardiovascular morbidity: systematic review and meta-analysis" 6710:
Morris T, Stables M, Hobbs A, de Souza P, Colville-Nash P, Warner T, et al. (August 2009).
4910:
Hawley SA, Fullerton MD, Ross FA, Schertzer JD, Chevtzoff C, Walker KJ, et al. (May 2012).
4770:"Mechanisms involved in the cardioprotective effect of avocado consumption: A systematic review" 2567:
mg/day) may optimize efficacy and safety for people requiring aspirin for long-term prevention.
19115: 19035: 16300: 15256: 13021: 12945: 11155:
Kowalski ML, Agache I, Bavbek S, Bakirtas A, Blanca M, Bochenek G, et al. (January 2019).
10892:
Ageno W, Beyer-Westendorf J, Garcia DA, Lazo-Langner A, McBane RD, Paciaroni M (January 2016).
7247:
Levine GN, Bates ER, Bittl JA, Brindis RG, Fihn SD, Fleisher LA, et al. (September 2016).
4295: 3769: 3763: 2609: 2277: 1863: 728: 435: 12757: 12112: 12106: 10475:"Effect of enteric coating on antiplatelet activity of low-dose aspirin in healthy volunteers" 5780: 5682:
Elwood PC, Cochrane AL, Burr ML, Sweetnam PM, Williams G, Welsby E, et al. (March 1974).
3829: 3821: 2560:
mg doses of aspirin in patients (both men and women) with established cardiovascular disease.
1696: 687: 19395: 19092: 17548: 16785: 16698: 16648: 16059: 15753: 15671: 15661: 15373: 15316: 15045: 15035: 15030: 15020: 14065: 13549: 8567:
Veronese N, Stubbs B, Maggi S, Thompson T, Schofield P, Muller C, et al. (August 2017).
7657:
Davidson KW, Barry MJ, Mangione CM, Cabana M, Chelmow D, Coker TR, et al. (April 2022).
7288:
Valgimigli M, Bueno H, Byrne RA, Collet JP, Costa F, Jeppsson A, et al. (January 2018).
5913: 4003: 3953: 3515: 2975: 2909: 2744:, recommended against the use of antithrombotic drugs (incl. aspirin) for patients with RVO. 2529: 2473: 2251: 2202:
in adults is well established, many medical societies and regulatory agencies, including the
2085: 2057: 1110: 1079: 571: 406: 381: 288: 11097:"NSAIDs-hypersensitivity often induces a blended reaction pattern involving multiple organs" 9672: 9655: 9250:"Drug resistance and pseudoresistance: an unintended consequence of enteric coating aspirin" 9050:
Szabó B, Németh K, Mészáros K, Krokker L, Likó I, Saskői E, et al. (5 September 2022).
8423:
Savitz JB, Teague TK, Misaki M, Macaluso M, Wurfel BE, Meyer M, et al. (January 2018).
8136: 8119: 6892:
Bowman L, Mafham M, Wallendszus K, Stevens W, Buck G, Barton J, et al. (October 2018).
5481:"An evidence based flowchart to guide the management of acute salicylate (aspirin) overdose" 5391:"Salicylate poisoning: an evidence-based consensus guideline for out-of-hospital management" 3488: 3070:
Aspirin has been repurposed as an add-on treatment for depressive episodes in subjects with
19231: 18353: 18206: 17676: 16723: 16688: 16643: 16633: 16579: 16270: 16231: 16064: 16054: 16049: 15876: 15681: 15597: 15239: 15015: 14992: 14473: 14345: 14080: 13611: 13190: 13145: 11108: 10405:"Enteric-Coated Aspirin and the Risk of Gastrointestinal Side Effects: A Systematic Review" 6933:
McNeil JJ, Wolfe R, Woods RL, Tonkin AM, Donnan GA, Nelson MR, et al. (October 2018).
6134:
McNeil JJ, Wolfe R, Woods RL, Tonkin AM, Donnan GA, Nelson MR, et al. (October 2018).
5786: 4994:
Alfonso LF, Srivenugopal KS, Arumugam TV, Abbruscato TJ, Weidanz JA, Bhat GJ (March 2009).
4923: 3607: 3137: 2239: 2073: 1662: 1328: 640: 466: 17514: 17423: 10767:
Dammann HG, Saleki M, Torz M, Schulz HU, Krupp S, Schürer M, et al. (February 2004).
9724:
Berger JS, Brown DL, Burke GL, Oberman A, Kostis JB, Langer RD, et al. (March 2009).
8270:
McNeil JJ, Nelson MR, Woods RL, Lockery JE, Wolfe R, Reid CM, et al. (October 2018).
7724:"Estimates of benefits and harms of prophylactic use of aspirin in the general population" 5389:
Chyka PA, Erdman AR, Christianson G, Wax PM, Booze LL, Manoguerra AS, et al. (2007).
620: 8: 18181: 16019: 15651: 15480: 15381: 15320: 15207: 15196: 15125: 15069: 15025: 14942: 14320: 13920: 13001: 12617: 10456:"Mayo Clinic Q and A: Coated aspirin may not be as effective at reducing blood clot risk" 10142: 7116:
Costa F, Vranckx P, Leonardi S, Moscarella E, Ando G, Calabro P, et al. (May 2015).
6073:
McNeil JJ, Woods RL, Nelson MR, Reid CM, Kirpach B, Wolfe R, et al. (October 2018).
5881: 4358:
Baigent C, Blackwell L, Collins R, Emberson J, Godwin J, Peto R, et al. (May 2009).
2890: 2701: 2450: 1905: 1851: 1779: 526: 284: 31: 11460:
Tilbrook H, Clark L, Cook L, Bland M, Buckley H, Chetter I, et al. (October 2018).
11112: 10683: 10656: 10008:"Significance of salicylate intolerance in diseases of the lower gastrointestinal tract" 9575: 7871:
Thun MJ, Jacobs EJ, Patrono C (April 2012). "The role of aspirin in cancer prevention".
7773:"Colorectal cancer chemoprevention: is this the future of colorectal cancer prevention?" 6984:
Woods RL, Polekhina G, Wolfe R, Nelson MR, Ernst ME, Reid CM, et al. (March 2020).
6752: 5790: 4927: 3611: 2592:
mg aspirin at any point in pregnancy under the direction of a health care professional.
535: 19043: 16771: 16457: 16024: 15922: 15593: 15451: 15385: 14932: 14865: 13763: 13292: 12700: 12679: 12413: 12388: 12364: 12329: 12266: 12149: 11997: 11920: 11845: 11692: 11675: 11656: 11534: 11486: 11461: 11437: 11412: 11388: 11363: 11299: 11186: 11129: 11096: 10967: 10958: 10942: 10918: 10893: 10869: 10844: 10798: 10596: 10548: 10523: 10504: 10491: 10474: 10431: 10404: 10340: 10315: 10293: 10264:"Effects of aspirin on cardiovascular outcomes in patients with chronic kidney disease" 10239: 10214: 10190: 10165: 9814: 9758: 9725: 9557: 9470: 9426: 9298: 9274: 9249: 9230: 9176: 9151: 9129: 9080: 9052:"Aspirin Mediates Its Antitumoral Effect Through Inhibiting PTTG1 in Pituitary Adenoma" 9051: 9032: 8988: 8934: 8909: 8885: 8860: 8836: 8811: 8693: 8666: 8642: 8617: 8593: 8568: 8544: 8517: 8498: 8449: 8424: 8400: 8373: 8354: 8296: 8271: 8095: 8078: 8054: 8027: 7896: 7848: 7823: 7799: 7772: 7748: 7723: 7722:
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Aspirin has been shown to have at least three additional modes of action. It uncouples
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mg/L following acute overdose. Salicylate is also produced as a result of exposure to
1821:. With large salicylate doses, the kinetics switch from first-order to zero-order, as 18577: 18246: 18216: 16718: 16713: 16653: 16628: 16241: 16096: 16084: 15971: 15377: 15102: 14962: 14812: 14375: 14350: 13816: 13801: 13536: 13307: 13297: 13287: 13282: 13277: 13252: 12825: 12812: 12804: 12708: 12671: 12597: 12453: 12418: 12369: 12351: 12310: 12302: 12258: 12250: 12215: 12211: 12180: 12153: 12116: 12087: 12083: 12033: 11989: 11943: 11912: 11875: 11837: 11742: 11697: 11648: 11610: 11575: 11526: 11491: 11442: 11393: 11344: 11291: 11256: 11221: 11178: 11134: 11016: 10972: 10923: 10874: 10860: 10825: 10790: 10785: 10768: 10749: 10688: 10637: 10588: 10553: 10496: 10436: 10385: 10345: 10297: 10285: 10262:
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or PTGS2) produces lipoxins, most of which are anti-inflammatory. Newer NSAID drugs,
1421: 1381: 1153: 1118: 1095: 718: 213: 12683: 12270: 12001: 11849: 11660: 11538: 11190: 10802: 10614:
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for renal tubular secretion. Aspirin may also inhibit the absorption of vitamin C.
2995: 2862:
Aspirin causes an increased risk of cerebral microbleeds, having the appearance on
2761: 2649: 2613: 2442:
Low-dose aspirin supplementation has moderate benefits when used for prevention of
2436: 2396: 2171: 2164: 2160: 2151:
Aspirin, either by itself or in a combined formulation, effectively treats certain
2145: 2081: 2068:
Aspirin is used in the treatment of a number of conditions, including fever, pain,
1802: 1620:, converts this enzyme's activity from a prostaglandin-forming cyclooxygenase to a 1469: 1273: 1182: 1044: 1017: 998: 894: 802: 417: 341: 331: 321: 83: 16734: 12029: 11303: 10600: 9248:
Grosser T, Fries S, Lawson JA, Kapoor SC, Grant GR, FitzGerald GA (January 2013).
7599: 7044: 4786: 4769: 4181: 3880:"Appendix G: 1989 Air contaminants update project – Exposure limits NOT in effect" 3681: 2152: 1539:
mg of aspirin a day is able to inhibit a large proportion of maximum thromboxane A
1090:) has been used for its health effects for at least 2,400 years. In 1853, chemist 19314: 19107: 19039: 18949: 18624: 18602: 18572: 17269: 16502: 16421: 16403: 16216: 15981: 15966: 15907: 15290: 15191: 15106: 14844: 14834: 14792: 14258: 14176: 13314: 12346: 11942:(9th ed.). Seal Beach, California: Biomedical Publications. pp. 20–23. 10993:
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10331: 9506: 9489: 9369: 8233: 8216: 6382: 4607: 4523: 4479: 4462: 3577: 3385: 2959: 2693: 2689: 2624:. Owing to its effect on the stomach lining, manufacturers recommend people with 2525: 2425: 2360: 2266: 2084:. Lower doses of aspirin have also been shown to reduce the risk of death from a 2069: 1936: 1806: 1768: 1591: 1440: 1301: 1099: 1006: 560: 445: 425: 15156: 15152: 14172: 14168: 12404: 12298: 11034: 11011: 10994: 10139:"Dengue and dengue hemorrhagic fever: information for health care practitioners" 9488:
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Scientific style and format: the CBE manual for authors, editors, and publishers
5757: 5254: 5135: 5118: 4878: 18629: 18582: 18147: 17709: 16768: 16613: 16602: 16542: 16497: 16260: 16140: 16115: 15991: 15976: 15446: 15326: 15277: 15244: 14818: 14593: 14458: 14370: 14295: 14280: 14275: 14269: 14198: 14110: 13935: 13796: 13678: 13205: 12891: 12800: 12721: 11908: 11738: 11606: 11570: 11553: 11330: 11120: 10584: 10280: 10263: 10230: 10060: 9545: 9020: 7927: 7884: 7473: 7456: 7432: 7415: 7334:"2021 ESC Guidelines on cardiovascular disease prevention in clinical practice" 7306: 7289: 7265: 7248: 7224: 7207: 6805: 6788: 5117:
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heart attacks that were published in the 1970s and 1980s helped spur reform in
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For a small number of people, taking aspirin can result in symptoms including
1409:
was reported in 2005, found after attempted co-crystallization of aspirin and
1276:, an acid derivative, causing a chemical reaction that turns salicylic acid's 19324: 19226: 18910: 18695: 18592: 18470: 18455: 18388: 18318: 16431: 16426: 16416: 16346: 16308: 15766: 15541: 15471: 15331: 15300: 15249: 14952: 14829: 14642: 14627: 14508: 14443: 13872: 13839: 13791: 13768: 13732: 13701: 13635: 13605: 13195: 13180: 13175: 13136: 12808: 12355: 12306: 12254: 11644: 9909: 9864: 9802: 9749: 9698: 9070: 8859:
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6759:. NICE Clinical Guidelines. Royal College of Physicians (UK). 17.2 Aspirin. 5171: 4935: 3132:. Aspirin should be given to animals only under the direct supervision of a 2178:. It is most effective at stopping migraines when they are first beginning. 18766: 18683: 18609: 18587: 18540: 18475: 18445: 18425: 18420: 18343: 18231: 17656: 17618: 17486: 17313: 17149: 17034: 16841: 16658: 16436: 16411: 16169: 16074: 15958: 15745: 15733: 15723: 15698: 15566: 15556: 15486: 15361: 15356: 15267: 14824: 14787: 14772: 14716: 14701: 14696: 14647: 14622: 14612: 14607: 14365: 14243: 14223: 14218: 14208: 14190: 13978: 13925: 13915: 13910: 13867: 13773: 13753: 13736: 13625: 13595: 13573: 13568: 13541: 13490: 13469: 13319: 13258: 13214: 13091: 13034: 12973: 12968: 12949: 12847: 12816: 12675: 12494: 12457: 12422: 12373: 12037: 11993: 11746: 11701: 11614: 11579: 11530: 11495: 11446: 11397: 11348: 11225: 11182: 11138: 11020: 10976: 10943:"Salicylate induces tinnitus through activation of cochlear NMDA receptors" 10927: 10878: 10829: 10794: 10753: 10745: 10692: 10641: 10592: 10557: 10500: 10440: 10389: 10349: 10289: 10248: 10199: 10026: 9810: 9767: 9681: 9553: 9515: 9466: 9422: 9387: 9342: 9283: 9226: 9185: 9125: 9089: 9028: 8984: 8943: 8894: 8845: 8796: 8760: 8702: 8651: 8602: 8553: 8494: 8458: 8409: 8350: 8305: 8252: 8186: 8145: 8104: 8063: 8012: 7971: 7935: 7892: 7857: 7808: 7757: 7684: 7675: 7658: 7607: 7572: 7523: 7482: 7441: 7400: 7359: 7315: 7274: 7233: 7192: 7143: 7094: 7021: 6970: 6919: 6878: 6824: 6764: 6737: 6638: 6603: 6568: 6517: 6490: 6390: 6355: 6320: 6271: 6236: 6209: 6171: 6120: 6059: 6050: 5953:"Aspirin for reducing your risk of heart attack and stroke: know the facts" 5867: 5699: 5650: 5620: 5514: 5416: 5367: 5103: 5062: 5021: 4953: 4896: 4847: 4754: 4713: 4656: 4615: 4580: 4531: 4488: 4447: 4393: 4255: 4212: 4167: 4159: 4132: 4097: 4079: 3980: 3886:. National Institute for Occupational Safety and Health. 13 February 2015. 3639: 3620: 3595: 3517:
The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs
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Aspirin is a first-line treatment for the fever and joint-pain symptoms of
2235: 2133: 2077: 1978: 1772: 1732:
Buffered formulations containing aspirin with one of many buffering agents.
1621: 1555: 1414: 1002: 990: 336: 326: 316: 15117: 12712: 12449: 12314: 12262: 12219: 12184: 12157: 11916: 11841: 11833: 11652: 11522: 11361: 11295: 11260: 10068: 8287: 7789: 7700:"Older adults shouldn't start a routine of daily aspirin, task force says" 7067: 6951: 6934: 6910: 6893: 6433: 6152: 6135: 6091: 6074: 5717: 5668: 5552: 5465: 5359: 5332: 5297: 5262: 5214: 5206: 5179: 4812:
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4547:"Resolution phase lipid mediators of inflammation: agonists of resolution" 4344: 4220: 3988: 3201: 19241: 19143: 19084: 18954: 18939: 18880: 18845: 18823: 18803: 18751: 18736: 18678: 18636: 18562: 18530: 18515: 18348: 18333: 18258: 18196: 18191: 17865: 17538: 17501: 17476: 17471: 17318: 17274: 17233: 17228: 17126: 17062: 17039: 17029: 16948: 16923: 16890: 16856: 16678: 16482: 16462: 16371: 16280: 16211: 16203: 16164: 16089: 16039: 16034: 15933: 15869: 15797: 15641: 15626: 15617: 15551: 15536: 15531: 15521: 15516: 15511: 15461: 15441: 15436: 15431: 15400: 15395: 15351: 15336: 15305: 15284: 15262: 15060:
indicates initially developed first-in-class compound of specific group;
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Zhang Y, Neogi T, Chen C, Chaisson C, Hunter DJ, Choi H (February 2014).
9794: 8486: 7086: 5496: 5094: 5077: 5053: 5036: 5012: 4995: 4695: 3144: 3011: 2787: 2281: 2199: 2175: 1954: 1919: 1909: 1481: 1289: 1210: 1083: 997:. Specific inflammatory conditions that aspirin is used to treat include 207: 12704: 11411:
Jull A, Wadham A, Bullen C, Parag V, Kerse N, Waters J (November 2017).
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8910:"Antiplatelet agents for preventing pre-eclampsia and its complications" 8729:. National Heart Foundation of Australia. pp. 33–37. Archived from 8215:
Bosetti C, Santucci C, Gallus S, Martinetti M, La Vecchia C (May 2020).
6549: 3666: 3193: 3177: 1775:
concentrations can continue to rise for up to 24 hours after ingestion.
1684: 1336:
Formulations containing high concentrations of aspirin often smell like
600: 19173: 18934: 18905: 18885: 18838: 18833: 18818: 18793: 18761: 18729: 18700: 18656: 18555: 18505: 18500: 18495: 18490: 18465: 18378: 18373: 18313: 18298: 18278: 18263: 18236: 18211: 18201: 18186: 18176: 17890: 17845: 17832: 17747: 17533: 17528: 17481: 17418: 17398: 17351: 16943: 16765: 16693: 16683: 16668: 16512: 16507: 16452: 16389: 16332: 16313: 16290: 16285: 16275: 16265: 16226: 16189: 16184: 16179: 16130: 16125: 16107: 16044: 16029: 16014: 15948: 15928: 15859: 15849: 15818: 15772: 15759: 15728: 15693: 15576: 15571: 15546: 15496: 15491: 15466: 15421: 15346: 14987: 14977: 14972: 14967: 14916: 14881: 14731: 14679: 14674: 14669: 14664: 14637: 14561: 14498: 14437: 14431: 14406: 14401: 14340: 14325: 14315: 14285: 14253: 14238: 14185: 13988: 13745: 13600: 13517: 13500: 13485: 13464: 13449: 13444: 13387: 13372: 13346: 13336: 13331: 13185: 13154: 13086: 13066: 13044: 12933: 12917: 12913: 12862: 11984: 11967: 10941:
Guitton MJ, Caston J, Ruel J, Johnson RM, Pujol R, Puel JL (May 2003).
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8827: 8390: 8243: 7554: 6750: 6712:"Effects of low-dose aspirin on acute inflammatory responses in humans" 6101: 6021: 4814:"Inflammatory responses and inflammation-associated diseases in organs" 4234:
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The aspirin wars: money, medicine, and 100 years of rampant competition
3596:"Cyclooxygenase-3 (COX-3): filling in the gaps toward a COX continuum?" 3043: 3031: 2855: 2851: 2799: 2753: 2733: 2645: 2293: 2289: 1893: 1786: 1583: 1517: 1308:. This method is commonly demonstrated in undergraduate teaching labs. 1221: 1206: 829: 611: 295: 12666: 12649: 11428: 11339: 11173: 11156: 9333: 9316: 9117: 8975: 8958: 8584: 7375:"Antiplatelet agents in secondary prevention of stroke: a perspective" 6075:"Effect of Aspirin on Disability-free Survival in the Healthy Elderly" 4677: 4124: 2931:(NSAID). Aspirin is an NSAID but is not affected by the new warnings. 2760:(ringing in the ears) based on experiments in rats, via the action on 2250:
Aspirin is an important part of the treatment of those who have had a
19198: 19138: 18870: 18828: 18813: 18808: 18798: 18788: 18783: 18778: 18773: 18688: 18671: 18666: 18661: 18545: 18525: 18520: 18485: 18480: 18440: 18413: 18368: 18363: 18358: 18338: 18293: 18288: 18251: 18241: 18166: 17885: 17792: 17641: 17578: 17491: 17408: 17213: 17198: 17019: 17014: 16673: 16623: 16517: 16477: 16472: 16326: 16174: 16135: 16079: 16009: 15943: 15938: 15915: 15897: 15882: 15854: 15833: 15828: 15823: 15782: 15738: 15526: 15501: 15366: 15295: 15223: 15148: 14982: 14947: 14911: 14901: 14896: 14886: 14876: 14871: 14860: 14854: 14807: 14721: 14706: 14691: 14659: 14653: 14617: 14583: 14572: 14566: 14528: 14493: 14488: 14483: 14463: 14426: 14421: 14355: 14310: 14263: 14228: 14213: 14034: 13993: 13973: 13948: 13930: 13829: 13588: 13583: 13563: 13558: 13505: 13459: 13433: 13428: 13377: 13235: 13158: 13122: 13096: 13061: 13049: 13011: 13006: 12996: 12958: 12928: 12923: 12901: 12867: 12842: 11477: 9949: 8177: 8160: 8045: 7824:"Aspirin in the chemoprevention of colorectal neoplasia: an overview" 6595: 6223:
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formulations can also double as a buffering agent, one example being
2629: 2601: 2496:
mg in the United States. Smaller doses are based on these standards,
2285: 2105: 1962: 1958: 1866:
and some children with congestive heart failure was contraindicated.
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International Journal for Vitamin and Nutrition Research. Supplement
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Richman IB, Owens DK (July 2017). "Aspirin for Primary Prevention".
2112:. Aspirin is generally ineffective for those pains caused by muscle 1311: 939:
InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)
19031: 19026: 18855: 18717: 18712: 18651: 18641: 18619: 18614: 18535: 18510: 18460: 18403: 18393: 18328: 18323: 18283: 17598: 17218: 17024: 16708: 16487: 16366: 16361: 16221: 16120: 15892: 15887: 15864: 15813: 15787: 15777: 15586: 15581: 15561: 15476: 15456: 15405: 15218: 15203: 14797: 14777: 14763: 14711: 14685: 14632: 14556: 14551: 14523: 14513: 14453: 14448: 14416: 14248: 14233: 14203: 14024: 14019: 13965: 13943: 13382: 13367: 13200: 13171: 13162: 13150: 13117: 12963: 12759: 12510:"Priming Plant Defenses with Aspirin-like Compound : USDA ARS" 11802: 10894:"Guidance for the management of venous thrombosis in unusual sites" 9150:
Krasopoulos G, Brister SJ, Beattie WS, Buchanan MR (January 2008).
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Primary prevention guidelines from September 2019 made by the
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Li J, Song M, Jian Z, Guo W, Chen G, Jiang G, et al. (2014).
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Duley L, Meher S, Hunter KE, Seidler AL, Askie LM (October 2019).
7034: 4110: 2782:
Reye's syndrome, a rare but severe illness characterized by acute
1658: 852: 734: 19168: 18979: 18746: 18273: 18226: 17717: 16663: 16492: 16467: 16337: 16322: 16069: 15631: 15603: 15426: 15341: 15186: 14997: 14598: 14411: 14360: 14029: 13902: 13862: 13653: 13643: 13620: 13418: 13247: 9908:
This article incorporates text from this source, which is in the
9863:
This article incorporates text from this source, which is in the
9653: 9149: 8371: 8272:"Effect of Aspirin on All-Cause Mortality in the Healthy Elderly" 7625:
This article incorporates text from this source, which is in the
7457:"Aspirin and clopidogrel resistance: an emerging clinical entity" 5986:
This article incorporates text from this source, which is in the
5946:
This article incorporates text from this source, which is in the
3389: 3140:, characterized by hemorrhaging, seizures, coma, and even death. 2238:, as well as for the treatment of inflammatory diseases, such as 1798: 1756: 1641: 1633: 1586:, most of which are proinflammatory. Aspirin-modified COX-2 (aka 1551: 1337: 1194: 1186: 1165: 864: 454: 7205: 3178:"What's in a Name? Aspirin and the American Medical Association" 1880: 18929: 18130: 15272: 15174: 15165: 14538: 13615: 12741: 9487: 9443: 9198: 8214: 7948: 6624: 4357: 4317:
Tohgi H, Konno S, Tamura K, Kimura B, Kawano K (October 1992).
2924: 2617: 2186:
Like its ability to control pain, aspirin's ability to control
2089: 1982: 1889: 1826: 1760: 1509: 1429: 1425: 1349: 1048: 698: 16571: 12327: 11551: 10367: 8861:"Salicylate for the treatment of Kawasaki disease in children" 8374:"Acetylsalicylic Acid and Mood Disorders: A Systematic Review" 7115: 6891: 5432:"Diuresis or urinary alkalinisation for salicylate poisoning?" 1628:
to hydroperoxy products which are then further metabolized to
101: 95: 18741: 15506: 15213: 15178: 12877: 11673: 11273: 11203: 10995:"Reye's syndrome in the United States from 1981 through 1997" 10005: 8956: 8615: 8025: 6786: 5078:"Does aspirin acetylate multiple cellular proteins? (Review)" 5037:"Does aspirin acetylate multiple cellular proteins? (Review)" 2835: 2827: 2454: 2269: 2187: 2113: 1941: 1897: 1846: 1790: 1624:-like enzyme: aspirin-treated COX-2 metabolizes a variety of 1579: 1575: 1281: 1265: 1138: 1103: 986: 843: 678: 458: 450: 11154: 10212: 9699:"Aspirin: more evidence that low dose is all that is needed" 9005: 8746: 8667:"The Role of Inflammation in the Treatment of Schizophrenia" 7331: 6287:"Caffeine as an analgesic adjuvant for acute pain in adults" 4909: 4509: 4005:
The 100 most important chemical compounds: a reference guide
3822:"Aspirin and similar analgesic and anti-inflammatory agents" 1051:. Bleeding risk is greater among those who are older, drink 751: 13522: 9531: 8616:
Schmidt L, Phelps E, Friedel J, Shokraneh F (August 2019).
8566: 8327: 7656: 7496:
Oliveira DC, Silva RF, Silva DJ, Lima VC (September 2010).
7416:"Benefits, challenges, and registerability of the polypill" 3712:"Aspirin Drug Usage Statistics, United States, 2013 - 2022" 2889:
of death within three months after the ICH around 2.5 (95%
2446:. This benefit is greater when started in early pregnancy. 1606: 1559: 1516:). This makes aspirin different from other NSAIDs (such as 1420:
In form I, pairs of aspirin molecules form centrosymmetric
982: 651: 86: 12283: 12197: 12014: 11867:
Rosen's emergency medicine: concepts and clinical practice
11813: 11094: 10522:
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5681: 5388: 3927:"Chemical of the Week -- Acetic Acid and Acetic Anhydride" 3490:
Chemistry: An Introduction for Medical and Health Sciences
3054:
The ISIS-2 trial demonstrated that aspirin at doses of 160
2877:
mg per day estimated an average absolute risk increase in
2600:
Aspirin should not be taken by people who are allergic to
1527:
Low-dose aspirin use irreversibly blocks the formation of
11061:"Are You Sensitive to Aspirin? Here are Some Reasons Why" 10815: 7984: 7704: 6983: 6753:"Adjunctive pharmacotherapy and associated NICE guidance" 4406: 3828:(28th ed.). Rittenhouse Book Distributors. pp.  3652: 3473:
from the original on 25 April 2017 – via Drugs.com.
2863: 2616:
to NSAIDs, and caution should be exercised in those with
2195: 2132:
provide slightly greater pain relief than aspirin alone.
1785:
As much as 80% of therapeutic doses of salicylic acid is
461:), some is also hydrolysed to salicylate in the gut wall. 131: 125: 116: 110: 10940: 9915:"NSAIDs may cause rare kidney problems in unborn babies" 9247: 8665:
Fond G, Lançon C, Korchia T, Auquier P, Boyer L (2020).
8664: 8516:
Li H, Li W, Zhang X, Ma XC, Zhang RW (4 February 2021).
8269: 7987:"Aspirin and cancer risk: a quantitative review to 2011" 7721: 6842: 5635:"Regular aspirin intake and acute myocardial infarction" 5116: 4425: 11819: 10766: 10613: 10046: 9899: 9897: 9895: 9723: 8907: 8773: 8471: 7246: 5935: 5075: 5034: 4061: 3120:
Aspirin is sometimes used in veterinary medicine as an
2873:
A study of a group with a mean dosage of aspirin of 270
1953:
Aspirin's popularity declined after the development of
1764: 1476:
in London, showed aspirin suppressed the production of
1123:
World Health Organization's List of Essential Medicines
1012:
Aspirin is also used long-term to help prevent further
11508: 11459: 11238: 10163: 9355: 7495: 6932: 6133: 5993:"Aspirin for the prevention of cardiovascular disease" 4863:"The nuclear factor NF-kappaB pathway in inflammation" 4316: 3242:"OTC medicine monograph: Aspirin tablets for oral use" 1380:, or the ability of a substance to form more than one 19298: 12490:"Gardens: drug therapy for plants | Gardening advice" 11410: 10992: 10309: 10307: 8858: 7156: 6751:
National Clinical Guideline Centre (UK) (July 2013).
6581: 6072: 3862:
National Institute for Occupational Safety and Health
3272:
Australian Government Federal Register of Legislation
1230:
National Institute for Occupational Safety and Health
134: 122: 107: 104: 92: 89: 12435: 11894: 10472: 9892: 9057:
The Journal of Clinical Endocrinology and Metabolism
7413: 5076:
Alfonso LF, Srivenugopal KS, Bhat GJ (4 June 2009).
2144:
aspirin may be effective for treating some types of
2096:, though the mechanisms of this effect are unclear. 1778:
About 50–80% of salicylate in the blood is bound to
128: 113: 98: 16872: 16815: 16764: 12620:. Cornell University Department of Animal Science. 9854: 9852: 7770: 5472: 4967:"Clues to aspirin's anti-cancer effects revealed". 4182:"Polytypism - Online Dictionary of Crystallography" 1148:was Bayer's brand name; however, its rights to the 1063:. It is not generally recommended in children with 579: 119: 18153: 17295: 17180: 17103: 16996: 12596:. Philadelphia: Hanley & Belfus. p. 160. 12171:Basu TK (1982). "Vitamin C-aspirin interactions". 11961: 11959: 10304: 9102: 8618:"Acetylsalicylic acid (aspirin) for schizophrenia" 8323: 8321: 8319: 8317: 8315: 8118:U.S. Preventive Services Task Force (March 2007). 6838: 6836: 6834: 5478: 5275: 3966: 3757: 3755: 3208: 3159:mg/kg every 48 hours to allow for metabolization. 2157:International Classification of Headache Disorders 2124:, or acute skin irritation. As with other NSAIDs, 1543:release provoked acutely, with the prostaglandin I 1499: 16978: 16797: 12647: 11972:Journal of Pharmacy & Pharmaceutical Sciences 11150: 11148: 10731: 10661:Journal of Cardiovascular Development and Disease 10363: 10361: 10359: 10261: 10166:"Low-dose aspirin use and recurrent gout attacks" 8812:"Pathogenesis and management of Kawasaki disease" 7870: 7821: 7585: 7536: 7327: 7325: 4145: 4062:Bučar DK, Lancaster RW, Bernstein J (June 2015). 2870:mm or smaller, hypointense (dark holes) patches. 1896:-rich plants appear in clay tablets from ancient 1735:Formulations of aspirin with vitamin C (ASA-VitC) 1059:. Aspirin is not recommended in the last part of 19322: 19074: 19055: 19010: 17452: 12650:"The aspirin story - from willow to wonder drug" 12527: 12525: 12523: 12226: 12135: 11758: 11756: 10316:"Aspirin use to be banned in under 16 year olds" 9849: 9730:Circulation: Cardiovascular Quality and Outcomes 9654:US Preventive Services Task Force (March 2009). 9145: 9143: 6655:. American Academy of Pediatrics. 29 June 2012. 6368: 4270:"The Nobel Prize in Physiology or Medicine 1982" 4026: 3905:. New York: John Wiley & Sons. p. 494. 3128:associated with musculoskeletal inflammation or 1923:Old package. "Export from Germany is prohibited" 559: 12534:"Nonsteroidal Anti-inflammatory Drugs: Aspirin" 12057:MedicinesComplete: Stockley's Drug Interactions 11965: 11956: 11940:Disposition of toxic drugs and chemicals in man 11630: 10654: 10402: 10080: 10078: 8312: 8158: 7537:Topçuoglu MA, Arsava EM, Ay H (February 2011). 6831: 6782: 6780: 6778: 6284: 6183: 6181: 5192: 5157: 4811: 4292:"Aspirin in heart attack and stroke prevention" 3752: 3555: 3553: 3551: 3549: 3547: 3545: 3543: 3541: 3539: 3537: 1156:. The name is ultimately a blend of the prefix 534: 19116: 13731: 12760:Anatomical Therapeutic Chemical classification 12008: 11667: 11145: 10356: 9975: 9973: 9971: 9400: 9294:"Study Raises Questions on Coating of Aspirin" 7454: 7322: 6503: 6333: 4460: 3593: 2636:is still increased when aspirin is taken with 2457:gene, which is often overexpressed in tumors. 2194:system through its irreversible inhibition of 1512:residue in the active site of the COX enzyme ( 19416:World Health Organization essential medicines 19093: 17549: 16750: 16587: 15133: 14149: 13717: 12785: 12520: 12098: 11753: 11364:"Oral aspirin for treating venous leg ulcers" 11090: 11088: 11086: 10885: 10836: 10648: 9999: 9944: 9942: 9940: 9938: 9936: 9619:Royal Pharmaceutical Society of Great Britain 9314: 9192: 9140: 9009:American Journal of Obstetrics and Gynecology 8950: 8809: 7579: 7530: 7489: 7448: 7407: 7366: 7253:Journal of the American College of Cardiology 7212:Journal of the American College of Cardiology 6793:Journal of the American College of Cardiology 6285:Derry CJ, Derry S, Moore RA (December 2014). 6187: 6066: 5123:Journal of the American College of Cardiology 5035:Alfonso LF, Srivenugopal KS, Bhat GJ (2009). 4622: 4057: 4055: 3729: 3563:Aspirin the remarkable story of a wonder drug 3467:American Society of Health-System Pharmacists 2970:mg/L in people taking high doses and 700–1400 2532:(MI) in someone with documented or suspected 1565: 1484:. For this discovery he was awarded the 1982 1460: 1264:The synthesis of aspirin is classified as an 1242:Occupational Safety and Health Administration 17677: 11041:. National Health Service. 14 September 2023 10607: 10075: 10040: 9693: 9691: 9647: 8152: 8111: 7913: 7907: 7414:Sleight P, Pouleur H, Zannad F (July 2006). 6775: 6703: 6530: 6454: 6362: 6327: 6278: 6243: 6216: 6178: 5479:Dargan PI, Wallace CI, Jones AL (May 2002). 5310: 5240: 4726: 4587: 4544: 4538: 4503: 4351: 4294:. American Heart Association. Archived from 3534: 2654:glucose-6-phosphate dehydrogenase deficiency 2368:United States Preventive Services Task Force 2310:United States Preventive Services Task Force 2245: 239: 15147: 12330:"Aspirin and Infection: A Narrative Review" 12277: 11799:"Salicylate toxicity in emergency medicine" 11368:The Cochrane Database of Systematic Reviews 10396: 10110: 10086:"PDR guide to over the counter (OTC) drugs" 9968: 8914:The Cochrane Database of Systematic Reviews 8865:The Cochrane Database of Systematic Reviews 8622:The Cochrane Database of Systematic Reviews 8515: 7771:Manzano A, Pérez-Segura P (29 April 2012). 7717: 7715: 7697: 7636:United States Preventive Services Taskforce 6671: 6291:The Cochrane Database of Systematic Reviews 6127: 5785:. Cambridge University Press. p. 164. 5584: 5574:. Vol. 27, no. 2. pp. 26–30. 5568:"Aspirin: Turn of the Century Miracle Drug" 5530: 5269: 5151: 4233: 3761: 2756:, a metabolite of aspirin, cause temporary 1240:mg/m (time-weighted average). In 1989, the 1181:Aspirin decomposes rapidly in solutions of 19376:Commercialization of traditional medicines 19371:Chemical substances for emergency medicine 16757: 16743: 16594: 16580: 15140: 15126: 14156: 14142: 13724: 13710: 12792: 12778: 12069: 11626: 11624: 11206:Annals of Allergy, Asthma & Immunology 11083: 10773:Alimentary Pharmacology & Therapeutics 9933: 8573:Journal of the American Geriatrics Society 7455:Wang TH, Bhatt DL, Topol EJ (March 2006). 7041:Agency for Healthcare Research and Quality 5186: 4867:Cold Spring Harbor Perspectives in Biology 4635:Alimentary Pharmacology & Therapeutics 4463:"COX-2 inhibitors and cardiovascular risk" 4052: 3809:. Vol. 83, no. 25. 20 June 2005. 3589: 3587: 3482: 3480: 2966:mg/L after usual therapeutic doses, 50–300 2954:, intravenous dextrose and normal saline, 2792:Centers for Disease Control and Prevention 2274:Agency for Healthcare Research and Quality 1916:, the active component of willow extract. 1829:excretion becomes increasingly important. 788: 765: 619: 12665: 12561: 12559: 12412: 12363: 12345: 12050: 11983: 11691: 11569: 11485: 11436: 11387: 11338: 11172: 11128: 11010: 10988: 10986: 10966: 10917: 10868: 10809: 10784: 10682: 10672: 10631: 10547: 10490: 10430: 10420: 10409:International Journal of General Medicine 10339: 10313: 10279: 10238: 10189: 9780: 9757: 9688: 9671: 9505: 9377: 9332: 9321:Journal of Atherosclerosis and Thrombosis 9273: 9216: 9175: 9079: 9069: 8974: 8933: 8884: 8835: 8692: 8682: 8641: 8592: 8543: 8533: 8448: 8399: 8389: 8295: 8242: 8232: 8176: 8135: 8094: 8053: 8002: 7847: 7798: 7788: 7747: 7674: 7562: 7513: 7472: 7431: 7390: 7349: 7305: 7264: 7223: 7182: 7133: 7011: 7001: 6960: 6950: 6909: 6868: 6814: 6804: 6727: 6558: 6548: 6480: 6310: 6161: 6151: 6110: 6100: 6090: 6049: 6039: 5975: 5857: 5750:"Has aspirin become a generic trademark?" 5707: 5658: 5610: 5526: 5524: 5504: 5455: 5406: 5382: 5304: 5236: 5234: 5232: 5134: 5093: 5052: 5011: 4943: 4886: 4837: 4785: 4744: 4703: 4646: 4570: 4478: 4383: 4334: 4087: 3995: 3768:(1st ed.). New York: Knopf. p.  3665: 3629: 3619: 3358: 2898:abnormally high blood levels of potassium 2719: 2536:, much lower doses are taken once daily. 1763:conditions of the stomach. The increased 1205:. It is stable in dry air, but gradually 1132: 639: 372: OTC / Schedule 2, 4, 5, 6 12690: 11796: 11592: 10760: 10620:Clinical Gastroenterology and Hepatology 10370:The American Journal of Gastroenterology 8714: 8712: 8258:colorectal cancer, with increasing dose. 7712: 7035:National Guideline Clearinghouse (NGC). 5565: 5559: 4860: 4774:International Journal of Food Properties 4593: 4461:Funk CD, FitzGerald GA (November 2007). 4113:Journal of the American Chemical Society 3900: 3819: 3559: 3457: 3455: 3453: 3451: 3175: 2845: 2108:because aspirin is more likely to cause 2030:In the US., "aspirin" is a generic name. 1918: 1879: 1647: 1332:Acetylation of salicylic acid, mechanism 1327: 1310: 1039:. More significant side effects include 30:For the Persian-language TV series, see 12648:Desborough MJ, Keeling DM (June 2017). 12104: 11621: 11065:Health Essentials from Cleveland Clinic 10934: 10570: 10453: 9834:British National Formulary for Children 9673:10.7326/0003-4819-150-6-200903170-00008 9603: 9601: 8816:Expert Review of Anti-Infective Therapy 8810:Rowley AH, Shulman ST (February 2010). 8137:10.7326/0003-4819-146-5-200703060-00008 6411: 6249: 5339: 5110: 4727:McCarty MF, Block KI (September 2006). 3947: 3646: 3594:Warner TD, Mitchell JA (October 2002). 3584: 3493:. John Wiley & Sons. pp. 5–6. 3477: 3449: 3447: 3445: 3443: 3441: 3439: 3437: 3435: 3433: 3431: 3365:Martindale: The Complete Drug Reference 2652:in people who have the genetic disease 2072:, and inflammatory conditions, such as 1226:the powder-air mixture can be explosive 761: 599: 212: 181:monoacetic acid ester of salicylic acid 14: 19323: 18148: 14056:Clindamycin/adapalene/benzoyl peroxide 12591: 12556: 12386: 11937: 10983: 10898:Journal of Thrombosis and Thrombolysis 10842: 10818:Journal of Physiology and Pharmacology 10015:Journal of Physiology and Pharmacology 9403:Journal of NeuroInterventional Surgery 8720:National Heart Foundation of Australia 8196:"Who developed these recommendations?" 7498:"Aspirin resistance: fact or fiction?" 7372: 6771:from the original on 31 December 2015. 6645: 5521: 5229: 4467:Journal of Cardiovascular Pharmacology 3884:NIOSH pocket guide to chemical hazards 3858:NIOSH Pocket Guide to Chemical Hazards 3797: 3795: 3793: 3791: 3789: 3513: 3403: 3246:Therapeutic Goods Administration (TGA) 3115: 3094: 3077: 2919:(FDA) toughened warnings of increased 1449: 1343: 1176: 889:140 °C (284 °F) (decomposes) 779: 387: 16738: 16575: 15121: 14165:Non-steroidal anti-inflammatory drugs 14137: 13705: 12773: 12756: 10403:Kedir HM, Sisay EA, Abiye AA (2021). 9205:Journal of Thrombosis and Haemostasis 8709: 6659:from the original on 18 February 2013 6222: 5839: 5829:from the original on 6 November 2016. 5807:from the original on 15 October 2015. 5591:The Journal of Clinical Investigation 4001: 3660:. Geneva: World Health Organization. 3520:. John Wiley & Sons. p. 24. 3486: 3407:CRC Handbook of Chemistry and Physics 3399: 3397: 3319: 3317: 3065: 2902:hyporeninemic hypoaldosteronism state 2204:American Academy of Family Physicians 2038:property rights. Today, aspirin is a 1972:guidelines for human subject research 1716: 1588:prostaglandin-endoperoxide synthase 2 1486:Nobel Prize in Physiology or Medicine 1363:) is 3.5 at 25 °C (77 °F). 1055:, take other NSAIDs, or are on other 727: 706: 686: 496:Urine (80–100%), sweat, saliva, feces 400: 230: 198: 19401:Nonsteroidal anti-inflammatory drugs 18771:Selective COX-2 inhibitors (coxibs): 15092: 12719: 12170: 11863: 11809:from the original on 31 August 2012. 10849:Progress in Retinal and Eye Research 10655:Clerici B, Cattaneo M (March 2023). 9950:"Aspirin information from Drugs.com" 9598: 9447:Journal of the Neurological Sciences 7916:The Medical Clinics of North America 5778: 5587:"Women's health and clinical trials" 5345: 4684:The Journal of Experimental Medicine 4198: 3735: 3428: 3359:Brayfield A, ed. (14 January 2014). 3354: 3352: 3350: 2929:nonsteroidal anti-inflammatory drugs 2595: 2346: 2046: 1813:; the deacetylated conjugate is the 1679: 1524:), which are reversible inhibitors. 1387:There was only one proven polymorph 1121:) consumed each year, and is on the 1082:to aspirin found in the bark of the 733: 340: 330: 320: 16880:Tooltip Prostaglandin D2 receptor 2 16823:Tooltip Prostaglandin D2 receptor 1 14743:COX-inhibiting nitric oxide donator 12693:Bulletin of the History of Medicine 12624:from the original on 16 August 2015 12531: 10999:The New England Journal of Medicine 10219:American Journal of Kidney Diseases 9358:International Journal of Cardiology 8276:The New England Journal of Medicine 8076: 7698:Aubrey A, Stone W (26 April 2022). 7539:"Antiplatelet resistance in stroke" 7502:Arquivos Brasileiros de Cardiologia 7075:The New England Journal of Medicine 6939:The New England Journal of Medicine 6898:The New England Journal of Medicine 6455:Loder E, Rizzoli P (January 2008). 6140:The New England Journal of Medicine 6079:The New England Journal of Medicine 5997:U.S. Preventive Services Task Force 5963:from the original on 14 August 2012 5899: 5874: 5533:American Journal of Kidney Diseases 5243:The New England Journal of Medicine 4545:Serhan CN, Chiang N (August 2013). 4064:"Disappearing polymorphs revisited" 3826:Martindale: the extra pharmacopoeia 3786: 3692:from the original on 30 August 2024 3182:Bulletin of the History of Medicine 2908:increase in adverse events such as 2896:Aspirin and other NSAIDs can cause 2668: 2390: 2265:(PCIs), such as the placement of a 2263:percutaneous coronary interventions 1742: 1296:of this reaction. Small amounts of 1288:). This process yields aspirin and 979:nonsteroidal anti-inflammatory drug 666: 659: 550: 301:Nonsteroidal anti-inflammatory drug 24: 18742:AM-404 (N-arachidonoylaminophenol) 18560:Anthranilic acids (fenamic acids): 18212:Mesalazine (5-aminosalicylic acid) 17303:Tooltip Prostaglandin EP4 receptor 17188:Tooltip Prostaglandin EP3 receptor 17111:Tooltip Prostaglandin EP2 receptor 17004:Tooltip Prostaglandin EP1 receptor 12640: 12573:from the original on 11 April 2015 12150:10.1002/j.1552-4604.1973.tb00203.x 12018:The American Journal of Cardiology 11693:10.1161/01.STR.0000196991.03618.31 10959:10.1523/JNEUROSCI.23-09-03944.2003 10734:Journal of Pharmaceutical Sciences 10713:from the original on 14 April 2011 10492:10.1161/01.STR.0000231683.43347.ec 10092:from the original on 10 April 2008 10036:from the original on 9 April 2011. 8475:The Journal of Clinical Psychiatry 7588:The American Journal of Cardiology 7543:Expert Review of Neurotherapeutics 7392:10.1161/01.STR.0000177887.14339.46 6692:(45). 7 March 1986. Archived from 4280:from the original on 27 June 2017. 4022:from the original on 10 June 2013. 3969:Journal of Pharmaceutical Sciences 3890:from the original on 18 June 2017. 3394: 3314: 2771: 2747: 2574: 1630:specialized proresolving mediators 1597:Several COX-2 inhibitors, such as 1252:mg/m, but this was vacated by the 25: 19427: 19232:γ-Linolenic acid (gamolenic acid) 18578:Meclofenamic acid (meclofenamate) 16987:Tooltip Prostaglandin E2 receptor 16806:Tooltip Prostaglandin D2 receptor 16232:Tetrahydrocannabinol (dronabinol) 12734: 11778:from the original on 11 July 2015 11067:. 5 February 2015. Archived from 10626:(7): 818–28, 828.e1-5, quiz 768. 9919:U.S. Food and Drug Administration 9633:"Aspirin monograph: dosages, etc" 9586:from the original on 4 March 2016 9266:10.1161/CIRCULATIONAHA.112.117283 7873:Nature Reviews. Clinical Oncology 7175:10.1161/CIRCULATIONAHA.120.046308 7003:10.1161/CIRCULATIONAHA.119.044142 6653:"Medications Used to Treat Fever" 6531:Bartfai T, Conti B (March 2010). 5000:International Journal of Oncology 3868:from the original on 11 May 2017. 3410:(92nd ed.). Boca Raton, FL: 3347: 3335:from the original on 7 April 2014 2742:Royal College of Ophthalmologists 2163:(the most common), migraine, and 1961:in 1962. In the 1960s and 1970s, 1862:. Aspirin for some patients with 1840:. When small doses (less than 250 367: 262: 19308: 19287:Leukotriene signaling modulators 19079:Tooltip Prostaglandin F synthase 19060:Tooltip Prostaglandin E synthase 19019:Tooltip Prostaglandin D synthase 17461:Tooltip Prostaglandin F receptor 15101: 15091: 15082: 15081: 13407:Direct thrombin (IIa) inhibitors 12835:Glycoprotein IIb/IIIa inhibitors 12740: 12610: 12594:Feline internal medicine secrets 12585: 12502: 12482: 12464: 12429: 12380: 12321: 12191: 12164: 12138:Journal of Clinical Pharmacology 12129: 12084:10.1097/00007611-197608000-00022 12063: 12044: 11931: 11888: 11857: 11790: 11717: 11708: 11586: 11545: 11502: 11453: 11404: 11355: 11310: 11267: 11232: 11197: 11053: 11027: 10861:10.1016/j.preteyeres.2014.04.001 10786:10.1111/j.1365-2036.2004.01742.x 10725: 10699: 10564: 10515: 10466: 10447: 10255: 10206: 10170:Annals of the Rheumatic Diseases 10157: 10131: 10104: 9983:. First DataBank. Archived from 9903: 9880:(Press release). 15 October 2020 9858: 9825: 9774: 9717: 9625: 9568: 9481: 9437: 9394: 9349: 9308: 9241: 9218:10.1111/j.1538-7836.2008.03122.x 9096: 9043: 8999: 8901: 8852: 8803: 8767: 8740: 8658: 8609: 8560: 8509: 8465: 8416: 8365: 8343:10.1016/j.jpsychires.2021.09.018 8263: 8208: 8070: 8019: 7978: 7942: 7864: 7815: 7764: 7691: 7650: 7620: 7614: 7281: 7240: 7199: 7150: 7109: 7059: 7028: 6977: 6926: 6885: 5981: 5941: 5313:The American Journal of Medicine 4648:10.1046/j.1365-2036.2000.00723.x 4596:European Journal of Pharmacology 4512:European Journal of Pharmacology 2411: 2023: 1997: 1683: 1570:At least two different types of 1373:Polymorphism (materials science) 813: 82: 64: 55: 18598:Talinflumic acid (talinflumate) 18588:Morniflumic acid (morniflumate) 18568:Floctafenic acid (floctafenate) 18551:Tiaprofenic acid (tiaprofenate) 16601: 14993:Superoxide dismutase / orgotein 13030:Thromboxane synthase inhibitors 12618:"Plants poisonous to livestock" 12387:Cao Y, Tan A (September 2020). 12287:New England Journal of Medicine 12108:Basic and clinical pharmacology 12059:. Royal Pharmaceutical Society. 10182:10.1136/annrheumdis-2012-202589 9956:from the original on 9 May 2008 9783:New England Journal of Medicine 9742:10.1161/circoutcomes.108.791269 9415:10.1136/neurintsurg-2017-013632 8522:Frontiers in Aging Neuroscience 8331:Journal of Psychiatric Research 8159:Bibbins-Domingo K (June 2016). 7515:10.1590/S0066-782X2010001300024 6744: 6618: 6575: 6524: 6497: 6448: 6405: 6015: 5833: 5811: 5772: 5756:. 25 March 2020. Archived from 5742: 5739:, p.512 (S.D.N.Y 1921). 5724: 5675: 5627: 5578: 5423: 5069: 5028: 4987: 4960: 4903: 4854: 4805: 4761: 4720: 4671: 4551:Current Opinion in Pharmacology 4454: 4419: 4400: 4310: 4284: 4262: 4227: 4192: 4174: 4139: 4104: 3960: 3941: 3919: 3894: 3872: 3846: 3813: 3807:Chemical & Engineering News 3704: 3674: 3507: 3268:"Poisons Standard October 2022" 3103: 2998:with other drugs. For example, 2989: 2675:upper gastrointestinal bleeding 2453:effects, via inhibition of the 2225: 2198:. Although aspirin's use as an 1767:and larger surface area of the 1675: 1500:Prostaglandins and thromboxanes 1366: 944:Key:BSYNRYMUTXBXSQ-UHFFFAOYSA-N 19121:Tooltip Thromboxane A synthase 18172:Aspirin (acetylsalicylic acid) 17386:16,16-Dimethyl Prostaglandin E 16000:Aspirin (acetylsalicylic acid) 14305:Aspirin (acetylsalicylic acid) 12654:British Journal of Haematology 12241:(8607): 349–360. August 1988. 11966:Alqahtani Z, Jamali F (2018). 11380:10.1002/14651858.CD009432.pub2 8926:10.1002/14651858.CD004659.pub3 8877:10.1002/14651858.CD004175.pub2 8634:10.1002/14651858.CD012116.pub2 7840:10.1158/1940-6207.CAPR-11-0391 6686:United States Federal Register 6584:Cell Biochemistry and Function 6303:10.1002/14651858.CD009281.pub3 6264:10.1016/j.thromres.2003.08.009 6041:10.1001/archinternmed.2011.628 5585:Schiebinger L (October 2003). 3903:Experimental organic chemistry 3379: 3286: 3260: 3234: 3216:"Aspirin Use During Pregnancy" 3169: 2854:in some people. In one study, 2726:central retinal vein occlusion 2702:effervescent tablet and powder 2673:Aspirin increases the risk of 2449:Aspirin has also demonstrated 2340:European Society of Cardiology 2331:American College of Cardiology 2208:American Academy of Pediatrics 2063: 1854:when the patient was ill with 1632:such as the aspirin-triggered 1456:Mechanism of action of aspirin 1304:) are almost always used as a 1173:, the common chemical suffix. 1154:lost or sold in many countries 819: 807: 376: 13: 1: 19280:Receptor/signaling modulators 19102:Tooltip Prostacyclin synthase 18603:Tolfenamic acid (tolfenamate) 18573:Flufenamic acid (flufenamate) 18563:Etofenamic acid (etofenamate) 17619:Prostacyclin (prostaglandin I 17558:Tooltip Prostacyclin receptor 14071:Erythromycin/benzoyl peroxide 12247:10.1016/s0140-6736(88)92833-4 12051:Baxter K, Preston CL (eds.). 12030:10.1016/j.amjcard.2007.11.054 11897:The Annals of Pharmacotherapy 11288:10.1016/s0140-6736(94)92759-6 11253:10.1016/S0002-9610(98)00184-6 11218:10.1016/S1081-1206(10)62748-2 10454:Torborg L (4 December 2018). 10382:10.1016/s0002-9270(00)01040-6 10314:Macdonald S (November 2002). 9576:"Invention of the safety cap" 9494:Archives of Internal Medicine 9106:The Annals of Pharmacotherapy 8789:10.1067/S0022-3476(03)00388-3 7600:10.1016/j.amjcard.2009.03.022 7135:10.1016/s0735-1097(15)61590-x 6861:10.1016/S0140-6736(18)31133-4 6426:10.1016/S0304-3959(97)00049-3 6348:10.1016/S0149-2918(00)80043-0 6202:10.1016/S1470-2045(12)70112-2 6028:Archives of Internal Medicine 5846:Texas Heart Institute Journal 5819:"Aspirin: the versatile drug" 5545:10.1016/s0272-6386(96)90565-x 4981:10.1016/S0262-4079(12)61073-2 4787:10.1080/10942912.2017.1352601 4428:Current Pharmaceutical Design 4376:10.1016/S0140-6736(09)60503-1 4248:10.1016/s0049-3848(03)00379-7 3566:. Bloomsbury Publishing USA. 3294:"Aspirin Product information" 3162: 3038:(as well as interfering with 2740:expert groups, including the 2730:branch retinal vein occlusion 2460: 2419: 2385: 2234:for both acute and long-term 1535:transient ischemic attack. 40 17686:Tooltip Thromboxane receptor 14061:Clindamycin/benzoyl peroxide 13268:Low-molecular-weight heparin 13079:Phosphodiesterase inhibitors 12992:Acetylsalicylic acid/Aspirin 12728:. Vol. 1. Thomson Gale. 12472:"Aspirin Water Helps Plants" 12347:10.3390/biomedicines10020263 12212:10.1016/0006-2952(82)90652-9 12053:"Aspirin and Spironolactone" 11770:Food and Drug Administration 11466:Health Technology Assessment 9876:Food and Drug Administration 9843:Royal Pharmaceutical Society 9507:10.1001/archinte.167.15.1593 9370:10.1016/j.ijcard.2007.12.010 9292:Thomas K (4 December 2012). 8234:10.1016/j.annonc.2020.02.012 8033:Health Technology Assessment 7373:Norris JW (September 2005). 6383:10.1097/WCO.0b013e3282fee843 6371:Current Opinion in Neurology 5957:Food and Drug Administration 5732:Bayer Co. v. United Drug Co. 5325:10.1016/0002-9343(83)90230-9 5290:10.1016/0006-2952(88)90729-0 4861:Lawrence T (December 2009). 4733:Integrative Cancer Therapies 4608:10.1016/j.ejphar.2015.11.002 4524:10.1016/j.ejphar.2015.03.083 4480:10.1097/FJC.0b013e318157f72d 3952:. Newton BBS. Archived from 3762:Mann CC, Plummer ML (1991). 3738:"Hard Work and Happenstance" 2917:Food and Drug Administration 2812:Food and Drug Administration 2581:Food and Drug Administration 2435:Along with rheumatic fever, 2220:Food and Drug Administration 2212:Food and Drug Administration 2190:is due to its action on the 2169:aspirin/paracetamol/caffeine 1988: 1670:AMP-activated protein kinase 1259: 1209:in contact with moisture to 1111:without medical prescription 7: 18752:Paracetamol (acetaminophen) 18583:Mefenamic acid (mefenamate) 18237:Salicylate (salicylic acid) 15642:Paracetamol (acetaminophen) 14371:Salicylic acid (salicylate) 12405:10.1097/md.0000000000021917 12299:10.1056/NEJM198308183090703 11241:American Journal of Surgery 11012:10.1056/NEJM199905063401801 10947:The Journal of Neuroscience 10117:. Oxford University Press. 9660:Annals of Internal Medicine 9168:10.1136/bmj.39430.529549.BE 8963:Fetal Diagnosis and Therapy 8200:Annals of Internal Medicine 8165:Annals of Internal Medicine 8124:Annals of Internal Medicine 7964:10.1016/j.ygyno.2015.12.009 6473:10.1136/bmj.39412.705868.AD 5645:(5905): 440–3. March 1974. 5566:Goldberg DR (Summer 2009). 5255:10.1056/NEJM197208312870903 5136:10.1016/j.jacc.2021.09.1173 4975:(2862): 16. 28 April 2012. 4879:10.1101/cshperspect.a001651 3744:. Vol. 4, no. 1. 3049: 2934: 2542:gastrointestinal hemorrhage 2403: 2308:As of April 2022, the 1751:, and very little of it is 1626:polyunsaturated fatty acids 1137:In 1897, scientists at the 1071:. High doses may result in 10: 19432: 19366:Brands that became generic 18431:Bucloxic acid (blucloxate) 18349:Indometacin (indomethacin) 14086:Tretinoin/benzoyl peroxide 14051:Adapalene/benzoyl peroxide 11909:10.1177/106002809603000903 11870:. Mosby/Elsevier. p.  11607:10.1001/archneurol.2009.85 11571:10.1001/archneurol.2009.42 11331:10.1016/j.avsg.2011.02.051 11319:Annals of Vascular Surgery 11121:10.1038/s41598-018-34668-1 10585:10.1152/physrev.00004.2008 10332:10.1136/bmj.325.7371.988/c 10281:10.1016/j.kint.2022.09.023 10231:10.1053/j.ajkd.2022.02.019 10061:10.2500/108854195778702675 9981:"Oral Aspirin information" 9610:British National Formulary 9580:digitaldukemed.mc.duke.edu 9546:10.1007/s40265-020-01413-w 9021:10.1016/j.ajog.2016.09.076 8083:Annals of Gastroenterology 7928:10.1016/j.mcna.2017.03.004 7885:10.1038/nrclinonc.2011.199 7828:Cancer Prevention Research 7266:10.1016/j.jacc.2016.03.513 7225:10.1016/j.jacc.2018.09.057 6806:10.1016/j.jacc.2019.03.010 5485:Emergency Medicine Journal 5082:Molecular Medicine Reports 5041:Molecular Medicine Reports 4563:10.1016/j.coph.2013.05.012 4440:10.2174/138161207781368774 3670:. WHO/MHP/HPS/EML/2023.02. 2938: 2885:mg per day resulting in a 2775: 2483: 2464: 2335:American Heart Association 2053:United States Pharmacopeia 1873: 1869: 1747:Acetylsalicylic acid is a 1566:COX-1 and COX-2 inhibition 1461:Discovery of the mechanism 1453: 1370: 1354:acid dissociation constant 1246:permissible exposure limit 1234:recommended exposure limit 879:135 °C (275 °F) 797:Chemical and physical data 39: 29: 19271: 19216: 19114: 19091: 19072: 19053: 19008: 18593:Niflumic acid (niflumate) 18146: 18129: 17904: 17697:Carbocyclic thromboxane A 17675: 17547: 17450: 17375: 17293: 17178: 17101: 16994: 16976: 16870: 16813: 16795: 16778: 16609: 16526: 16445: 16402: 16380: 16343:Tricyclic antidepressants 16299: 16251: 16240: 16202: 16157: 16106: 15990: 15957: 15906: 15842: 15806: 15716: 15707: 15616: 15414: 15232: 15173: 15164: 15077: 15054: 15006: 14925: 14843: 14756: 14592: 14537: 14384: 14294: 14184: 14094: 14076:Erythromycin/isotretinoin 14043: 14007: 13964: 13901: 13848: 13815: 13782: 13744: 13662: 13634: 13535: 13478: 13405: 13357: 13246: 13240:(with some II inhibition) 13234: 13144: 13135: 13105: 13077: 13020: 12982: 12944: 12876: 12833: 12824: 12767: 10910:10.1007/s11239-015-1308-1 10709:. Antoine.frostburg.edu. 10633:10.1016/j.cgh.2007.03.011 9459:10.1016/j.jns.2017.03.010 8777:The Journal of Pediatrics 8535:10.3389/fnagi.2020.578071 8441:10.1038/s41398-017-0073-7 7777:TheScientificWorldJournal 7351:10.1093/eurheartj/ehab484 6627:American Family Physician 6537:TheScientificWorldJournal 6506:American Family Physician 6225:American Family Physician 5448:10.1136/bmj.285.6352.1383 5408:10.1080/15563650600907140 5129:(19). Elsevier BV: B131. 4830:10.18632/oncotarget.23208 4336:10.1161/01.STR.23.10.1400 3948:Barrans R (18 May 2008). 3820:Reynolds EF, ed. (1982). 3746:Science History Institute 3654:World Health Organization 2696:. Other preparations use 2314:gastrointestinal bleeding 2246:Heart attacks and strokes 2110:gastrointestinal bleeding 1955:acetaminophen/paracetamol 1929:Charles Frédéric Gerhardt 1838:2,3-dihydroxybenzoic acid 1717:gastrointestinal bleeding 1654:oxidative phosphorylation 1474:Royal College of Surgeons 1428:groups with the (acidic) 1236:in the United States of 5 1092:Charles Frédéric Gerhardt 952: 927: 907: 893: 883: 873: 863: 841: 828: 801: 796: 777: 745: 717: 697: 677: 650: 630: 610: 590: 570: 545: 525: 505: 500: 490: 465: 444: 434: 424: 416: 357: 352: 307: 294: 276: 250: 220: 206: 188: 159: 146: 77: 72: 63: 54: 19361:Drugs developed by Bayer 18911:Menatetrenone (vitamin K 18734:Aminophenols (anilines): 15677:+propyphenazone/caffeine 15041:Naproxen/diphenhydramine 12200:Biochemical Pharmacology 12072:Southern Medical Journal 11739:10.1093/eurheartj/ehl334 11645:10.1001/jama.280.22.1930 10460:Mayo Clinic News Network 8684:10.3389/fpsyt.2020.00160 8429:Translational Psychiatry 7474:10.1093/eurheartj/ehi684 7433:10.1093/eurheartj/ehi841 7307:10.1093/eurheartj/ehx419 6729:10.4049/jimmunol.0900477 5842:"The history of aspirin" 5278:Biochemical Pharmacology 4746:10.1177/1534735406291499 4008:. ABC-CLIO. p. 10. 3864:(NIOSH). 11 April 2016. 3176:McTavish J (Fall 1987). 2879:intracerebral hemorrhage 2852:swelling of skin tissues 2700:. Gas-forming agents in 2579:In October 2020, the US 2528:. For the prevention of 2181: 1968:clinical research ethics 1640:, and aspirin-triggered 1494:Bengt Ingemar Samuelsson 1292:, which is considered a 40:Not to be confused with 19237:Dihomo-γ-linolenic acid 18634:Enolic acids (oxicams): 18177:Benorilate (benorylate) 16704:2-Ethylhexyl salicylate 15062:WHO-Essential Medicines 12592:Lappin MR, ed. (2001). 12567:"Analgesics (toxicity)" 12538:Merck Veterinary Manual 12111:. McGraw-Hill. p.  10843:Hayreh SS (July 2014). 10111:Livingstone FB (1985). 9839:British Medical Journal 9615:British Medical Journal 8671:Frontiers in Psychiatry 6457:"Tension-type headache" 5688:British Medical Journal 5639:British Medical Journal 5436:British Medical Journal 5172:10.1001/jama.213.7.1186 4936:10.1126/science.1215327 3404:Haynes WM, ed. (2011). 3153:blood clotting diseases 2915:On 9 July 2015, the US 2821: 2816:National Health Service 2534:coronary artery disease 2232:anti-inflammatory agent 2099: 1729:Enteric-coated tablets. 1472:, then employed by the 1129:million prescriptions. 1067:because of the risk of 981:(NSAID) used to reduce 517:2-acetyloxybenzoic acid 19036:selenium tetrachloride 15527:Pethidine (meperidine) 14390:and related substances 13550:Plasminogen activators 13022:Thromboxane inhibitors 12946:Prostaglandin analogue 11727:European Heart Journal 10746:10.1002/jps.2600510813 9071:10.1210/clinem/dgac496 7676:10.1001/jama.2022.4983 7461:European Heart Journal 7420:European Heart Journal 7338:European Heart Journal 7294:European Heart Journal 7218:(23 Pt A): 2915–2931. 7122:European Heart Journal 7043:(AHRQ). Archived from 5700:10.1136/bmj.1.5905.436 5651:10.1136/bmj.1.5905.440 4213:10.1038/newbio231232a0 4160:10.1002/anie.200603373 4080:10.1002/anie.201410356 4034:"Acetylsalicylic acid" 3981:10.1002/jps.2600770407 3854:"Acetylsalicylic acid" 3621:10.1073/pnas.222543099 3367:. Pharmaceutical Press 2720:Retinal vein occlusion 2620:or NSAID-precipitated 2612:or a more generalized 2610:salicylate intolerance 2278:ADP receptor inhibitor 2230:Aspirin is used as an 2159:distinguishes between 1924: 1885: 1864:chronic kidney disease 1550:Prostaglandins, local 1333: 1316: 1133:Brand vs. generic name 19351:Acetylsalicylic acids 18705:Aminonicotinic acids: 16699:Salicylmethylecgonine 16649:Bismuth subsalicylate 16148:+paracetamol/caffeine 16126:Metamizole (dipyrone) 16060:Morpholine salicylate 16004:+paracetamol/caffeine 15046:Naproxen/esomeprazole 15036:Meloxicam/bupivacaine 15031:Ibuprofen/paracetamol 15021:Ibuprofen/hydrocodone 14066:Clindamycin/tretinoin 13612:serine endopeptidases 13146:Vitamin K antagonists 12726:How Products Are Made 12476:cybercemetery.unt.edu 12450:10.1001/jama.294.1.47 11834:10.1542/peds.70.4.566 11595:Archives of Neurology 11558:Archives of Neurology 11523:10.1081/JAS-120037650 11511:The Journal of Asthma 11247:(2A Suppl): 39S–47S. 10573:Physiological Reviews 8288:10.1056/NEJMoa1803955 8004:10.1093/annonc/mds113 7740:10.1093/annonc/mdu225 6952:10.1056/NEJMoa1805819 6911:10.1056/NEJMoa1804988 6716:Journal of Immunology 6336:Clinical Therapeutics 6153:10.1056/NEJMoa1805819 6092:10.1056/NEJMoa1800722 5914:British Pharmacopoeia 5360:10.1542/peds.26.5.800 5207:10.1542/peds.49.4.610 4409:Int J Pharma Prof Res 3682:"The Top 300 of 2022" 3088:Enterococcus faecalis 3084:Staphylococcus aureus 2976:bismuth subsalicylate 2927:risk associated with 2910:myocardial infarction 2846:Other adverse effects 2796:respiratory infection 2530:myocardial infarction 2492:mg in Britain and 325 2426:acute rheumatic fever 2318:intracranial bleeding 2058:British Pharmacopoeia 1922: 1883: 1825:become saturated and 1648:Additional mechanisms 1331: 1314: 1284:group (R-OH → R-OCOCH 1109:Aspirin is available 1094:treated the medicine 919:O=C(C)Oc1ccccc1C(=O)O 172:-acetylsalicylic acid 166:2-acetoxybenzoic acid 18354:Indometacin farnesil 18207:Magnesium salicylate 17838:Pinane thromboxane A 17599:Iloprost (ciloprost) 17219:Iloprost (ciloprost) 17025:Iloprost (ciloprost) 16724:Potassium salicylate 16689:Trolamine salicylate 16644:Isopropyl salicylate 16634:Magnesium salicylate 16271:Gabapentin enacarbil 16065:Potassium salicylate 16055:Magnesium salicylate 16050:Imidazole salicylate 15877:Indometacin farnesil 15273:Diamorphine (heroin) 15240:Acetyldihydrocodeine 15016:Ibuprofen/famotidine 14474:Indometacin farnesil 14346:Magnesium salicylate 14167:(NSAIDs) (primarily 14081:Sulfacetamide/sulfur 13359:Direct Xa inhibitors 13191:Ethyl biscoumacetate 13057:Receptor antagonists 12749:at Wikimedia Commons 11797:Kreplick LW (2001). 10674:10.3390/jcdd10040137 10422:10.2147/ijgm.s326929 10268:Kidney International 9987:on 18 September 2000 9795:10.1056/nejmc2110476 8487:10.4088/JCP.18m12200 7952:Gynecologic Oncology 7087:10.1056/nejmoa010746 6190:The Lancet. Oncology 5539:(1 Suppl 1): S24-9. 5497:10.1136/emj.19.3.206 5095:10.3892/mmr_00000132 5054:10.3892/mmr_00000132 5013:10.3892/ijo_00000185 4696:10.1084/jem.20040566 3931:www.eng.uwaterloo.ca 3901:Palleros DR (2000). 3580:on 8 September 2017. 3469:. 29 November 2021. 3138:salicylate poisoning 3112:instead of aspirin. 2994:Aspirin is known to 2628:, mild diabetes, or 2240:rheumatoid arthritis 2074:rheumatoid arthritis 1888:Medicines made from 1815:phenolic glucuronide 1726:Dispersible tablets. 1663:transcription factor 1636:, aspirin-triggered 1113:as a proprietary or 971:acetylsalicylic acid 478:h for low doses (100 409: / Rx-only 241:Acetylsalicylic acid 175:acetylsalicylic acid 50:Acetylsalicylic acid 19381:Covalent inhibitors 18182:Carbasalate calcium 16020:Carbasalate calcium 15026:Ibuprofen/oxycodone 14943:Chondroitin sulfate 14321:Carbasalate calcium 13921:Cyproterone acetate 13002:Carbasalate calcium 12544:on 18 December 2016 12105:Katzung BG (1998). 11113:2018NatSR...816710D 10824:(Suppl 5): 125–36. 10540:10.1503/cmaj.070186 10049:Allergy Proceedings 10021:(Suppl 5): 89–102. 7790:10.1100/2012/327341 6550:10.1100/tsw.2010.50 6252:Thrombosis Research 5791:1994ssfc.book.....S 5395:Clinical Toxicology 4928:2012Sci...336..918H 4780:(sup2): 1675–1685. 4236:Thrombosis Research 4119:(48): 16802–16803. 3937:on 3 November 2022. 3612:2002PNAS...9913371W 3560:Jeffreys D (2008). 3274:. 26 September 2022 3116:Veterinary medicine 3078:Infectious diseases 2891:confidence interval 2850:Aspirin can induce 2583:(FDA) required the 2322:hemorrhagic strokes 2153:types of a headache 1906:classical antiquity 1852:acute kidney injury 1780:human serum albumin 1450:Mechanism of action 1344:Physical properties 1244:(OSHA) set a legal 1177:Chemical properties 1073:ringing in the ears 895:Solubility in water 486:h for larger doses. 474:Dose-dependent; 2–3 51: 19386:Equine medications 19356:Antiplatelet drugs 19044:selenium disulfide 18676:4-Aminoquinolines: 16553:Never to phase III 16458:Analgesic adjuvant 16359:1.7/1.8-selective: 16025:Choline salicylate 15452:Dextropropoxyphene 14933:Aminopropionitrile 14121:Never to phase III 13769:Blue light therapy 13764:8-Hydroxyquinoline 13735:-treating agents ( 13689:Never to phase III 13537:Thrombolytic drugs 13253:glycosaminoglycans 12826:Antiplatelet drugs 12813:antiplatelet drugs 12498:. 31 January 2016. 11985:10.18433/jpps29854 11101:Scientific Reports 11071:on 25 October 2020 10326:(7371): 988c–988. 9299:The New York Times 8828:10.1586/eri.09.109 8391:10.3390/ph16010067 8221:Annals of Oncology 7991:Annals of Oncology 7728:Annals of Oncology 7638:. 23 November 2020 7555:10.1586/ern.10.203 6855:(10145): 387–399. 6699:on 19 August 2011. 5737:272 F. 505 4186:reference.iucr.org 4040:on 20 January 2012 3329:Medscape Reference 3009:antidiabetic drugs 2956:sodium bicarbonate 2952:activated charcoal 2706:sodium bicarbonate 2357:endometrial cancer 2122:gastric distension 1925: 1886: 1884:1923 advertisement 1876:History of aspirin 1856:glomerulonephritis 1823:metabolic pathways 1695:. You can help by 1514:Suicide inhibition 1334: 1324:Reaction mechanism 1317: 1300:(and occasionally 1256:decision in 1993. 1232:(NIOSH) has set a 1115:generic medication 482:mg or less), 15–30 394:General sales list 49: 19391:German inventions 19296: 19295: 19212: 19211: 18247:Sodium salicylate 18217:Methyl salicylate 18140: 18125: 18124: 17446: 17445: 16972: 16971: 16789: 16732: 16731: 16719:Copper aspirinate 16714:Benzyl salicylate 16654:Sodium salicylate 16629:Methyl salicylate 16569: 16568: 16563: 16562: 16398: 16397: 16382:Potassium openers 16319:Local anesthetics 16261:Alcohol (ethanol) 16198: 16197: 16097:methyl salicylate 16085:Sodium salicylate 15972:Meclofenamic acid 15647:+aspirin/caffeine 15612: 15611: 15115: 15114: 14963:Glycosaminoglycan 14813:Meclofenamic acid 14376:Sodium salicylate 14351:Methyl salicylate 14131: 14130: 13840:Red light therapy 13817:Anti-inflammatory 13699: 13698: 13531: 13530: 13401: 13400: 13131: 13130: 12758:Related drugs by 12745:Media related to 12667:10.1111/bjh.14520 12603:978-1-56053-461-7 12206:(24): 4035–4038. 12122:978-0-8385-0565-6 11949:978-0-9626523-8-7 11938:Baselt R (2011). 11881:978-0-323-02845-5 11733:(22): 2667–2674. 11429:10.1136/bmj.j5157 11174:10.1111/all.13599 11035:"Reye's syndrome" 10124:978-0-19-503634-3 9540:(18): 1889–1899. 9334:10.5551/jat.19521 9118:10.1345/aph.1H621 9064:(11): 3066–3079. 9015:(2): 110–120.e6. 8976:10.1159/000336662 8749:Indian Pediatrics 8585:10.1111/jgs.14883 8282:(16): 1519–1528. 7669:(16): 1577–1584. 7344:(34): 3227–3337. 7169:(15): 1425–1436. 7047:on 13 August 2012 6996:(13): 1110–1112. 6945:(16): 1509–1518. 6904:(16): 1529–1539. 6799:(10): e177–e232. 6146:(16): 1509–1518. 6085:(16): 1499–1508. 5840:Cheng TO (2007). 5800:978-0-521-47154-1 5572:Chemical Heritage 4370:(9678): 1849–60. 4148:Angewandte Chemie 4125:10.1021/ja056455b 4074:(24): 6972–6993. 4068:Angewandte Chemie 4015:978-0-313-33758-1 4002:Myers RL (2007). 3912:978-0-471-28250-1 3839:978-0-85369-160-0 3779:978-0-394-57894-1 3748:. pp. 44–45. 3573:978-1-59691-816-0 3527:978-3-527-32669-3 3514:Ravina E (2011). 3500:978-0-470-09290-3 3302:. 22 October 2009 3095:Cancer prevention 3004:ammonium chloride 2984:sodium salicylate 2980:methyl salicylate 2941:Aspirin poisoning 2698:calcium carbonate 2596:Contraindications 2353:colorectal cancer 2347:Cancer prevention 2094:colorectal cancer 2088:, or the risk of 2047:Compendial status 2040:generic trademark 1933:sodium salicylate 1927:In 1853, chemist 1713: 1712: 1465:In 1971, British 1382:crystal structure 1315:Aspirin synthesis 1096:sodium salicylate 1018:ischaemic strokes 964: 963: 854:Interactive image 747:CompTox Dashboard 404: 391: 379: 371: 266: 233: 178:acetyl salicylate 16:(Redirected from 19423: 19411:Salicylyl esters 19313: 19312: 19311: 19304: 19247:Arachidonic acid 19122: 19118: 19103: 19099: 19080: 19076: 19061: 19057: 19020: 19016: 18843:Others/unsorted: 18418:Propionic acids: 18399:Sulindac sulfide 18164:Salicylic acids: 18155: 18150: 18144: 18143: 18134: 17687: 17683: 17559: 17555: 17462: 17458: 17304: 17300: 17189: 17185: 17112: 17108: 17005: 17001: 16992: 16991: 16988: 16984: 16881: 16877: 16824: 16820: 16811: 16810: 16807: 16803: 16793: 16792: 16783: 16759: 16752: 16745: 16736: 16735: 16639:Ethyl salicylate 16596: 16589: 16582: 16573: 16572: 16253:Calcium blockers 16249: 16248: 16145: 16094: 15920: 15908:COX-2 inhibitors 15874: 15793:Tiaprofenic acid 15764: 15751: 15743: 15714: 15713: 15591: 15371: 15310: 15282: 15254: 15171: 15170: 15142: 15135: 15128: 15119: 15118: 15105: 15095: 15094: 15085: 15084: 14845:COX-2 inhibitors 14760:-arylanthranilic 14727:Tiaprofenic acid 14158: 14151: 14144: 14135: 14134: 13954:Ethinylestradiol 13807:Benzoyl peroxide 13759:Benzoyl peroxide 13726: 13719: 13712: 13703: 13702: 13511:Drotrecogin alfa 13491:Antithrombin III 13342:Dermatan sulfate 13315:Oligosaccharides 13244: 13243: 13142: 13141: 12878:ADP receptor/P2Y 12831: 12830: 12794: 12787: 12780: 12771: 12770: 12754: 12753: 12744: 12729: 12716: 12687: 12669: 12634: 12633: 12631: 12629: 12614: 12608: 12607: 12589: 12583: 12582: 12580: 12578: 12563: 12554: 12553: 12551: 12549: 12540:. Archived from 12529: 12518: 12517: 12514:www.ars.usda.gov 12506: 12500: 12499: 12486: 12480: 12479: 12468: 12462: 12461: 12433: 12427: 12426: 12416: 12384: 12378: 12377: 12367: 12349: 12325: 12319: 12318: 12281: 12275: 12274: 12230: 12224: 12223: 12195: 12189: 12188: 12168: 12162: 12161: 12133: 12127: 12126: 12102: 12096: 12095: 12067: 12061: 12060: 12048: 12042: 12041: 12024:(7): 1060–1063. 12012: 12006: 12005: 11987: 11963: 11954: 11953: 11935: 11929: 11928: 11892: 11886: 11885: 11861: 11855: 11854:(primary source) 11853: 11817: 11811: 11810: 11794: 11788: 11787: 11785: 11783: 11760: 11751: 11750: 11721: 11715: 11712: 11706: 11705: 11695: 11671: 11665: 11664: 11628: 11619: 11618: 11590: 11584: 11583: 11573: 11549: 11543: 11542: 11506: 11500: 11499: 11489: 11478:10.3310/hta22550 11457: 11451: 11450: 11440: 11408: 11402: 11401: 11391: 11359: 11353: 11352: 11342: 11314: 11308: 11307: 11271: 11265: 11264: 11236: 11230: 11229: 11201: 11195: 11194: 11176: 11152: 11143: 11142: 11132: 11092: 11081: 11080: 11078: 11076: 11057: 11051: 11050: 11048: 11046: 11031: 11025: 11024: 11014: 10990: 10981: 10980: 10970: 10938: 10932: 10931: 10921: 10889: 10883: 10882: 10872: 10840: 10834: 10833: 10813: 10807: 10806: 10788: 10764: 10758: 10757: 10729: 10723: 10722: 10720: 10718: 10703: 10697: 10696: 10686: 10676: 10652: 10646: 10645: 10635: 10611: 10605: 10604: 10568: 10562: 10561: 10551: 10519: 10513: 10512: 10494: 10485:(8): 2153–2158. 10470: 10464: 10463: 10451: 10445: 10444: 10434: 10424: 10400: 10394: 10393: 10376:(9): 2218–2224. 10365: 10354: 10353: 10343: 10311: 10302: 10301: 10283: 10259: 10253: 10252: 10242: 10210: 10204: 10203: 10193: 10161: 10155: 10154: 10152: 10150: 10145:on 17 March 2008 10141:. Archived from 10135: 10129: 10128: 10108: 10102: 10101: 10099: 10097: 10082: 10073: 10072: 10044: 10038: 10037: 10035: 10012: 10003: 9997: 9996: 9994: 9992: 9977: 9966: 9965: 9963: 9961: 9946: 9931: 9930: 9928: 9926: 9907: 9906: 9901: 9890: 9889: 9887: 9885: 9862: 9861: 9856: 9847: 9846: 9829: 9823: 9822: 9778: 9772: 9771: 9761: 9721: 9715: 9714: 9712: 9710: 9695: 9686: 9685: 9675: 9651: 9645: 9644: 9642: 9640: 9629: 9623: 9622: 9605: 9596: 9595: 9593: 9591: 9572: 9566: 9565: 9529: 9520: 9519: 9509: 9485: 9479: 9478: 9441: 9435: 9434: 9398: 9392: 9391: 9381: 9353: 9347: 9346: 9336: 9312: 9306: 9303: 9290:Lay summary in: 9287: 9277: 9245: 9239: 9238: 9220: 9196: 9190: 9189: 9179: 9147: 9138: 9137: 9100: 9094: 9093: 9083: 9073: 9047: 9041: 9040: 9003: 8997: 8996: 8978: 8954: 8948: 8947: 8937: 8905: 8899: 8898: 8888: 8856: 8850: 8849: 8839: 8807: 8801: 8800: 8771: 8765: 8764: 8744: 8738: 8737: 8736:on 26 July 2008. 8735: 8728: 8716: 8707: 8706: 8696: 8686: 8662: 8656: 8655: 8645: 8613: 8607: 8606: 8596: 8579:(8): 1763–1768. 8564: 8558: 8557: 8547: 8537: 8513: 8507: 8506: 8469: 8463: 8462: 8452: 8420: 8414: 8413: 8403: 8393: 8369: 8363: 8362: 8325: 8310: 8309: 8299: 8267: 8261: 8260: 8246: 8236: 8212: 8206: 8203: 8193:Lay summary in: 8190: 8180: 8178:10.7326/m16-0577 8156: 8150: 8149: 8139: 8115: 8109: 8108: 8098: 8074: 8068: 8067: 8057: 8046:10.3310/hta17430 8023: 8017: 8016: 8006: 7982: 7976: 7975: 7946: 7940: 7939: 7911: 7905: 7904: 7868: 7862: 7861: 7851: 7819: 7813: 7812: 7802: 7792: 7768: 7762: 7761: 7751: 7719: 7710: 7709: 7695: 7689: 7688: 7678: 7654: 7648: 7647: 7645: 7643: 7624: 7623: 7618: 7612: 7611: 7583: 7577: 7576: 7566: 7534: 7528: 7527: 7517: 7493: 7487: 7486: 7476: 7452: 7446: 7445: 7435: 7411: 7405: 7404: 7394: 7370: 7364: 7363: 7353: 7329: 7320: 7319: 7309: 7285: 7279: 7278: 7268: 7259:(10): 1082–115. 7244: 7238: 7237: 7227: 7203: 7197: 7196: 7186: 7154: 7148: 7147: 7137: 7113: 7107: 7106: 7072: 7063: 7057: 7056: 7054: 7052: 7039:. United States 7032: 7026: 7025: 7015: 7005: 6981: 6975: 6974: 6964: 6954: 6930: 6924: 6923: 6913: 6889: 6883: 6882: 6872: 6840: 6829: 6828: 6818: 6808: 6784: 6773: 6772: 6748: 6742: 6741: 6731: 6707: 6701: 6700: 6698: 6683: 6675: 6669: 6668: 6666: 6664: 6649: 6643: 6642: 6622: 6616: 6615: 6596:10.1002/cbf.1465 6579: 6573: 6572: 6562: 6552: 6528: 6522: 6521: 6501: 6495: 6494: 6484: 6452: 6446: 6445: 6409: 6403: 6402: 6366: 6360: 6359: 6331: 6325: 6324: 6314: 6297:(12): CD009281. 6282: 6276: 6275: 6247: 6241: 6240: 6220: 6214: 6213: 6185: 6176: 6175: 6165: 6155: 6131: 6125: 6124: 6114: 6104: 6094: 6070: 6064: 6063: 6053: 6043: 6019: 6013: 6012: 6010: 6008: 5999:. Archived from 5985: 5984: 5979: 5973: 5972: 5970: 5968: 5945: 5944: 5939: 5933: 5932: 5930: 5928: 5923:on 11 April 2009 5922: 5916:. Archived from 5911: 5903: 5897: 5896: 5894: 5892: 5878: 5872: 5871: 5861: 5837: 5831: 5830: 5815: 5809: 5808: 5776: 5770: 5769: 5767: 5765: 5746: 5740: 5734: 5728: 5722: 5721: 5711: 5694:(5905): 436–40. 5679: 5673: 5672: 5662: 5631: 5625: 5624: 5614: 5603:10.1172/JCI19993 5582: 5576: 5575: 5563: 5557: 5556: 5528: 5519: 5518: 5508: 5476: 5470: 5469: 5459: 5442:(6352): 1383–6. 5427: 5421: 5420: 5410: 5386: 5380: 5379: 5343: 5337: 5336: 5308: 5302: 5301: 5273: 5267: 5266: 5238: 5227: 5226: 5190: 5184: 5183: 5155: 5149: 5148: 5138: 5114: 5108: 5107: 5097: 5073: 5067: 5066: 5056: 5032: 5026: 5025: 5015: 4991: 4985: 4984: 4964: 4958: 4957: 4947: 4922:(6083): 918–22. 4907: 4901: 4900: 4890: 4858: 4852: 4851: 4841: 4824:(6): 7204–7218. 4809: 4803: 4802: 4789: 4765: 4759: 4758: 4748: 4724: 4718: 4717: 4707: 4675: 4669: 4668: 4650: 4626: 4620: 4619: 4591: 4585: 4584: 4574: 4542: 4536: 4535: 4507: 4501: 4500: 4482: 4458: 4452: 4451: 4423: 4417: 4416: 4404: 4398: 4397: 4387: 4355: 4349: 4348: 4338: 4314: 4308: 4307: 4305: 4303: 4298:on 31 March 2008 4288: 4282: 4281: 4266: 4260: 4259: 4231: 4225: 4224: 4196: 4190: 4189: 4178: 4172: 4171: 4143: 4137: 4136: 4108: 4102: 4101: 4091: 4059: 4050: 4049: 4047: 4045: 4030: 4024: 4023: 3999: 3993: 3992: 3964: 3958: 3957: 3945: 3939: 3938: 3933:. Archived from 3923: 3917: 3916: 3898: 3892: 3891: 3876: 3870: 3869: 3850: 3844: 3843: 3817: 3811: 3810: 3799: 3784: 3783: 3759: 3750: 3749: 3733: 3727: 3726: 3724: 3722: 3708: 3702: 3701: 3699: 3697: 3678: 3672: 3671: 3669: 3650: 3644: 3643: 3633: 3623: 3591: 3582: 3581: 3576:. Archived from 3557: 3532: 3531: 3511: 3505: 3504: 3487:Jones A (2015). 3484: 3475: 3474: 3459: 3426: 3425: 3401: 3392: 3383: 3377: 3376: 3374: 3372: 3356: 3345: 3344: 3342: 3340: 3321: 3312: 3311: 3309: 3307: 3290: 3284: 3283: 3281: 3279: 3264: 3258: 3257: 3255: 3253: 3238: 3232: 3231: 3229: 3227: 3212: 3206: 3205: 3173: 3158: 3150: 3072:bipolar disorder 3066:Bipolar disorder 3061: 3057: 2973: 2969: 2965: 2884: 2876: 2869: 2866:scans of 5 to 10 2834:, or those with 2762:arachidonic acid 2669:Gastrointestinal 2650:hemolytic anemia 2634:stomach bleeding 2614:drug intolerance 2591: 2566: 2559: 2555: 2551: 2547: 2519: 2515: 2507: 2503: 2495: 2491: 2437:Kawasaki disease 2397:bipolar disorder 2391:Bipolar disorder 2373: 2165:cluster headache 2161:tension headache 2146:neuropathic pain 2082:Kawasaki disease 2027: 2001: 1843: 1811:acyl glucuronide 1803:salicyluric acid 1743:Pharmacokinetics 1708: 1705: 1687: 1680: 1592:COX-2 inhibitors 1538: 1470:John Robert Vane 1274:acetic anhydride 1272:is treated with 1251: 1248:for aspirin of 5 1239: 1183:ammonium acetate 1128: 1047:, and worsening 1045:stomach bleeding 999:Kawasaki disease 969:, also known as 960: 959: 902: 856: 836: 821: 815: 809: 792: 781: 770: 769: 755: 753: 737: 731: 710: 690: 670: 663: 643: 623: 603: 583: 563: 553: 552: 538: 485: 481: 477: 470: 402: 399: 389: 386: 378: 375: 369: 366: 344: 334: 324: 264: 261: 243: 232: 229: 216: 202: 141: 140: 137: 136: 133: 130: 127: 124: 121: 118: 115: 112: 109: 106: 103: 100: 97: 94: 91: 88: 68: 59: 52: 48: 21: 18:Low dose aspirin 19431: 19430: 19426: 19425: 19424: 19422: 19421: 19420: 19406:Salicylic acids 19341:1897 in science 19336:1897 in Germany 19321: 19320: 19319: 19309: 19307: 19299: 19297: 19292: 19267: 19263: 19260:Prostaglandin H 19255: 19252:Prostaglandin G 19208: 19120: 19110: 19108:Tranylcypromine 19101: 19097: 19087: 19078: 19068: 19059: 19049: 19040:sodium selenite 19018: 19014: 19004: 18950:Rosmarinic acid 18914: 18722:Sulfonanilides: 18625:Oxyphenbutazone 18151: 18133: 18121: 17900: 17841: 17713: 17700: 17685: 17681: 17671: 17631: 17628:Prostaglandin E 17623:, epoprostenol) 17622: 17557: 17553: 17543: 17518: 17515:Prostaglandin F 17510: 17507:Prostaglandin D 17460: 17456: 17442: 17427: 17424:Prostaglandin F 17389: 17371: 17336: 17333:Prostaglandin E 17327: 17324:Prostaglandin E 17302: 17299: 17289: 17270:Ricinoleic acid 17259: 17256:Prostaglandin E 17250: 17247:Prostaglandin E 17242: 17239:Prostaglandin D 17187: 17184: 17174: 17144: 17141:Prostaglandin E 17135: 17132:Prostaglandin E 17110: 17107: 17097: 17057: 17054:Prostaglandin E 17048: 17045:Prostaglandin E 17003: 17000: 16986: 16982: 16968: 16899: 16896:Prostaglandin D 16879: 16876: 16866: 16837: 16834:Prostaglandin D 16822: 16819: 16805: 16801: 16782: 16774: 16763: 16733: 16728: 16605: 16600: 16570: 16565: 16564: 16559: 16558: 16543:Clinical trials 16522: 16503:Phenazopyridine 16441: 16422:Cyclobenzaprine 16394: 16376: 16358: 16301:Sodium blockers 16295: 16243: 16236: 16194: 16153: 16143: 16102: 16092: 15986: 15982:Tolfenamic acid 15967:Flufenamic acid 15953: 15918: 15902: 15872: 15838: 15802: 15762: 15749: 15741: 15703: 15667:+metoclopramide 15608: 15589: 15410: 15369: 15308: 15291:Dihydromorphine 15280: 15252: 15228: 15160: 15146: 15116: 15111: 15073: 15066:withdrawn drugs 15050: 15008: 15002: 14921: 14847: 14839: 14835:Tolfenamic acid 14793:Flufenamic acid 14761: 14752: 14596: 14588: 14533: 14389: 14380: 14290: 14259:Oxyphenbutazone 14189: 14180: 14162: 14132: 14127: 14126: 14111:Clinical trials 14090: 14039: 14003: 13960: 13897: 13844: 13811: 13778: 13740: 13730: 13700: 13695: 13694: 13679:Clinical trials 13658: 13630: 13540: 13527: 13474: 13397: 13353: 13256: 13251: 13239: 13230: 13206:1,3-Indandiones 13148: 13127: 13101: 13073: 13016: 12978: 12940: 12892:Thienopyridines 12881: 12872: 12820: 12801:Antithrombotics 12798: 12763: 12737: 12732: 12720:Ling G (2005). 12643: 12641:Further reading 12638: 12637: 12627: 12625: 12616: 12615: 12611: 12604: 12590: 12586: 12576: 12574: 12565: 12564: 12557: 12547: 12545: 12530: 12521: 12508: 12507: 12503: 12488: 12487: 12483: 12470: 12469: 12465: 12434: 12430: 12385: 12381: 12326: 12322: 12282: 12278: 12232: 12231: 12227: 12196: 12192: 12169: 12165: 12144:(11): 480–486. 12134: 12130: 12123: 12103: 12099: 12068: 12064: 12049: 12045: 12013: 12009: 11978:(1s): 48s–73s. 11964: 11957: 11950: 11936: 11932: 11893: 11889: 11882: 11864:Marx J (2006). 11862: 11858: 11818: 11814: 11795: 11791: 11781: 11779: 11774:. 9 July 2015. 11762: 11761: 11754: 11722: 11718: 11713: 11709: 11672: 11668: 11629: 11622: 11591: 11587: 11550: 11546: 11507: 11503: 11458: 11454: 11409: 11405: 11374:(2): CD009432. 11360: 11356: 11315: 11311: 11282:(8916): 164–5. 11272: 11268: 11237: 11233: 11202: 11198: 11153: 11146: 11093: 11084: 11074: 11072: 11059: 11058: 11054: 11044: 11042: 11033: 11032: 11028: 11005:(18): 1377–82. 10991: 10984: 10939: 10935: 10890: 10886: 10841: 10837: 10814: 10810: 10765: 10761: 10730: 10726: 10716: 10714: 10705: 10704: 10700: 10653: 10649: 10612: 10608: 10569: 10565: 10520: 10516: 10471: 10467: 10452: 10448: 10401: 10397: 10366: 10357: 10312: 10305: 10260: 10256: 10211: 10207: 10162: 10158: 10148: 10146: 10137: 10136: 10132: 10125: 10109: 10105: 10095: 10093: 10084: 10083: 10076: 10045: 10041: 10033: 10010: 10004: 10000: 9990: 9988: 9979: 9978: 9969: 9959: 9957: 9948: 9947: 9934: 9924: 9922: 9913: 9904: 9902: 9893: 9883: 9881: 9868: 9859: 9857: 9850: 9831: 9830: 9826: 9779: 9775: 9722: 9718: 9708: 9706: 9697: 9696: 9689: 9652: 9648: 9638: 9636: 9631: 9630: 9626: 9613:(45 ed.). 9607: 9606: 9599: 9589: 9587: 9574: 9573: 9569: 9530: 9523: 9486: 9482: 9442: 9438: 9409:(10): 942–948. 9399: 9395: 9354: 9350: 9313: 9309: 9291: 9246: 9242: 9197: 9193: 9162:(7637): 195–8. 9148: 9141: 9101: 9097: 9048: 9044: 9004: 9000: 8955: 8951: 8906: 8902: 8871:(4): CD004175. 8857: 8853: 8808: 8804: 8772: 8768: 8745: 8741: 8733: 8726: 8717: 8710: 8663: 8659: 8628:(8): CD012116. 8614: 8610: 8565: 8561: 8514: 8510: 8470: 8466: 8421: 8417: 8378:Pharmaceuticals 8370: 8366: 8326: 8313: 8268: 8264: 8213: 8209: 8202:. 21 June 2016. 8194: 8157: 8153: 8116: 8112: 8077:Kim SE (2014). 8075: 8071: 8024: 8020: 7983: 7979: 7947: 7943: 7912: 7908: 7869: 7865: 7820: 7816: 7769: 7765: 7720: 7713: 7696: 7692: 7655: 7651: 7641: 7639: 7630: 7621: 7619: 7615: 7584: 7580: 7535: 7531: 7494: 7490: 7453: 7449: 7412: 7408: 7371: 7367: 7330: 7323: 7286: 7282: 7245: 7241: 7204: 7200: 7155: 7151: 7128:(20): 1242–51. 7114: 7110: 7070: 7064: 7060: 7050: 7048: 7033: 7029: 6982: 6978: 6931: 6927: 6890: 6886: 6841: 6832: 6785: 6776: 6749: 6745: 6708: 6704: 6696: 6681: 6677: 6676: 6672: 6662: 6660: 6651: 6650: 6646: 6623: 6619: 6580: 6576: 6529: 6525: 6502: 6498: 6467:(7635): 88–92. 6453: 6449: 6410: 6406: 6367: 6363: 6332: 6328: 6283: 6279: 6248: 6244: 6221: 6217: 6186: 6179: 6132: 6128: 6071: 6067: 6020: 6016: 6006: 6004: 6003:on 11 July 2012 5991: 5982: 5980: 5976: 5966: 5964: 5951: 5942: 5940: 5936: 5926: 5924: 5920: 5909: 5907:"Index BP 2009" 5905: 5904: 5900: 5890: 5888: 5880: 5879: 5875: 5838: 5834: 5825:. 28 May 2009. 5817: 5816: 5812: 5801: 5777: 5773: 5763: 5761: 5760:on 5 March 2021 5754:genericides.org 5748: 5747: 5743: 5730: 5729: 5725: 5680: 5676: 5633: 5632: 5628: 5583: 5579: 5564: 5560: 5529: 5522: 5477: 5473: 5428: 5424: 5387: 5383: 5344: 5340: 5309: 5305: 5274: 5270: 5239: 5230: 5191: 5187: 5156: 5152: 5115: 5111: 5074: 5070: 5033: 5029: 4992: 4988: 4966: 4965: 4961: 4908: 4904: 4859: 4855: 4810: 4806: 4766: 4762: 4725: 4721: 4676: 4672: 4627: 4623: 4592: 4588: 4543: 4539: 4508: 4504: 4459: 4455: 4434:(22): 2215–27. 4424: 4420: 4405: 4401: 4356: 4352: 4315: 4311: 4301: 4299: 4290: 4289: 4285: 4268: 4267: 4263: 4232: 4228: 4197: 4193: 4180: 4179: 4175: 4144: 4140: 4109: 4105: 4060: 4053: 4043: 4041: 4032: 4031: 4027: 4016: 4000: 3996: 3965: 3961: 3956:on 18 May 2008. 3950:"Aspirin aging" 3946: 3942: 3925: 3924: 3920: 3913: 3899: 3895: 3878: 3877: 3873: 3852: 3851: 3847: 3840: 3818: 3814: 3801: 3800: 3787: 3780: 3760: 3753: 3736:Dick B (2018). 3734: 3730: 3720: 3718: 3710: 3709: 3705: 3695: 3693: 3680: 3679: 3675: 3651: 3647: 3606:(21): 13371–3. 3592: 3585: 3574: 3558: 3535: 3528: 3512: 3508: 3501: 3485: 3478: 3461: 3460: 3429: 3422: 3414:. p. 3.8. 3402: 3395: 3384: 3380: 3370: 3368: 3357: 3348: 3338: 3336: 3323: 3322: 3315: 3305: 3303: 3292: 3291: 3287: 3277: 3275: 3266: 3265: 3261: 3251: 3249: 3240: 3239: 3235: 3225: 3223: 3214: 3213: 3209: 3174: 3170: 3165: 3156: 3148: 3118: 3106: 3097: 3080: 3068: 3059: 3055: 3052: 2992: 2971: 2967: 2963: 2943: 2937: 2882: 2874: 2867: 2848: 2824: 2808:Surgeon General 2780: 2778:Reye's syndrome 2774: 2772:Reye's syndrome 2752:Large doses of 2750: 2748:Central effects 2722: 2694:magnesium oxide 2671: 2663:Reye's syndrome 2598: 2589: 2577: 2575:Adverse effects 2564: 2557: 2553: 2549: 2545: 2526:rheumatic fever 2517: 2513: 2505: 2501: 2493: 2489: 2486: 2469: 2463: 2422: 2414: 2406: 2393: 2388: 2382:placebo group. 2371: 2361:prostate cancer 2349: 2267:coronary artery 2248: 2228: 2216:Reye's syndrome 2184: 2128:of aspirin and 2102: 2070:rheumatic fever 2066: 2049: 2035: 2034: 2033: 2032: 2031: 2028: 2019: 2018: 2017: 2002: 1991: 1937:acetyl chloride 1900:as well as the 1878: 1872: 1841: 1836:(< 1%), and 1807:glucuronic acid 1769:small intestine 1745: 1709: 1703: 1700: 1693:needs expansion 1678: 1650: 1610: 1604: 1572:cyclooxygenases 1568: 1546: 1542: 1536: 1532: 1502: 1488:, jointly with 1463: 1458: 1452: 1441:carboxylic acid 1375: 1369: 1362: 1346: 1302:phosphoric acid 1287: 1262: 1254:AFL-CIO v. OSHA 1249: 1237: 1215:salicylic acids 1179: 1135: 1126: 1100:acetyl chloride 1007:rheumatic fever 955: 953: 948: 945: 940: 935: 934: 923: 920: 915: 914: 900: 859: 834: 824: 818: 812: 773: 749: 741: 713: 693: 673: 646: 626: 606: 586: 566: 549: 541: 521: 518: 513: 512: 483: 479: 475: 468: 436:Protein binding 426:Bioavailability 418:Pharmacokinetic 412: 348: 279: 272: 253: 246: 184: 85: 81: 45: 38: 28: 23: 22: 15: 12: 11: 5: 19429: 19419: 19418: 19413: 19408: 19403: 19398: 19393: 19388: 19383: 19378: 19373: 19368: 19363: 19358: 19353: 19348: 19346:Acetate esters 19343: 19338: 19333: 19318: 19317: 19294: 19293: 19291: 19290: 19283: 19276: 19272: 19269: 19268: 19266: 19265: 19261: 19257: 19253: 19249: 19244: 19242:Diacylglycerol 19239: 19234: 19229: 19220: 19218: 19214: 19213: 19210: 19209: 19207: 19206: 19201: 19196: 19191: 19186: 19181: 19176: 19171: 19166: 19161: 19156: 19151: 19146: 19141: 19136: 19131: 19125: 19123: 19112: 19111: 19106: 19104: 19095: 19089: 19088: 19083: 19081: 19070: 19069: 19064: 19062: 19051: 19050: 19048: 19047: 19029: 19023: 19021: 19012: 19006: 19005: 19003: 19002: 18997: 18992: 18987: 18982: 18977: 18972: 18967: 18962: 18957: 18952: 18947: 18942: 18937: 18932: 18927: 18922: 18917: 18912: 18908: 18903: 18898: 18893: 18888: 18883: 18878: 18873: 18868: 18863: 18858: 18853: 18848: 18836: 18831: 18826: 18821: 18816: 18811: 18806: 18801: 18796: 18791: 18786: 18781: 18776: 18764: 18759: 18754: 18749: 18744: 18739: 18727: 18715: 18710: 18698: 18686: 18681: 18669: 18664: 18659: 18654: 18649: 18644: 18639: 18630:Phenylbutazone 18627: 18622: 18617: 18612: 18600: 18595: 18590: 18585: 18580: 18575: 18570: 18565: 18553: 18548: 18543: 18538: 18533: 18528: 18523: 18518: 18513: 18508: 18503: 18498: 18493: 18488: 18483: 18478: 18473: 18468: 18463: 18458: 18453: 18448: 18443: 18438: 18433: 18428: 18423: 18411: 18406: 18401: 18396: 18391: 18386: 18381: 18376: 18371: 18366: 18361: 18356: 18351: 18346: 18341: 18336: 18331: 18326: 18321: 18316: 18311: 18306: 18301: 18296: 18291: 18286: 18281: 18276: 18271: 18266: 18261: 18249: 18244: 18239: 18234: 18229: 18224: 18219: 18214: 18209: 18204: 18199: 18194: 18189: 18184: 18179: 18174: 18169: 18160: 18158: 18141: 18127: 18126: 18123: 18122: 18120: 18119: 18114: 18109: 18104: 18099: 18094: 18089: 18084: 18079: 18074: 18069: 18064: 18059: 18054: 18049: 18044: 18039: 18034: 18029: 18024: 18019: 18014: 18009: 18004: 17999: 17994: 17989: 17984: 17979: 17974: 17969: 17964: 17959: 17954: 17949: 17944: 17939: 17934: 17929: 17924: 17919: 17914: 17908: 17906: 17902: 17901: 17899: 17898: 17893: 17888: 17883: 17878: 17873: 17868: 17863: 17858: 17853: 17848: 17843: 17839: 17835: 17830: 17825: 17820: 17815: 17810: 17805: 17800: 17795: 17790: 17785: 17780: 17775: 17770: 17765: 17760: 17755: 17750: 17745: 17740: 17735: 17726: 17725: 17720: 17715: 17711: 17707: 17702: 17698: 17690: 17688: 17679: 17673: 17672: 17670: 17669: 17660: 17659: 17654: 17649: 17644: 17639: 17634: 17629: 17625: 17620: 17616: 17611: 17606: 17604:Isocarbacyclin 17601: 17596: 17591: 17586: 17581: 17576: 17571: 17562: 17560: 17551: 17545: 17544: 17542: 17541: 17536: 17531: 17526: 17521: 17516: 17512: 17508: 17504: 17499: 17494: 17489: 17484: 17479: 17474: 17465: 17463: 17454: 17448: 17447: 17444: 17443: 17441: 17440: 17435: 17430: 17425: 17421: 17416: 17411: 17406: 17401: 17396: 17391: 17387: 17379: 17377: 17373: 17372: 17370: 17369: 17364: 17359: 17354: 17345: 17344: 17339: 17337:(dinoprostone) 17334: 17330: 17325: 17321: 17316: 17307: 17305: 17297: 17291: 17290: 17288: 17287: 17278: 17277: 17272: 17267: 17262: 17260:(dinoprostone) 17257: 17253: 17248: 17244: 17240: 17236: 17231: 17226: 17224:Isocarbacyclin 17221: 17216: 17211: 17206: 17201: 17192: 17190: 17182: 17176: 17175: 17173: 17172: 17167: 17162: 17153: 17152: 17147: 17145:(dinoprostone) 17142: 17138: 17133: 17129: 17124: 17115: 17113: 17105: 17099: 17098: 17096: 17095: 17090: 17085: 17080: 17075: 17066: 17065: 17060: 17058:(dinoprostone) 17055: 17051: 17046: 17042: 17037: 17032: 17027: 17022: 17017: 17008: 17006: 16998: 16989: 16980: 16974: 16973: 16970: 16969: 16967: 16966: 16961: 16956: 16951: 16946: 16941: 16936: 16931: 16926: 16921: 16916: 16911: 16902: 16901: 16897: 16893: 16884: 16882: 16874: 16868: 16867: 16865: 16864: 16859: 16854: 16845: 16844: 16839: 16835: 16827: 16825: 16817: 16808: 16799: 16790: 16776: 16775: 16762: 16761: 16754: 16747: 16739: 16730: 16729: 16727: 16726: 16721: 16716: 16711: 16706: 16701: 16696: 16691: 16686: 16681: 16676: 16671: 16666: 16661: 16656: 16651: 16646: 16641: 16636: 16631: 16626: 16621: 16616: 16614:Salicylic acid 16610: 16607: 16606: 16599: 16598: 16591: 16584: 16576: 16567: 16566: 16561: 16560: 16557: 16556: 16555: 16554: 16551: 16540: 16534: 16528: 16527: 16524: 16523: 16521: 16520: 16515: 16510: 16505: 16500: 16498:Methoxyflurane 16495: 16490: 16485: 16480: 16475: 16470: 16465: 16460: 16455: 16449: 16447: 16443: 16442: 16440: 16439: 16434: 16429: 16424: 16419: 16414: 16408: 16406: 16400: 16399: 16396: 16395: 16393: 16392: 16386: 16384: 16378: 16377: 16375: 16374: 16369: 16364: 16356: 16351: 16350: 16340: 16335: 16330: 16316: 16311: 16305: 16303: 16297: 16296: 16294: 16293: 16288: 16283: 16278: 16273: 16268: 16263: 16257: 16255: 16246: 16238: 16237: 16235: 16234: 16229: 16224: 16219: 16214: 16208: 16206: 16200: 16199: 16196: 16195: 16193: 16192: 16187: 16182: 16177: 16172: 16167: 16161: 16159: 16155: 16154: 16152: 16151: 16141:Propyphenazone 16138: 16133: 16128: 16123: 16118: 16116:Aminophenazone 16112: 16110: 16104: 16103: 16101: 16100: 16087: 16082: 16077: 16072: 16067: 16062: 16057: 16052: 16047: 16042: 16037: 16032: 16027: 16022: 16017: 16012: 16007: 15996: 15994: 15988: 15987: 15985: 15984: 15979: 15977:Mefenamic acid 15974: 15969: 15963: 15961: 15955: 15954: 15952: 15951: 15946: 15941: 15936: 15931: 15926: 15912: 15910: 15904: 15903: 15901: 15900: 15895: 15890: 15885: 15880: 15867: 15862: 15857: 15852: 15846: 15844: 15840: 15839: 15837: 15836: 15831: 15826: 15821: 15816: 15810: 15808: 15804: 15803: 15801: 15800: 15795: 15790: 15785: 15780: 15775: 15770: 15757: 15736: 15731: 15726: 15720: 15718: 15711: 15705: 15704: 15702: 15701: 15696: 15691: 15686: 15685: 15684: 15679: 15674: 15669: 15664: 15659: 15654: 15649: 15639: 15634: 15629: 15623: 15621: 15614: 15613: 15610: 15609: 15607: 15606: 15601: 15584: 15579: 15574: 15569: 15564: 15559: 15554: 15549: 15544: 15539: 15534: 15529: 15524: 15519: 15514: 15509: 15504: 15499: 15494: 15489: 15484: 15474: 15469: 15464: 15459: 15454: 15449: 15447:Dextromoramide 15444: 15439: 15434: 15429: 15424: 15418: 15416: 15412: 15411: 15409: 15408: 15403: 15398: 15393: 15364: 15359: 15354: 15349: 15344: 15339: 15334: 15329: 15327:Hydromorphinol 15324: 15303: 15298: 15293: 15288: 15278:Dihydrocodeine 15275: 15270: 15265: 15260: 15247: 15245:Benzylmorphine 15242: 15236: 15234: 15230: 15229: 15227: 15226: 15221: 15216: 15211: 15201: 15200: 15199: 15194: 15183: 15181: 15168: 15162: 15161: 15145: 15144: 15137: 15130: 15122: 15113: 15112: 15110: 15109: 15099: 15089: 15078: 15075: 15074: 15070:veterinary use 15055: 15052: 15051: 15049: 15048: 15043: 15038: 15033: 15028: 15023: 15018: 15012: 15010: 15004: 15003: 15001: 15000: 14995: 14990: 14985: 14980: 14975: 14970: 14965: 14960: 14955: 14950: 14945: 14940: 14935: 14929: 14927: 14923: 14922: 14920: 14919: 14914: 14909: 14904: 14899: 14894: 14889: 14884: 14879: 14874: 14869: 14857: 14851: 14849: 14841: 14840: 14838: 14837: 14832: 14827: 14822: 14819:Mefenamic acid 14815: 14810: 14805: 14800: 14795: 14790: 14785: 14780: 14775: 14769: 14767: 14754: 14753: 14751: 14750: 14739: 14734: 14729: 14724: 14719: 14714: 14709: 14704: 14699: 14694: 14689: 14682: 14677: 14672: 14667: 14662: 14657: 14650: 14645: 14640: 14635: 14630: 14625: 14620: 14615: 14610: 14604: 14602: 14594:propionic acid 14590: 14589: 14587: 14586: 14581: 14576: 14569: 14564: 14559: 14554: 14549: 14543: 14541: 14535: 14534: 14532: 14531: 14526: 14521: 14516: 14511: 14506: 14501: 14496: 14491: 14486: 14481: 14476: 14471: 14466: 14461: 14459:Fenclozic acid 14456: 14451: 14446: 14441: 14434: 14429: 14424: 14419: 14414: 14409: 14404: 14399: 14393: 14391: 14382: 14381: 14379: 14378: 14373: 14368: 14363: 14358: 14353: 14348: 14343: 14338: 14333: 14328: 14323: 14318: 14313: 14308: 14300: 14298: 14292: 14291: 14289: 14288: 14283: 14281:Sulfinpyrazone 14278: 14276:Propyphenazone 14273: 14270:Phenylbutazone 14266: 14261: 14256: 14251: 14246: 14241: 14236: 14231: 14226: 14221: 14216: 14211: 14206: 14201: 14199:Aminophenazone 14195: 14193: 14182: 14181: 14161: 14160: 14153: 14146: 14138: 14129: 14128: 14125: 14124: 14123: 14122: 14119: 14108: 14102: 14096: 14095: 14092: 14091: 14089: 14088: 14083: 14078: 14073: 14068: 14063: 14058: 14053: 14047: 14045: 14041: 14040: 14038: 14037: 14032: 14027: 14022: 14017: 14011: 14009: 14005: 14004: 14002: 14001: 13996: 13991: 13986: 13981: 13976: 13970: 13968: 13962: 13961: 13959: 13958: 13957: 13956: 13951: 13941: 13940: 13939: 13936:Spironolactone 13933: 13928: 13923: 13918: 13907: 13905: 13899: 13898: 13896: 13895: 13889: 13884: 13875: 13870: 13865: 13860: 13854: 13852: 13846: 13845: 13843: 13842: 13837: 13832: 13827: 13821: 13819: 13813: 13812: 13810: 13809: 13804: 13799: 13797:Salicylic acid 13794: 13788: 13786: 13780: 13779: 13777: 13776: 13771: 13766: 13761: 13756: 13750: 13748: 13742: 13741: 13729: 13728: 13721: 13714: 13706: 13697: 13696: 13693: 13692: 13691: 13690: 13687: 13676: 13670: 13664: 13663: 13660: 13659: 13657: 13656: 13651: 13646: 13640: 13638: 13632: 13631: 13629: 13628: 13623: 13618: 13608: 13603: 13598: 13593: 13592: 13591: 13586: 13578: 13577: 13576: 13571: 13566: 13561: 13546: 13544: 13533: 13532: 13529: 13528: 13526: 13525: 13520: 13515: 13514: 13513: 13503: 13498: 13493: 13488: 13482: 13480: 13476: 13475: 13473: 13472: 13467: 13462: 13457: 13452: 13447: 13438: 13437: 13436: 13431: 13426: 13411: 13409: 13403: 13402: 13399: 13398: 13396: 13395: 13390: 13385: 13380: 13375: 13370: 13364: 13362: 13355: 13354: 13352: 13351: 13350: 13349: 13344: 13339: 13329: 13328: 13327: 13322: 13312: 13311: 13310: 13305: 13300: 13295: 13290: 13285: 13280: 13275: 13264: 13262: 13241: 13232: 13231: 13229: 13228: 13222: 13217: 13212: 13203: 13198: 13193: 13188: 13183: 13178: 13168: 13166: 13139: 13137:Anticoagulants 13133: 13132: 13129: 13128: 13126: 13125: 13120: 13115: 13109: 13107: 13103: 13102: 13100: 13099: 13094: 13089: 13083: 13081: 13075: 13074: 13072: 13071: 13070: 13069: 13064: 13054: 13053: 13052: 13047: 13042: 13026: 13024: 13018: 13017: 13015: 13014: 13009: 13004: 12999: 12994: 12988: 12986: 12984:COX inhibitors 12980: 12979: 12977: 12976: 12971: 12966: 12961: 12955: 12953: 12942: 12941: 12939: 12938: 12937: 12936: 12931: 12926: 12911: 12910: 12909: 12904: 12899: 12888: 12886: 12879: 12874: 12873: 12871: 12870: 12865: 12860: 12855: 12850: 12845: 12839: 12837: 12828: 12822: 12821: 12809:anticoagulants 12797: 12796: 12789: 12782: 12774: 12768: 12765: 12764: 12751: 12750: 12736: 12735:External links 12733: 12731: 12730: 12717: 12688: 12660:(5): 674–683. 12644: 12642: 12639: 12636: 12635: 12609: 12602: 12584: 12555: 12519: 12501: 12481: 12463: 12428: 12399:(38): e21917. 12379: 12320: 12293:(7): 396–403. 12276: 12225: 12190: 12163: 12128: 12121: 12097: 12062: 12043: 12007: 11955: 11948: 11930: 11887: 11880: 11856: 11812: 11789: 11752: 11716: 11707: 11666: 11639:(22): 1930–5. 11620: 11585: 11544: 11501: 11452: 11403: 11354: 11309: 11266: 11231: 11196: 11144: 11082: 11052: 11026: 10982: 10953:(9): 3944–52. 10933: 10884: 10835: 10808: 10759: 10740:(8): 759–763. 10724: 10698: 10647: 10606: 10579:(4): 1547–65. 10563: 10534:(4): 347–351. 10514: 10465: 10446: 10395: 10355: 10303: 10274:(2): 403–410. 10254: 10225:(6): 810–813. 10205: 10176:(2): 385–390. 10156: 10130: 10123: 10103: 10074: 10055:(5): 251–254. 10039: 9998: 9967: 9932: 9921:. 21 July 2017 9891: 9848: 9824: 9789:(8): 764–765. 9773: 9716: 9705:. Medscape CME 9687: 9666:(6): 396–404. 9646: 9635:. Medscape.com 9624: 9597: 9567: 9521: 9500:(15): 1593–9. 9480: 9436: 9393: 9348: 9307: 9305: 9304: 9240: 9211:(10): 1832–4. 9191: 9139: 9095: 9042: 8998: 8949: 8900: 8851: 8822:(2): 197–203. 8802: 8783:(3): 399–401. 8766: 8739: 8708: 8657: 8608: 8559: 8508: 8464: 8415: 8364: 8311: 8262: 8227:(5): 558–568. 8207: 8205: 8204: 8171:(12): 836–45. 8151: 8110: 8069: 8018: 7997:(6): 1403–15. 7977: 7941: 7922:(4): 713–724. 7906: 7863: 7814: 7763: 7711: 7690: 7649: 7613: 7578: 7529: 7488: 7447: 7426:(14): 1651–6. 7406: 7365: 7321: 7300:(3): 213–260. 7280: 7239: 7198: 7149: 7108: 7081:(7): 494–502. 7058: 7027: 6976: 6925: 6884: 6830: 6774: 6743: 6722:(3): 2089–96. 6702: 6670: 6644: 6617: 6574: 6523: 6496: 6447: 6420:(2): 123–139. 6404: 6361: 6326: 6277: 6258:(5–6): 361–4. 6242: 6215: 6177: 6126: 6065: 6014: 5974: 5934: 5898: 5873: 5832: 5810: 5799: 5771: 5741: 5723: 5674: 5626: 5577: 5558: 5520: 5471: 5422: 5381: 5338: 5303: 5268: 5228: 5185: 5150: 5109: 5088:(4): 533–537. 5068: 5027: 5006:(3): 597–608. 4986: 4959: 4902: 4873:(6): a001651. 4853: 4804: 4760: 4719: 4670: 4621: 4586: 4537: 4502: 4453: 4418: 4399: 4350: 4329:(10): 1400–3. 4309: 4283: 4274:Nobelprize.org 4261: 4242:(5–6): 255–8. 4226: 4191: 4173: 4154:(4): 618–622. 4138: 4103: 4051: 4025: 4014: 3994: 3959: 3940: 3918: 3911: 3893: 3871: 3845: 3838: 3812: 3785: 3778: 3751: 3728: 3703: 3673: 3645: 3583: 3572: 3533: 3526: 3506: 3499: 3476: 3427: 3420: 3393: 3378: 3346: 3313: 3285: 3259: 3248:. 21 June 2022 3233: 3222:. 2 April 2018 3207: 3188:(3): 343–366. 3167: 3166: 3164: 3161: 3130:osteoarthritis 3117: 3114: 3110:salicylic acid 3105: 3102: 3096: 3093: 3079: 3076: 3067: 3064: 3051: 3048: 3040:beta oxidation 3016:chlorpropamide 2991: 2988: 2947:mortality rate 2939:Main article: 2936: 2933: 2900:by inducing a 2847: 2844: 2823: 2820: 2784:encephalopathy 2776:Main article: 2773: 2770: 2766:NMDA receptors 2749: 2746: 2721: 2718: 2670: 2667: 2644:. People with 2608:, or who have 2597: 2594: 2576: 2573: 2485: 2482: 2467:Drug tolerance 2462: 2459: 2421: 2418: 2413: 2410: 2405: 2402: 2392: 2389: 2387: 2384: 2348: 2345: 2247: 2244: 2227: 2224: 2183: 2180: 2101: 2098: 2065: 2062: 2061: 2060: 2055: 2048: 2045: 2029: 2022: 2021: 2020: 2003: 1996: 1995: 1994: 1993: 1992: 1990: 1987: 1914:salicylic acid 1874:Main article: 1871: 1868: 1744: 1741: 1740: 1739: 1736: 1733: 1730: 1727: 1724: 1711: 1710: 1690: 1688: 1677: 1674: 1649: 1646: 1618:prostaglandins 1608: 1602: 1567: 1564: 1544: 1540: 1530: 1506:cyclooxygenase 1501: 1498: 1490:Sune Bergström 1478:prostaglandins 1467:pharmacologist 1462: 1459: 1454:Main article: 1451: 1448: 1437:hydrogen bonds 1371:Main article: 1368: 1365: 1360: 1345: 1342: 1326: 1325: 1285: 1280:group into an 1270:Salicylic acid 1266:esterification 1261: 1258: 1178: 1175: 1134: 1131: 1057:blood thinners 1041:stomach ulcers 1033:adverse effect 995:antithrombotic 962: 961: 950: 949: 947: 946: 943: 941: 938: 930: 929: 928: 925: 924: 922: 921: 918: 910: 909: 908: 905: 904: 897: 891: 890: 887: 881: 880: 877: 871: 870: 869:1.40 g/cm 867: 861: 860: 858: 857: 849: 847: 839: 838: 832: 826: 825: 822: 816: 810: 805: 799: 798: 794: 793: 783: 775: 774: 772: 771: 758: 756: 743: 742: 740: 739: 723: 721: 715: 714: 712: 711: 703: 701: 695: 694: 692: 691: 683: 681: 675: 674: 672: 671: 664: 656: 654: 648: 647: 645: 644: 636: 634: 628: 627: 625: 624: 616: 614: 608: 607: 605: 604: 596: 594: 588: 587: 585: 584: 576: 574: 568: 567: 565: 564: 556: 554: 543: 542: 540: 539: 531: 529: 523: 522: 520: 519: 516: 508: 507: 506: 503: 502: 498: 497: 494: 488: 487: 472: 463: 462: 448: 442: 441: 438: 432: 431: 428: 422: 421: 414: 413: 411: 410: 397: 384: 373: 363: 361: 355: 354: 350: 349: 347: 346: 313: 311: 305: 304: 298: 292: 291: 282: 280:administration 274: 273: 271: 270: 268: 258: 256: 248: 247: 245: 244: 226: 224: 218: 217: 210: 204: 203: 196: 186: 185: 183: 182: 179: 176: 173: 167: 163: 161: 157: 156: 150: 144: 143: 79: 75: 74: 70: 69: 61: 60: 26: 9: 6: 4: 3: 2: 19428: 19417: 19414: 19412: 19409: 19407: 19404: 19402: 19399: 19397: 19394: 19392: 19389: 19387: 19384: 19382: 19379: 19377: 19374: 19372: 19369: 19367: 19364: 19362: 19359: 19357: 19354: 19352: 19349: 19347: 19344: 19342: 19339: 19337: 19334: 19332: 19329: 19328: 19326: 19316: 19306: 19305: 19302: 19289: 19288: 19284: 19282: 19281: 19277: 19274: 19273: 19270: 19264: 19258: 19256: 19250: 19248: 19245: 19243: 19240: 19238: 19235: 19233: 19230: 19228: 19227:Linoleic acid 19225: 19222: 19221: 19219: 19215: 19205: 19202: 19200: 19197: 19195: 19192: 19190: 19187: 19185: 19182: 19180: 19177: 19175: 19172: 19170: 19167: 19165: 19162: 19160: 19157: 19155: 19152: 19150: 19147: 19145: 19142: 19140: 19137: 19135: 19132: 19130: 19127: 19126: 19124: 19119: 19113: 19109: 19105: 19100: 19090: 19086: 19082: 19077: 19071: 19067: 19063: 19058: 19052: 19045: 19041: 19037: 19033: 19030: 19028: 19025: 19024: 19022: 19017: 19007: 19001: 18998: 18996: 18993: 18991: 18988: 18986: 18983: 18981: 18978: 18976: 18973: 18971: 18968: 18966: 18963: 18961: 18958: 18956: 18953: 18951: 18948: 18946: 18943: 18941: 18938: 18936: 18933: 18931: 18928: 18926: 18923: 18921: 18918: 18916: 18909: 18907: 18904: 18902: 18899: 18897: 18894: 18892: 18889: 18887: 18884: 18882: 18879: 18877: 18874: 18872: 18869: 18867: 18864: 18862: 18859: 18857: 18854: 18852: 18849: 18847: 18844: 18840: 18837: 18835: 18832: 18830: 18827: 18825: 18822: 18820: 18817: 18815: 18812: 18810: 18807: 18805: 18802: 18800: 18797: 18795: 18792: 18790: 18787: 18785: 18782: 18780: 18777: 18775: 18772: 18768: 18765: 18763: 18760: 18758: 18755: 18753: 18750: 18748: 18745: 18743: 18740: 18738: 18735: 18731: 18728: 18726: 18723: 18719: 18716: 18714: 18711: 18709: 18706: 18702: 18699: 18697: 18696:Fluproquazone 18694: 18693:Quinazolines: 18690: 18687: 18685: 18682: 18680: 18677: 18673: 18670: 18668: 18665: 18663: 18660: 18658: 18655: 18653: 18650: 18648: 18645: 18643: 18640: 18638: 18635: 18631: 18628: 18626: 18623: 18621: 18618: 18616: 18613: 18611: 18608: 18604: 18601: 18599: 18596: 18594: 18591: 18589: 18586: 18584: 18581: 18579: 18576: 18574: 18571: 18569: 18566: 18564: 18561: 18557: 18554: 18552: 18549: 18547: 18544: 18542: 18539: 18537: 18534: 18532: 18529: 18527: 18524: 18522: 18519: 18517: 18514: 18512: 18509: 18507: 18504: 18502: 18499: 18497: 18494: 18492: 18489: 18487: 18484: 18482: 18479: 18477: 18474: 18472: 18471:Flunoxaprofen 18469: 18467: 18464: 18462: 18459: 18457: 18456:Dexketoprofen 18454: 18452: 18451:Dexindoprofen 18449: 18447: 18444: 18442: 18439: 18437: 18434: 18432: 18429: 18427: 18424: 18422: 18419: 18415: 18412: 18410: 18407: 18405: 18402: 18400: 18397: 18395: 18392: 18390: 18389:Proglumetacin 18387: 18385: 18382: 18380: 18377: 18375: 18372: 18370: 18367: 18365: 18362: 18360: 18357: 18355: 18352: 18350: 18347: 18345: 18342: 18340: 18337: 18335: 18332: 18330: 18327: 18325: 18322: 18320: 18319:Difenpiramide 18317: 18315: 18312: 18310: 18307: 18305: 18302: 18300: 18297: 18295: 18292: 18290: 18287: 18285: 18282: 18280: 18277: 18275: 18272: 18270: 18267: 18265: 18262: 18260: 18257: 18256:Acetic acids: 18253: 18250: 18248: 18245: 18243: 18240: 18238: 18235: 18233: 18230: 18228: 18225: 18223: 18220: 18218: 18215: 18213: 18210: 18208: 18205: 18203: 18200: 18198: 18195: 18193: 18190: 18188: 18185: 18183: 18180: 18178: 18175: 18173: 18170: 18168: 18165: 18162: 18161: 18159: 18157: 18145: 18142: 18138: 18132: 18128: 18118: 18115: 18113: 18110: 18108: 18105: 18103: 18100: 18098: 18095: 18093: 18090: 18088: 18085: 18083: 18080: 18078: 18075: 18073: 18070: 18068: 18065: 18063: 18060: 18058: 18055: 18053: 18050: 18048: 18045: 18043: 18040: 18038: 18035: 18033: 18030: 18028: 18025: 18023: 18020: 18018: 18015: 18013: 18010: 18008: 18005: 18003: 18000: 17998: 17995: 17993: 17990: 17988: 17987:Fenprostalene 17985: 17983: 17980: 17978: 17975: 17973: 17970: 17968: 17965: 17963: 17960: 17958: 17955: 17953: 17950: 17948: 17945: 17943: 17940: 17938: 17937:Delprostenate 17935: 17933: 17930: 17928: 17925: 17923: 17920: 17918: 17915: 17913: 17910: 17909: 17907: 17903: 17897: 17894: 17892: 17889: 17887: 17884: 17882: 17879: 17877: 17874: 17872: 17869: 17867: 17864: 17862: 17859: 17857: 17854: 17852: 17849: 17847: 17844: 17842: 17836: 17834: 17831: 17829: 17826: 17824: 17821: 17819: 17816: 17814: 17811: 17809: 17806: 17804: 17801: 17799: 17796: 17794: 17791: 17789: 17786: 17784: 17781: 17779: 17776: 17774: 17771: 17769: 17766: 17764: 17761: 17759: 17756: 17754: 17751: 17749: 17746: 17744: 17741: 17739: 17736: 17734: 17731: 17728: 17727: 17724: 17721: 17719: 17716: 17714: 17710:Thromboxane A 17708: 17706: 17703: 17701: 17695: 17692: 17691: 17689: 17684: 17674: 17668: 17665: 17662: 17661: 17658: 17655: 17653: 17650: 17648: 17645: 17643: 17640: 17638: 17635: 17633: 17632:(alprostadil) 17626: 17624: 17617: 17615: 17612: 17610: 17607: 17605: 17602: 17600: 17597: 17595: 17592: 17590: 17587: 17585: 17582: 17580: 17577: 17575: 17572: 17570: 17567: 17564: 17563: 17561: 17556: 17546: 17540: 17537: 17535: 17532: 17530: 17527: 17525: 17522: 17520: 17513: 17511: 17505: 17503: 17500: 17498: 17495: 17493: 17490: 17488: 17485: 17483: 17480: 17478: 17475: 17473: 17470: 17467: 17466: 17464: 17459: 17449: 17439: 17436: 17434: 17431: 17429: 17422: 17420: 17417: 17415: 17412: 17410: 17407: 17405: 17402: 17400: 17397: 17395: 17392: 17390: 17384: 17381: 17380: 17378: 17374: 17368: 17365: 17363: 17360: 17358: 17355: 17353: 17350: 17347: 17346: 17343: 17340: 17338: 17331: 17329: 17328:(alprostadil) 17322: 17320: 17317: 17315: 17312: 17309: 17308: 17306: 17301: 17292: 17286: 17283: 17280: 17279: 17276: 17273: 17271: 17268: 17266: 17263: 17261: 17254: 17252: 17251:(alprostadil) 17245: 17243: 17237: 17235: 17232: 17230: 17227: 17225: 17222: 17220: 17217: 17215: 17212: 17210: 17207: 17205: 17202: 17200: 17197: 17194: 17193: 17191: 17186: 17177: 17171: 17168: 17166: 17163: 17161: 17158: 17155: 17154: 17151: 17148: 17146: 17139: 17137: 17136:(alprostadil) 17130: 17128: 17125: 17123: 17120: 17117: 17116: 17114: 17109: 17100: 17094: 17091: 17089: 17086: 17084: 17081: 17079: 17076: 17074: 17071: 17068: 17067: 17064: 17061: 17059: 17052: 17050: 17049:(alprostadil) 17043: 17041: 17038: 17036: 17033: 17031: 17028: 17026: 17023: 17021: 17018: 17016: 17013: 17010: 17009: 17007: 17002: 16993: 16990: 16985: 16975: 16965: 16962: 16960: 16957: 16955: 16952: 16950: 16947: 16945: 16942: 16940: 16937: 16935: 16932: 16930: 16927: 16925: 16922: 16920: 16917: 16915: 16912: 16910: 16907: 16904: 16903: 16900: 16894: 16892: 16889: 16886: 16885: 16883: 16878: 16869: 16863: 16860: 16858: 16855: 16853: 16850: 16847: 16846: 16843: 16840: 16838: 16832: 16829: 16828: 16826: 16821: 16812: 16809: 16804: 16794: 16791: 16787: 16781: 16777: 16773: 16770: 16767: 16760: 16755: 16753: 16748: 16746: 16741: 16740: 16737: 16725: 16722: 16720: 16717: 16715: 16712: 16710: 16707: 16705: 16702: 16700: 16697: 16695: 16692: 16690: 16687: 16685: 16682: 16680: 16677: 16675: 16672: 16670: 16667: 16665: 16662: 16660: 16657: 16655: 16652: 16650: 16647: 16645: 16642: 16640: 16637: 16635: 16632: 16630: 16627: 16625: 16622: 16620: 16617: 16615: 16612: 16611: 16608: 16604: 16597: 16592: 16590: 16585: 16583: 16578: 16577: 16574: 16552: 16550: 16547: 16546: 16544: 16541: 16538: 16535: 16533: 16530: 16529: 16525: 16519: 16516: 16514: 16511: 16509: 16506: 16504: 16501: 16499: 16496: 16494: 16491: 16489: 16486: 16484: 16481: 16479: 16476: 16474: 16471: 16469: 16466: 16464: 16461: 16459: 16456: 16454: 16451: 16450: 16448: 16444: 16438: 16435: 16433: 16432:Methocarbamol 16430: 16428: 16427:Mephenoxalone 16425: 16423: 16420: 16418: 16417:Chlorzoxazone 16415: 16413: 16410: 16409: 16407: 16405: 16401: 16391: 16388: 16387: 16385: 16383: 16379: 16373: 16370: 16368: 16365: 16363: 16360: 16353: 16352: 16348: 16347:amitriptyline 16344: 16341: 16339: 16336: 16334: 16331: 16328: 16324: 16320: 16317: 16315: 16312: 16310: 16309:Carbamazepine 16307: 16306: 16304: 16302: 16298: 16292: 16289: 16287: 16284: 16282: 16279: 16277: 16274: 16272: 16269: 16267: 16264: 16262: 16259: 16258: 16256: 16254: 16250: 16247: 16245: 16239: 16233: 16230: 16228: 16225: 16223: 16220: 16218: 16215: 16213: 16210: 16209: 16207: 16205: 16201: 16191: 16188: 16186: 16183: 16181: 16178: 16176: 16173: 16171: 16168: 16166: 16163: 16162: 16160: 16156: 16149: 16142: 16139: 16137: 16134: 16132: 16129: 16127: 16124: 16122: 16119: 16117: 16114: 16113: 16111: 16109: 16105: 16098: 16091: 16088: 16086: 16083: 16081: 16078: 16076: 16073: 16071: 16068: 16066: 16063: 16061: 16058: 16056: 16053: 16051: 16048: 16046: 16043: 16041: 16038: 16036: 16033: 16031: 16028: 16026: 16023: 16021: 16018: 16016: 16013: 16011: 16008: 16005: 16001: 15998: 15997: 15995: 15993: 15989: 15983: 15980: 15978: 15975: 15973: 15970: 15968: 15965: 15964: 15962: 15960: 15956: 15950: 15947: 15945: 15942: 15940: 15937: 15935: 15932: 15930: 15927: 15924: 15917: 15914: 15913: 15911: 15909: 15905: 15899: 15896: 15894: 15891: 15889: 15886: 15884: 15881: 15878: 15871: 15868: 15866: 15863: 15861: 15858: 15856: 15853: 15851: 15848: 15847: 15845: 15841: 15835: 15832: 15830: 15827: 15825: 15822: 15820: 15817: 15815: 15812: 15811: 15809: 15805: 15799: 15796: 15794: 15791: 15789: 15786: 15784: 15781: 15779: 15776: 15774: 15771: 15768: 15767:Dexketoprofen 15761: 15758: 15755: 15747: 15740: 15737: 15735: 15732: 15730: 15727: 15725: 15722: 15721: 15719: 15715: 15712: 15710: 15706: 15700: 15697: 15695: 15692: 15690: 15687: 15683: 15680: 15678: 15675: 15673: 15670: 15668: 15665: 15663: 15660: 15658: 15655: 15653: 15650: 15648: 15645: 15644: 15643: 15640: 15638: 15635: 15633: 15630: 15628: 15625: 15624: 15622: 15619: 15615: 15605: 15602: 15599: 15595: 15588: 15585: 15583: 15580: 15578: 15575: 15573: 15570: 15568: 15565: 15563: 15560: 15558: 15555: 15553: 15550: 15548: 15545: 15543: 15542:Phenoperidine 15540: 15538: 15535: 15533: 15530: 15528: 15525: 15523: 15520: 15518: 15515: 15513: 15510: 15508: 15505: 15503: 15500: 15498: 15495: 15493: 15490: 15488: 15485: 15482: 15478: 15475: 15473: 15472:Ethoheptazine 15470: 15468: 15465: 15463: 15460: 15458: 15455: 15453: 15450: 15448: 15445: 15443: 15440: 15438: 15435: 15433: 15430: 15428: 15425: 15423: 15420: 15419: 15417: 15413: 15407: 15404: 15402: 15399: 15397: 15394: 15391: 15387: 15383: 15379: 15375: 15368: 15365: 15363: 15360: 15358: 15355: 15353: 15350: 15348: 15345: 15343: 15340: 15338: 15335: 15333: 15332:Hydromorphone 15330: 15328: 15325: 15322: 15318: 15314: 15307: 15304: 15302: 15301:Ethylmorphine 15299: 15297: 15294: 15292: 15289: 15286: 15279: 15276: 15274: 15271: 15269: 15266: 15264: 15261: 15258: 15251: 15250:Buprenorphine 15248: 15246: 15243: 15241: 15238: 15237: 15235: 15233:Semisynthetic 15231: 15225: 15222: 15220: 15217: 15215: 15212: 15209: 15205: 15202: 15198: 15195: 15193: 15190: 15189: 15188: 15185: 15184: 15182: 15180: 15176: 15172: 15169: 15167: 15163: 15158: 15154: 15150: 15143: 15138: 15136: 15131: 15129: 15124: 15123: 15120: 15108: 15104: 15100: 15098: 15090: 15088: 15080: 15079: 15076: 15071: 15067: 15063: 15059: 15053: 15047: 15044: 15042: 15039: 15037: 15034: 15032: 15029: 15027: 15024: 15022: 15019: 15017: 15014: 15013: 15011: 15005: 14999: 14996: 14994: 14991: 14989: 14986: 14984: 14981: 14979: 14976: 14974: 14971: 14969: 14966: 14964: 14961: 14959: 14956: 14954: 14953:Fluproquazone 14951: 14949: 14946: 14944: 14941: 14939: 14936: 14934: 14931: 14930: 14928: 14924: 14918: 14915: 14913: 14910: 14908: 14905: 14903: 14900: 14898: 14895: 14893: 14890: 14888: 14885: 14883: 14880: 14878: 14875: 14873: 14870: 14867: 14863: 14862: 14858: 14856: 14853: 14852: 14850: 14846: 14842: 14836: 14833: 14831: 14830:Niflumic acid 14828: 14826: 14823: 14821: 14820: 14816: 14814: 14811: 14809: 14806: 14804: 14801: 14799: 14796: 14794: 14791: 14789: 14786: 14784: 14781: 14779: 14776: 14774: 14771: 14770: 14768: 14765: 14759: 14755: 14749: 14745: 14744: 14740: 14738: 14735: 14733: 14730: 14728: 14725: 14723: 14720: 14718: 14715: 14713: 14710: 14708: 14705: 14703: 14700: 14698: 14695: 14693: 14690: 14688: 14687: 14683: 14681: 14678: 14676: 14673: 14671: 14668: 14666: 14663: 14661: 14658: 14656: 14655: 14651: 14649: 14646: 14644: 14643:Flunoxaprofen 14641: 14639: 14636: 14634: 14631: 14629: 14628:Dexketoprofen 14626: 14624: 14621: 14619: 14616: 14614: 14611: 14609: 14606: 14605: 14603: 14600: 14597:derivatives ( 14595: 14591: 14585: 14582: 14580: 14577: 14575: 14574: 14570: 14568: 14565: 14563: 14560: 14558: 14555: 14553: 14550: 14548: 14545: 14544: 14542: 14540: 14536: 14530: 14527: 14525: 14522: 14520: 14517: 14515: 14512: 14510: 14509:Proglumetacin 14507: 14505: 14504:Prodolic acid 14502: 14500: 14497: 14495: 14492: 14490: 14487: 14485: 14482: 14480: 14477: 14475: 14472: 14470: 14467: 14465: 14462: 14460: 14457: 14455: 14452: 14450: 14447: 14445: 14444:Difenpiramide 14442: 14440: 14439: 14435: 14433: 14430: 14428: 14425: 14423: 14420: 14418: 14415: 14413: 14410: 14408: 14405: 14403: 14400: 14398: 14395: 14394: 14392: 14387: 14383: 14377: 14374: 14372: 14369: 14367: 14364: 14362: 14359: 14357: 14354: 14352: 14349: 14347: 14344: 14342: 14339: 14337: 14334: 14332: 14329: 14327: 14324: 14322: 14319: 14317: 14314: 14312: 14309: 14307: 14306: 14302: 14301: 14299: 14297: 14293: 14287: 14284: 14282: 14279: 14277: 14274: 14272: 14271: 14267: 14265: 14262: 14260: 14257: 14255: 14252: 14250: 14247: 14245: 14242: 14240: 14237: 14235: 14232: 14230: 14227: 14225: 14222: 14220: 14217: 14215: 14212: 14210: 14207: 14205: 14202: 14200: 14197: 14196: 14194: 14192: 14191:pyrazolidines 14187: 14183: 14178: 14174: 14170: 14166: 14159: 14154: 14152: 14147: 14145: 14140: 14139: 14136: 14120: 14118: 14115: 14114: 14112: 14109: 14106: 14103: 14101: 14098: 14097: 14093: 14087: 14084: 14082: 14079: 14077: 14074: 14072: 14069: 14067: 14064: 14062: 14059: 14057: 14054: 14052: 14049: 14048: 14046: 14042: 14036: 14033: 14031: 14028: 14026: 14023: 14021: 14018: 14016: 14013: 14012: 14010: 14006: 14000: 13997: 13995: 13992: 13990: 13987: 13985: 13982: 13980: 13977: 13975: 13972: 13971: 13969: 13967: 13963: 13955: 13952: 13950: 13947: 13946: 13945: 13942: 13937: 13934: 13932: 13929: 13927: 13924: 13922: 13919: 13917: 13914: 13913: 13912: 13911:Antiandrogens 13909: 13908: 13906: 13904: 13900: 13893: 13890: 13888: 13885: 13883: 13879: 13878:Tetracyclines 13876: 13874: 13873:Sulfacetamide 13871: 13869: 13866: 13864: 13861: 13859: 13856: 13855: 13853: 13851: 13847: 13841: 13838: 13836: 13833: 13831: 13828: 13826: 13823: 13822: 13820: 13818: 13814: 13808: 13805: 13803: 13800: 13798: 13795: 13793: 13792:Glycolic acid 13790: 13789: 13787: 13785: 13781: 13775: 13772: 13770: 13767: 13765: 13762: 13760: 13757: 13755: 13752: 13751: 13749: 13747: 13746:Antibacterial 13743: 13738: 13734: 13727: 13722: 13720: 13715: 13713: 13708: 13707: 13704: 13688: 13686: 13683: 13682: 13680: 13677: 13674: 13671: 13669: 13666: 13665: 13661: 13655: 13652: 13650: 13647: 13645: 13642: 13641: 13639: 13637: 13636:Non-medicinal 13633: 13627: 13624: 13622: 13619: 13617: 13613: 13609: 13607: 13606:Streptokinase 13604: 13602: 13599: 13597: 13594: 13590: 13587: 13585: 13582: 13581: 13579: 13575: 13572: 13570: 13567: 13565: 13562: 13560: 13557: 13556: 13555: 13551: 13548: 13547: 13545: 13543: 13542:fibrinolytics 13538: 13534: 13524: 13521: 13519: 13516: 13512: 13509: 13508: 13507: 13504: 13502: 13499: 13497: 13494: 13492: 13489: 13487: 13484: 13483: 13481: 13477: 13471: 13468: 13466: 13463: 13461: 13458: 13456: 13453: 13451: 13448: 13446: 13442: 13439: 13435: 13432: 13430: 13427: 13425: 13422: 13421: 13420: 13416: 13413: 13412: 13410: 13408: 13404: 13394: 13391: 13389: 13386: 13384: 13381: 13379: 13376: 13374: 13371: 13369: 13366: 13365: 13363: 13360: 13356: 13348: 13345: 13343: 13340: 13338: 13335: 13334: 13333: 13330: 13326: 13323: 13321: 13318: 13317: 13316: 13313: 13309: 13306: 13304: 13301: 13299: 13296: 13294: 13291: 13289: 13286: 13284: 13281: 13279: 13276: 13274: 13271: 13270: 13269: 13266: 13265: 13263: 13260: 13254: 13249: 13245: 13242: 13237: 13233: 13227: 13223: 13221: 13218: 13216: 13213: 13211: 13207: 13204: 13202: 13199: 13197: 13196:Phenprocoumon 13194: 13192: 13189: 13187: 13184: 13182: 13181:Coumatetralyl 13179: 13177: 13176:Acenocoumarol 13173: 13170: 13169: 13167: 13164: 13160: 13156: 13152: 13147: 13143: 13140: 13138: 13134: 13124: 13121: 13119: 13116: 13114: 13111: 13110: 13108: 13104: 13098: 13095: 13093: 13090: 13088: 13085: 13084: 13082: 13080: 13076: 13068: 13065: 13063: 13060: 13059: 13058: 13055: 13051: 13048: 13046: 13043: 13040: 13036: 13033: 13032: 13031: 13028: 13027: 13025: 13023: 13019: 13013: 13010: 13008: 13005: 13003: 13000: 12998: 12995: 12993: 12990: 12989: 12987: 12985: 12981: 12975: 12972: 12970: 12967: 12965: 12962: 12960: 12957: 12956: 12954: 12951: 12947: 12943: 12935: 12932: 12930: 12927: 12925: 12922: 12921: 12919: 12915: 12912: 12908: 12905: 12903: 12900: 12898: 12895: 12894: 12893: 12890: 12889: 12887: 12885: 12882: 12875: 12869: 12866: 12864: 12861: 12859: 12856: 12854: 12851: 12849: 12846: 12844: 12841: 12840: 12838: 12836: 12832: 12829: 12827: 12823: 12818: 12814: 12810: 12806: 12805:thrombolytics 12802: 12795: 12790: 12788: 12783: 12781: 12776: 12775: 12772: 12766: 12761: 12755: 12748: 12743: 12739: 12738: 12727: 12723: 12718: 12714: 12710: 12706: 12702: 12699:(3): 343–66. 12698: 12694: 12689: 12685: 12681: 12677: 12673: 12668: 12663: 12659: 12655: 12651: 12646: 12645: 12623: 12619: 12613: 12605: 12599: 12595: 12588: 12572: 12568: 12562: 12560: 12543: 12539: 12535: 12528: 12526: 12524: 12515: 12511: 12505: 12497: 12496: 12491: 12485: 12477: 12473: 12467: 12459: 12455: 12451: 12447: 12443: 12439: 12432: 12424: 12420: 12415: 12410: 12406: 12402: 12398: 12394: 12390: 12383: 12375: 12371: 12366: 12361: 12357: 12353: 12348: 12343: 12339: 12335: 12331: 12324: 12316: 12312: 12308: 12304: 12300: 12296: 12292: 12288: 12280: 12272: 12268: 12264: 12260: 12256: 12252: 12248: 12244: 12240: 12236: 12229: 12221: 12217: 12213: 12209: 12205: 12201: 12194: 12186: 12182: 12178: 12174: 12167: 12159: 12155: 12151: 12147: 12143: 12139: 12132: 12124: 12118: 12114: 12110: 12109: 12101: 12093: 12089: 12085: 12081: 12078:(8): 1034–6. 12077: 12073: 12066: 12058: 12054: 12047: 12039: 12035: 12031: 12027: 12023: 12019: 12011: 12003: 11999: 11995: 11991: 11986: 11981: 11977: 11973: 11969: 11962: 11960: 11951: 11945: 11941: 11934: 11926: 11922: 11918: 11914: 11910: 11906: 11903:(9): 935–40. 11902: 11898: 11891: 11883: 11877: 11873: 11869: 11868: 11860: 11851: 11847: 11843: 11839: 11835: 11831: 11827: 11823: 11816: 11808: 11804: 11800: 11793: 11777: 11773: 11771: 11765: 11759: 11757: 11748: 11744: 11740: 11736: 11732: 11728: 11720: 11711: 11703: 11699: 11694: 11689: 11686:(1): 129–33. 11685: 11681: 11677: 11670: 11662: 11658: 11654: 11650: 11646: 11642: 11638: 11634: 11627: 11625: 11616: 11612: 11608: 11604: 11600: 11596: 11589: 11581: 11577: 11572: 11567: 11564:(6): 714–20. 11563: 11559: 11555: 11548: 11540: 11536: 11532: 11528: 11524: 11520: 11517:(4): 375–84. 11516: 11512: 11505: 11497: 11493: 11488: 11483: 11479: 11475: 11472:(55): 1–138. 11471: 11467: 11463: 11456: 11448: 11444: 11439: 11434: 11430: 11426: 11422: 11418: 11414: 11407: 11399: 11395: 11390: 11385: 11381: 11377: 11373: 11369: 11365: 11358: 11350: 11346: 11341: 11336: 11332: 11328: 11324: 11320: 11313: 11305: 11301: 11297: 11293: 11289: 11285: 11281: 11277: 11270: 11262: 11258: 11254: 11250: 11246: 11242: 11235: 11227: 11223: 11219: 11215: 11211: 11207: 11200: 11192: 11188: 11184: 11180: 11175: 11170: 11166: 11162: 11158: 11151: 11149: 11140: 11136: 11131: 11126: 11122: 11118: 11114: 11110: 11106: 11102: 11098: 11091: 11089: 11087: 11070: 11066: 11062: 11056: 11040: 11039:Health A to Z 11036: 11030: 11022: 11018: 11013: 11008: 11004: 11000: 10996: 10989: 10987: 10978: 10974: 10969: 10964: 10960: 10956: 10952: 10948: 10944: 10937: 10929: 10925: 10920: 10915: 10911: 10907: 10904:(1): 129–43. 10903: 10899: 10895: 10888: 10880: 10876: 10871: 10866: 10862: 10858: 10854: 10850: 10846: 10839: 10831: 10827: 10823: 10819: 10812: 10804: 10800: 10796: 10792: 10787: 10782: 10779:(3): 367–74. 10778: 10774: 10770: 10763: 10755: 10751: 10747: 10743: 10739: 10735: 10728: 10712: 10708: 10702: 10694: 10690: 10685: 10680: 10675: 10670: 10666: 10662: 10658: 10651: 10643: 10639: 10634: 10629: 10625: 10621: 10617: 10610: 10602: 10598: 10594: 10590: 10586: 10582: 10578: 10574: 10567: 10559: 10555: 10550: 10545: 10541: 10537: 10533: 10529: 10525: 10518: 10510: 10506: 10502: 10498: 10493: 10488: 10484: 10480: 10476: 10469: 10461: 10457: 10450: 10442: 10438: 10433: 10428: 10423: 10418: 10415:: 4757–4763. 10414: 10410: 10406: 10399: 10391: 10387: 10383: 10379: 10375: 10371: 10364: 10362: 10360: 10351: 10347: 10342: 10337: 10333: 10329: 10325: 10321: 10317: 10310: 10308: 10299: 10295: 10291: 10287: 10282: 10277: 10273: 10269: 10265: 10258: 10250: 10246: 10241: 10236: 10232: 10228: 10224: 10220: 10216: 10209: 10201: 10197: 10192: 10187: 10183: 10179: 10175: 10171: 10167: 10160: 10144: 10140: 10134: 10126: 10120: 10116: 10115: 10107: 10091: 10087: 10081: 10079: 10070: 10066: 10062: 10058: 10054: 10050: 10043: 10032: 10028: 10024: 10020: 10016: 10009: 10002: 9986: 9982: 9976: 9974: 9972: 9955: 9952:. Drugs.com. 9951: 9945: 9943: 9941: 9939: 9937: 9920: 9916: 9911: 9910:public domain 9900: 9898: 9896: 9879: 9877: 9871: 9866: 9865:public domain 9855: 9853: 9844: 9840: 9836: 9835: 9828: 9820: 9816: 9812: 9808: 9804: 9800: 9796: 9792: 9788: 9784: 9777: 9769: 9765: 9760: 9755: 9751: 9747: 9743: 9739: 9735: 9731: 9727: 9720: 9704: 9700: 9694: 9692: 9683: 9679: 9674: 9669: 9665: 9661: 9657: 9650: 9634: 9628: 9620: 9616: 9612: 9611: 9604: 9602: 9585: 9581: 9577: 9571: 9563: 9559: 9555: 9551: 9547: 9543: 9539: 9535: 9528: 9526: 9517: 9513: 9508: 9503: 9499: 9495: 9491: 9484: 9476: 9472: 9468: 9464: 9460: 9456: 9452: 9448: 9440: 9432: 9428: 9424: 9420: 9416: 9412: 9408: 9404: 9397: 9389: 9385: 9380: 9375: 9371: 9367: 9364:(2): 166–71. 9363: 9359: 9352: 9344: 9340: 9335: 9330: 9327:(3): 239–47. 9326: 9322: 9318: 9311: 9301: 9300: 9295: 9289: 9288: 9285: 9281: 9276: 9271: 9267: 9263: 9260:(3): 377–85. 9259: 9255: 9251: 9244: 9236: 9232: 9228: 9224: 9219: 9214: 9210: 9206: 9202: 9195: 9187: 9183: 9178: 9173: 9169: 9165: 9161: 9157: 9153: 9146: 9144: 9135: 9131: 9127: 9123: 9119: 9115: 9112:(5): 737–41. 9111: 9107: 9099: 9091: 9087: 9082: 9077: 9072: 9067: 9063: 9059: 9058: 9053: 9046: 9038: 9034: 9030: 9026: 9022: 9018: 9014: 9010: 9002: 8994: 8990: 8986: 8982: 8977: 8972: 8968: 8964: 8960: 8953: 8945: 8941: 8936: 8931: 8927: 8923: 8919: 8915: 8911: 8904: 8896: 8892: 8887: 8882: 8878: 8874: 8870: 8866: 8862: 8855: 8847: 8843: 8838: 8833: 8829: 8825: 8821: 8817: 8813: 8806: 8798: 8794: 8790: 8786: 8782: 8778: 8770: 8762: 8758: 8755:(7): 565–73. 8754: 8750: 8743: 8732: 8725: 8721: 8715: 8713: 8704: 8700: 8695: 8690: 8685: 8680: 8676: 8672: 8668: 8661: 8653: 8649: 8644: 8639: 8635: 8631: 8627: 8623: 8619: 8612: 8604: 8600: 8595: 8590: 8586: 8582: 8578: 8574: 8570: 8563: 8555: 8551: 8546: 8541: 8536: 8531: 8527: 8523: 8519: 8512: 8504: 8500: 8496: 8492: 8488: 8484: 8480: 8476: 8468: 8460: 8456: 8451: 8446: 8442: 8438: 8434: 8430: 8426: 8419: 8411: 8407: 8402: 8397: 8392: 8387: 8383: 8379: 8375: 8368: 8360: 8356: 8352: 8348: 8344: 8340: 8336: 8332: 8324: 8322: 8320: 8318: 8316: 8307: 8303: 8298: 8293: 8289: 8285: 8281: 8277: 8273: 8266: 8259: 8254: 8250: 8245: 8240: 8235: 8230: 8226: 8222: 8218: 8211: 8201: 8197: 8192: 8191: 8188: 8184: 8179: 8174: 8170: 8166: 8162: 8155: 8147: 8143: 8138: 8133: 8129: 8125: 8121: 8114: 8106: 8102: 8097: 8092: 8088: 8084: 8080: 8073: 8065: 8061: 8056: 8051: 8047: 8043: 8040:(43): 1–253. 8039: 8035: 8034: 8029: 8022: 8014: 8010: 8005: 8000: 7996: 7992: 7988: 7981: 7973: 7969: 7965: 7961: 7957: 7953: 7945: 7937: 7933: 7929: 7925: 7921: 7917: 7910: 7902: 7898: 7894: 7890: 7886: 7882: 7879:(5): 259–67. 7878: 7874: 7867: 7859: 7855: 7850: 7845: 7841: 7837: 7834:(2): 164–78. 7833: 7829: 7825: 7818: 7810: 7806: 7801: 7796: 7791: 7786: 7782: 7778: 7774: 7767: 7759: 7755: 7750: 7745: 7741: 7737: 7733: 7729: 7725: 7718: 7716: 7707: 7706: 7701: 7694: 7686: 7682: 7677: 7672: 7668: 7664: 7660: 7653: 7637: 7633: 7628: 7627:public domain 7617: 7609: 7605: 7601: 7597: 7594:(2): 227–33. 7593: 7589: 7582: 7574: 7570: 7565: 7560: 7556: 7552: 7549:(2): 251–63. 7548: 7544: 7540: 7533: 7525: 7521: 7516: 7511: 7507: 7503: 7499: 7492: 7484: 7480: 7475: 7470: 7467:(6): 647–54. 7466: 7462: 7458: 7451: 7443: 7439: 7434: 7429: 7425: 7421: 7417: 7410: 7402: 7398: 7393: 7388: 7385:(9): 2034–6. 7384: 7380: 7376: 7369: 7361: 7357: 7352: 7347: 7343: 7339: 7335: 7328: 7326: 7317: 7313: 7308: 7303: 7299: 7295: 7291: 7284: 7276: 7272: 7267: 7262: 7258: 7254: 7250: 7243: 7235: 7231: 7226: 7221: 7217: 7213: 7209: 7202: 7194: 7190: 7185: 7180: 7176: 7172: 7168: 7164: 7160: 7153: 7145: 7141: 7136: 7131: 7127: 7123: 7119: 7112: 7104: 7100: 7096: 7092: 7088: 7084: 7080: 7076: 7069: 7062: 7046: 7042: 7038: 7031: 7023: 7019: 7014: 7009: 7004: 6999: 6995: 6991: 6987: 6980: 6972: 6968: 6963: 6958: 6953: 6948: 6944: 6940: 6936: 6929: 6921: 6917: 6912: 6907: 6903: 6899: 6895: 6888: 6880: 6876: 6871: 6866: 6862: 6858: 6854: 6850: 6846: 6839: 6837: 6835: 6826: 6822: 6817: 6812: 6807: 6802: 6798: 6794: 6790: 6783: 6781: 6779: 6770: 6766: 6762: 6758: 6754: 6747: 6739: 6735: 6730: 6725: 6721: 6717: 6713: 6706: 6695: 6691: 6687: 6680: 6674: 6658: 6654: 6648: 6640: 6636: 6632: 6628: 6621: 6613: 6609: 6605: 6601: 6597: 6593: 6589: 6585: 6578: 6570: 6566: 6561: 6556: 6551: 6546: 6542: 6538: 6534: 6527: 6519: 6515: 6512:(3): 271–80. 6511: 6507: 6500: 6492: 6488: 6483: 6478: 6474: 6470: 6466: 6462: 6458: 6451: 6443: 6439: 6435: 6431: 6427: 6423: 6419: 6415: 6408: 6400: 6396: 6392: 6388: 6384: 6380: 6376: 6372: 6365: 6357: 6353: 6349: 6345: 6342:(5): 500–48. 6341: 6337: 6330: 6322: 6318: 6313: 6308: 6304: 6300: 6296: 6292: 6288: 6281: 6273: 6269: 6265: 6261: 6257: 6253: 6246: 6238: 6234: 6230: 6226: 6219: 6211: 6207: 6203: 6199: 6196:(5): 518–27. 6195: 6191: 6184: 6182: 6173: 6169: 6164: 6159: 6154: 6149: 6145: 6141: 6137: 6130: 6122: 6118: 6113: 6108: 6103: 6098: 6093: 6088: 6084: 6080: 6076: 6069: 6061: 6057: 6052: 6051:10044/1/34287 6047: 6042: 6037: 6034:(3): 209–16. 6033: 6029: 6025: 6018: 6002: 5998: 5994: 5989: 5988:public domain 5978: 5962: 5958: 5954: 5949: 5948:public domain 5938: 5919: 5915: 5908: 5902: 5887: 5886:Sigma Aldrich 5883: 5877: 5869: 5865: 5860: 5855: 5851: 5847: 5843: 5836: 5828: 5824: 5820: 5814: 5806: 5802: 5796: 5792: 5788: 5784: 5783: 5775: 5759: 5755: 5751: 5745: 5738: 5733: 5727: 5719: 5715: 5710: 5705: 5701: 5697: 5693: 5689: 5685: 5678: 5670: 5666: 5661: 5656: 5652: 5648: 5644: 5640: 5636: 5630: 5622: 5618: 5613: 5608: 5604: 5600: 5596: 5592: 5588: 5581: 5573: 5569: 5562: 5554: 5550: 5546: 5542: 5538: 5534: 5527: 5525: 5516: 5512: 5507: 5502: 5498: 5494: 5490: 5486: 5482: 5475: 5467: 5463: 5458: 5453: 5449: 5445: 5441: 5437: 5433: 5426: 5418: 5414: 5409: 5404: 5401:(2): 95–131. 5400: 5396: 5392: 5385: 5377: 5373: 5369: 5365: 5361: 5357: 5353: 5349: 5342: 5334: 5330: 5326: 5322: 5318: 5314: 5307: 5299: 5295: 5291: 5287: 5284:(2): 271–80. 5283: 5279: 5272: 5264: 5260: 5256: 5252: 5248: 5244: 5237: 5235: 5233: 5224: 5220: 5216: 5212: 5208: 5204: 5200: 5196: 5189: 5181: 5177: 5173: 5169: 5166:(7): 1186–8. 5165: 5161: 5154: 5146: 5142: 5137: 5132: 5128: 5124: 5120: 5113: 5105: 5101: 5096: 5091: 5087: 5083: 5079: 5072: 5064: 5060: 5055: 5050: 5046: 5042: 5038: 5031: 5023: 5019: 5014: 5009: 5005: 5001: 4997: 4990: 4982: 4978: 4974: 4970: 4969:New Scientist 4963: 4955: 4951: 4946: 4941: 4937: 4933: 4929: 4925: 4921: 4917: 4913: 4906: 4898: 4894: 4889: 4884: 4880: 4876: 4872: 4868: 4864: 4857: 4849: 4845: 4840: 4835: 4831: 4827: 4823: 4819: 4815: 4808: 4801: 4797: 4793: 4788: 4783: 4779: 4775: 4771: 4764: 4756: 4752: 4747: 4742: 4739:(3): 252–68. 4738: 4734: 4730: 4723: 4715: 4711: 4706: 4701: 4697: 4693: 4689: 4685: 4681: 4674: 4666: 4662: 4658: 4654: 4649: 4644: 4641:(5): 639–50. 4640: 4636: 4632: 4625: 4617: 4613: 4609: 4605: 4601: 4597: 4590: 4582: 4578: 4573: 4568: 4564: 4560: 4557:(4): 632–40. 4556: 4552: 4548: 4541: 4533: 4529: 4525: 4521: 4517: 4513: 4506: 4498: 4494: 4490: 4486: 4481: 4476: 4472: 4468: 4464: 4457: 4449: 4445: 4441: 4437: 4433: 4429: 4422: 4415:(1): 592–601. 4414: 4410: 4403: 4395: 4391: 4386: 4381: 4377: 4373: 4369: 4365: 4361: 4354: 4346: 4342: 4337: 4332: 4328: 4324: 4320: 4313: 4297: 4293: 4287: 4279: 4275: 4271: 4265: 4257: 4253: 4249: 4245: 4241: 4237: 4230: 4222: 4218: 4214: 4210: 4207:(25): 232–5. 4206: 4202: 4195: 4187: 4183: 4177: 4169: 4165: 4161: 4157: 4153: 4149: 4142: 4134: 4130: 4126: 4122: 4118: 4114: 4107: 4099: 4095: 4090: 4085: 4081: 4077: 4073: 4069: 4065: 4058: 4056: 4039: 4035: 4029: 4021: 4017: 4011: 4007: 4006: 3998: 3990: 3986: 3982: 3978: 3975:(4): 318–21. 3974: 3970: 3963: 3955: 3951: 3944: 3936: 3932: 3928: 3922: 3914: 3908: 3904: 3897: 3889: 3885: 3881: 3875: 3867: 3863: 3859: 3855: 3849: 3841: 3835: 3831: 3827: 3823: 3816: 3808: 3804: 3798: 3796: 3794: 3792: 3790: 3781: 3775: 3771: 3767: 3766: 3758: 3756: 3747: 3743: 3742:Distillations 3739: 3732: 3717: 3713: 3707: 3691: 3687: 3683: 3677: 3668: 3663: 3659: 3655: 3649: 3641: 3637: 3632: 3627: 3622: 3617: 3613: 3609: 3605: 3601: 3597: 3590: 3588: 3579: 3575: 3569: 3565: 3564: 3556: 3554: 3552: 3550: 3548: 3546: 3544: 3542: 3540: 3538: 3529: 3523: 3519: 3518: 3510: 3502: 3496: 3492: 3491: 3483: 3481: 3472: 3468: 3464: 3458: 3456: 3454: 3452: 3450: 3448: 3446: 3444: 3442: 3440: 3438: 3436: 3434: 3432: 3423: 3421:1-4398-5511-0 3417: 3413: 3409: 3408: 3400: 3398: 3391: 3387: 3382: 3366: 3362: 3355: 3353: 3351: 3334: 3330: 3326: 3320: 3318: 3301: 3300: 3299:Health Canada 3295: 3289: 3273: 3269: 3263: 3247: 3243: 3237: 3221: 3217: 3211: 3203: 3199: 3195: 3191: 3187: 3183: 3179: 3172: 3168: 3160: 3155:in cats is 10 3154: 3146: 3141: 3139: 3135: 3131: 3127: 3123: 3122:anticoagulant 3113: 3111: 3101: 3092: 3089: 3085: 3075: 3073: 3063: 3047: 3045: 3041: 3037: 3036:valproic acid 3033: 3029: 3025: 3021: 3017: 3013: 3010: 3005: 3001: 3000:acetazolamide 2997: 2987: 2985: 2981: 2977: 2961: 2957: 2953: 2948: 2942: 2932: 2930: 2926: 2922: 2918: 2913: 2911: 2905: 2903: 2899: 2894: 2893:1.3 to 4.6). 2892: 2888: 2887:relative risk 2880: 2871: 2865: 2860: 2857: 2853: 2843: 2839: 2837: 2833: 2829: 2819: 2817: 2813: 2809: 2805: 2801: 2797: 2793: 2789: 2785: 2779: 2769: 2767: 2763: 2759: 2755: 2745: 2743: 2737: 2735: 2731: 2727: 2717: 2713: 2711: 2707: 2703: 2699: 2695: 2691: 2686: 2682: 2680: 2676: 2666: 2664: 2659: 2655: 2651: 2647: 2643: 2639: 2635: 2631: 2627: 2626:peptic ulcers 2623: 2619: 2615: 2611: 2607: 2603: 2593: 2586: 2582: 2572: 2568: 2561: 2543: 2537: 2535: 2531: 2527: 2522: 2516:mg and the 81 2511: 2510:but no longer 2499: 2481: 2477: 2475: 2468: 2458: 2456: 2452: 2447: 2445: 2444:pre-eclampsia 2440: 2438: 2433: 2431: 2427: 2417: 2412:Schizophrenia 2409: 2401: 2398: 2383: 2379: 2376: 2369: 2364: 2362: 2358: 2354: 2344: 2341: 2336: 2332: 2327: 2323: 2319: 2315: 2311: 2306: 2303: 2297: 2295: 2291: 2287: 2283: 2279: 2275: 2271: 2268: 2264: 2259: 2255: 2253: 2243: 2241: 2237: 2233: 2223: 2221: 2217: 2213: 2209: 2205: 2201: 2197: 2193: 2192:prostaglandin 2189: 2179: 2177: 2173: 2170: 2166: 2162: 2158: 2154: 2149: 2147: 2143: 2139: 2135: 2131: 2127: 2123: 2119: 2115: 2111: 2107: 2097: 2095: 2091: 2087: 2083: 2079: 2075: 2071: 2059: 2056: 2054: 2051: 2050: 2044: 2041: 2026: 2015: 2011: 2007: 2000: 1986: 1984: 1980: 1979:heart attacks 1975: 1973: 1969: 1964: 1960: 1956: 1951: 1948: 1943: 1938: 1934: 1930: 1921: 1917: 1915: 1911: 1907: 1903: 1902:Ebers Papyrus 1899: 1895: 1891: 1882: 1877: 1867: 1865: 1861: 1857: 1853: 1848: 1839: 1835: 1834:gentisic acid 1830: 1828: 1824: 1820: 1819:gentisic acid 1816: 1812: 1808: 1804: 1800: 1796: 1792: 1788: 1783: 1781: 1776: 1774: 1770: 1766: 1762: 1758: 1754: 1750: 1737: 1734: 1731: 1728: 1725: 1722: 1721: 1720: 1718: 1707: 1698: 1694: 1691:This section 1689: 1686: 1682: 1681: 1673: 1671: 1666: 1664: 1660: 1655: 1645: 1643: 1639: 1635: 1631: 1627: 1623: 1619: 1614: 1611: 1600: 1595: 1593: 1589: 1585: 1581: 1577: 1573: 1563: 1561: 1557: 1553: 1548: 1533: 1529:thromboxane A 1525: 1523: 1519: 1515: 1511: 1507: 1497: 1495: 1491: 1487: 1483: 1479: 1475: 1471: 1468: 1457: 1447: 1444: 1442: 1438: 1435: 1431: 1427: 1423: 1418: 1416: 1412: 1411:levetiracetam 1408: 1404: 1402: 1398: 1397:diffractogram 1394: 1390: 1385: 1383: 1379: 1374: 1364: 1359: 1355: 1351: 1341: 1339: 1330: 1323: 1322: 1321: 1313: 1309: 1307: 1303: 1299: 1298:sulfuric acid 1295: 1291: 1283: 1279: 1275: 1271: 1267: 1257: 1255: 1247: 1243: 1235: 1231: 1227: 1223: 1218: 1216: 1212: 1208: 1204: 1203:alkali metals 1200: 1196: 1192: 1188: 1184: 1174: 1172: 1168: 1167: 1163: 1159: 1155: 1151: 1147: 1142: 1140: 1130: 1124: 1120: 1116: 1112: 1107: 1105: 1101: 1097: 1093: 1089: 1085: 1081: 1076: 1074: 1070: 1069:Reye syndrome 1066: 1062: 1058: 1054: 1050: 1046: 1042: 1038: 1037:upset stomach 1034: 1029: 1027: 1023: 1019: 1015: 1014:heart attacks 1010: 1008: 1004: 1000: 996: 992: 988: 984: 980: 976: 972: 968: 958: 951: 942: 937: 936: 933: 926: 917: 916: 913: 906: 898: 896: 892: 888: 886: 885:Boiling point 882: 878: 876: 875:Melting point 872: 868: 866: 862: 855: 851: 850: 848: 845: 840: 833: 831: 827: 806: 804: 800: 795: 791: 787: 784: 782: 780:ECHA InfoCard 776: 768: 764: 763:DTXSID5020108 760: 759: 757: 748: 744: 736: 735:RCSB PDB 730: 725: 724: 722: 720: 716: 709: 705: 704: 702: 700: 696: 689: 685: 684: 682: 680: 676: 669: 665: 662: 658: 657: 655: 653: 649: 642: 638: 637: 635: 633: 629: 622: 618: 617: 615: 613: 609: 602: 598: 597: 595: 593: 589: 582: 578: 577: 575: 573: 569: 562: 558: 557: 555: 548: 544: 537: 533: 532: 530: 528: 524: 515: 514: 511: 504: 499: 495: 493: 489: 473: 471: 464: 460: 457:and possibly 456: 452: 449: 447: 443: 439: 437: 433: 429: 427: 423: 419: 415: 408: 398: 395: 385: 383: 374: 365: 364: 362: 360: 356: 351: 343: 338: 333: 328: 323: 318: 315: 314: 312: 310: 306: 302: 299: 297: 293: 290: 286: 283: 281: 275: 269: 260: 259: 257: 255: 249: 242: 237: 228: 227: 225: 223: 219: 215: 211: 209: 205: 201: 197: 195: 191: 187: 180: 177: 174: 171: 168: 165: 164: 162: 158: 154: 153:Bayer Aspirin 151: 149: 145: 139: 80: 78:Pronunciation 76: 73:Clinical data 71: 67: 62: 58: 53: 47: 43: 42:Robert Asprin 36: 34: 19: 19396:Hepatotoxins 19285: 19278: 19223: 18842: 18770: 18767:Propacetamol 18757:Parapropamol 18733: 18721: 18704: 18692: 18684:Floctafenine 18675: 18633: 18610:Azapropazone 18607:Pyrazolones: 18606: 18559: 18541:Tarenflurbil 18476:Flurbiprofen 18446:Dexibuprofen 18426:Benoxaprofen 18421:Alminoprofen 18417: 18344:Glucametacin 18255: 18232:Salicylamide 18222:Salacetamide 18171: 18163: 18112:Trimoprostil 18107:Tiprostanide 18092:Spiriprostil 18027:Naxaprostene 17977:Esuberaprost 17932:Cobiprostone 17730:Antagonists: 17729: 17693: 17664:Antagonists: 17663: 17657:Treprostinil 17565: 17497:Fluprostenol 17487:Cloprostenol 17468: 17382: 17349:Antagonists: 17348: 17314:Lubiprostone 17310: 17282:Antagonists: 17281: 17195: 17157:Antagonists: 17156: 17150:Treprostinil 17118: 17070:Antagonists: 17069: 17035:Lubiprostone 17011: 16906:Antagonists: 16905: 16887: 16849:Antagonists: 16848: 16842:Treprostinil 16830: 16659:Salicylamide 16618: 16437:Orphenadrine 16412:Carisoprodol 16404:Myorelaxants 16354: 16204:Cannabinoids 16170:Floctafenine 16075:Salicylamide 15999: 15754:+paracetamol 15746:Dexibuprofen 15734:Flurbiprofen 15724:Benoxaprofen 15699:Propacetamol 15689:Parapropamol 15657:+hydrocodone 15598:+paracetamol 15567:Remifentanil 15557:Proheptazine 15487:Ketobemidone 15427:Alphaprodine 15374:+paracetamol 15362:Nicomorphine 15357:Nicodicodine 15313:+paracetamol 15285:+paracetamol 15268:Desomorphine 15197:+paracetamol 15057: 15009:combinations 14859: 14825:Morniflumate 14817: 14788:Floctafenine 14773:Azapropazone 14757: 14741: 14717:Tarenflurbil 14702:Piketoprofen 14697:Pelubiprofen 14684: 14652: 14648:Flurbiprofen 14623:Dexibuprofen 14613:Benoxaprofen 14608:Alminoprofen 14571: 14436: 14366:Salicylamide 14304: 14303: 14268: 14244:Mofebutazone 14224:Famprofazone 14219:Difenamizole 14209:Azapropazone 14044:Combinations 13979:Isotretinoin 13926:Drospirenone 13916:Bicalutamide 13868:Erythromycin 13834: 13774:Tea tree oil 13754:Azelaic acid 13626:Fibrinolysin 13596:Anistreplase 13574:Desmoteplase 13569:Tenecteplase 13470:Ximelagatran 13320:Fondaparinux 13259:antithrombin 13215:Diphenadione 13092:Dipyridamole 13035:Dipyridamole 12991: 12974:Treprostinil 12969:Prostacyclin 12848:Eptifibatide 12725: 12696: 12692: 12657: 12653: 12626:. Retrieved 12612: 12593: 12587: 12575:. Retrieved 12546:. Retrieved 12542:the original 12537: 12532:Edwards SH. 12513: 12504: 12495:The Guardian 12493: 12484: 12475: 12466: 12444:(1): 47–55. 12441: 12437: 12431: 12396: 12392: 12382: 12337: 12334:Biomedicines 12333: 12323: 12290: 12286: 12279: 12238: 12234: 12228: 12203: 12199: 12193: 12176: 12172: 12166: 12141: 12137: 12131: 12107: 12100: 12075: 12071: 12065: 12056: 12046: 12021: 12017: 12010: 11975: 11971: 11939: 11933: 11900: 11896: 11890: 11866: 11859: 11828:(4): 566–9. 11825: 11821: 11815: 11792: 11780:. Retrieved 11767: 11730: 11726: 11719: 11710: 11683: 11679: 11669: 11636: 11632: 11601:(6): 691–3. 11598: 11594: 11588: 11561: 11557: 11547: 11514: 11510: 11504: 11469: 11465: 11455: 11420: 11416: 11406: 11371: 11367: 11357: 11325:(5): 620–9. 11322: 11318: 11312: 11279: 11275: 11269: 11244: 11240: 11234: 11212:(1): 101–6. 11209: 11205: 11199: 11167:(1): 28–39. 11164: 11160: 11107:(1): 16710. 11104: 11100: 11073:. Retrieved 11069:the original 11064: 11055: 11043:. Retrieved 11038: 11029: 11002: 10998: 10950: 10946: 10936: 10901: 10897: 10887: 10852: 10848: 10838: 10821: 10817: 10811: 10776: 10772: 10762: 10737: 10733: 10727: 10715:. Retrieved 10701: 10664: 10660: 10650: 10623: 10619: 10609: 10576: 10572: 10566: 10531: 10527: 10517: 10482: 10478: 10468: 10459: 10449: 10412: 10408: 10398: 10373: 10369: 10323: 10319: 10271: 10267: 10257: 10222: 10218: 10208: 10173: 10169: 10159: 10147:. Retrieved 10143:the original 10133: 10113: 10106: 10094:. Retrieved 10052: 10048: 10042: 10018: 10014: 10001: 9989:. Retrieved 9985:the original 9958:. Retrieved 9923:. Retrieved 9918: 9882:. Retrieved 9873: 9833: 9827: 9786: 9782: 9776: 9736:(2): 78–87. 9733: 9729: 9719: 9707:. Retrieved 9702: 9663: 9659: 9649: 9637:. Retrieved 9627: 9609: 9588:. 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Retrieved 7635: 7616: 7591: 7587: 7581: 7546: 7542: 7532: 7508:(3): e91-4. 7505: 7501: 7491: 7464: 7460: 7450: 7423: 7419: 7409: 7382: 7378: 7368: 7341: 7337: 7297: 7293: 7283: 7256: 7252: 7242: 7215: 7211: 7201: 7166: 7162: 7152: 7125: 7121: 7111: 7078: 7074: 7061: 7049:. Retrieved 7045:the original 7030: 6993: 6989: 6979: 6942: 6938: 6928: 6901: 6897: 6887: 6852: 6848: 6796: 6792: 6756: 6746: 6719: 6715: 6705: 6694:the original 6689: 6685: 6679:"51 FR 8180" 6673: 6661:. Retrieved 6647: 6633:(12): 1472. 6630: 6626: 6620: 6590:(7): 741–6. 6587: 6583: 6577: 6540: 6536: 6526: 6509: 6505: 6499: 6464: 6460: 6450: 6417: 6413: 6407: 6377:(3): 331–7. 6374: 6370: 6364: 6339: 6335: 6329: 6294: 6290: 6280: 6255: 6251: 6245: 6231:(5): 913–8. 6228: 6224: 6218: 6193: 6189: 6143: 6139: 6129: 6082: 6078: 6068: 6031: 6027: 6017: 6005:. Retrieved 6001:the original 5977: 5965:. Retrieved 5937: 5925:. Retrieved 5918:the original 5901: 5889:. 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Retrieved 3219: 3210: 3185: 3181: 3171: 3142: 3134:veterinarian 3126:relieve pain 3119: 3107: 3104:In gardening 3098: 3087: 3083: 3081: 3069: 3053: 3044:penicillin G 3024:methotrexate 2993: 2990:Interactions 2944: 2921:heart attack 2914: 2906: 2895: 2872: 2861: 2849: 2840: 2832:bronchospasm 2825: 2781: 2751: 2738: 2723: 2714: 2710:Alka-Seltzer 2687: 2683: 2672: 2658:dengue fever 2622:bronchospasm 2599: 2578: 2569: 2562: 2538: 2523: 2497: 2487: 2478: 2474:noncompliant 2470: 2451:anti-tumoral 2448: 2441: 2434: 2423: 2415: 2407: 2394: 2380: 2377: 2365: 2350: 2307: 2298: 2260: 2256: 2252:heart attack 2249: 2236:inflammation 2229: 2226:Inflammation 2185: 2150: 2134:Effervescent 2126:combinations 2103: 2086:heart attack 2078:pericarditis 2067: 2036: 2013: 2009: 2005: 1976: 1957:in 1956 and 1952: 1946: 1926: 1887: 1831: 1814: 1810: 1784: 1777: 1746: 1714: 1704:January 2023 1701: 1697:adding to it 1692: 1676:Formulations 1667: 1651: 1622:lipoxygenase 1615: 1596: 1569: 1556:hypothalamic 1549: 1526: 1503: 1482:thromboxanes 1464: 1445: 1424:through the 1419: 1415:acetonitrile 1406: 1405: 1400: 1392: 1388: 1386: 1378:Polymorphism 1376: 1367:Polymorphism 1357: 1348:Aspirin, an 1347: 1335: 1318: 1263: 1219: 1180: 1170: 1164: 1161: 1157: 1145: 1143: 1136: 1108: 1087: 1077: 1030: 1011: 1003:pericarditis 993:, and as an 991:inflammation 974: 970: 966: 965: 954:   467:Elimination 359:Legal status 353:Legal status 222:License data 169: 46: 32: 19224:Precursors: 19164:Nicogrelate 19144:Furegrelate 19085:Bimatoprost 18995:Trifenagrel 18985:Tiflamizole 18955:Rutecarpine 18940:Resveratrol 18881:Glimepiride 18846:Anitrazafen 18824:Robenacoxib 18804:Lumiracoxib 18737:Acetanilide 18679:Antrafenine 18637:Ampiroxicam 18531:Pranoprofen 18516:Naproxcinod 18409:Zidometacin 18334:Fenclofenac 18259:Aceclofenac 18197:Ethenzamide 18192:Dipyrocetyl 18087:Rosaprostol 18067:Posaraprost 18052:Penprostene 18042:Ornoprostil 18022:Mexiprostil 18017:Meteneprost 17972:Eptaloprost 17947:Dimoxaprost 17912:Arbaprostil 17866:Seratrodast 17758:BMS-180,291 17589:Carbacyclin 17539:Unoprostone 17519:(dinoprost) 17502:Latanoprost 17477:Bimatoprost 17472:Alfaprostol 17428:(dinoprost) 17367:ONO-AE3-208 17319:Misoprostol 17275:Sulprostone 17265:Remiprostol 17234:Misoprostol 17229:Latanoprost 17204:Carbacyclin 17165:PF-04418948 17127:Misoprostol 17063:Sulprostone 17040:Misoprostol 17030:Latanoprost 16964:Vidupiprant 16954:Timapiprant 16949:Setipiprant 16924:Fevipiprant 16891:Indometacin 16862:Vidupiprant 16857:Laropiprant 16679:Ethenzamide 16603:Salicylates 16539:from market 16483:Frunevetmab 16463:Bedinvetmab 16372:PF-05089771 16281:Mirogabalin 16242:Ion channel 16212:Cannabidiol 16165:Benzydamine 16108:Pyrazolones 16090:Wintergreen 16040:Ethenzamide 16035:Dipyrocetyl 15992:Salicylates 15934:Lumiracoxib 15870:Indometacin 15798:Zaltoprofen 15717:Propionates 15627:Acetanilide 15618:Paracetamol 15552:Piritramide 15537:Phenazocine 15532:Phenadoxone 15522:Pentazocine 15517:Oliceridine 15512:Norpipanone 15481:+fluanisone 15462:Dimenoxadol 15442:Carfentanil 15437:Bezitramide 15432:Anileridine 15401:Papaveretum 15396:Oxymorphone 15390:+naltrexone 15352:Nicocodeine 15337:Levorphanol 15306:Hydrocodone 15263:Butorphanol 15208:+naltrexone 14958:Glucosamine 14938:Benzydamine 14907:Robenacoxib 14892:Lumiracoxib 14783:Etofenamate 14748:Naproxcinod 14737:Zaltoprofen 14547:Ampiroxicam 14469:Indometacin 14397:Aceclofenac 14388:derivatives 14386:acetic acid 14336:Ethenzamide 14331:Dipyrocetyl 14296:salicylates 14186:pyrazolones 14107:from market 14015:Epristeride 13999:Trifarotene 13984:Motretinide 13892:Doxycycline 13887:Minocycline 13882:Lymecycline 13858:Clindamycin 13850:Antibiotics 13825:Niacinamide 13784:Keratolytic 13675:from market 13496:Defibrotide 13424:Bivalirudin 13393:Rivaroxaban 13332:Heparinoids 13325:Idraparinux 13226:Tioclomarol 13220:Phenindione 13210:Clorindione 13113:Cloricromen 12907:Ticlopidine 12897:Clopidogrel 9590:4 September 9453:: 112–116. 9379:2158/323452 9254:Circulation 8337:: 230–238. 8244:2434/730600 7163:Circulation 6990:Circulation 6663:25 November 6543:: 490–503. 6102:1885/154654 5764:17 February 4602:: 108–115. 3226:29 December 3145:glucuronide 3012:tolbutamide 2788:fatty liver 2728:(CRVO) and 2294:blood clots 2292:to prevent 2282:clopidogrel 2200:antipyretic 2176:sumatriptan 2172:combination 2064:Medical use 1910:Middle Ages 1805:, and with 1795:Conjugation 1787:metabolized 1661:. NF-κB, a 1584:prostanoids 1560:blood clots 1290:acetic acid 1222:flour mills 1084:willow tree 1031:One common 1022:blood clots 837: g·mol 786:100.000.059 688:CHEBI:15365 501:Identifiers 208:MedlinePlus 160:Other names 148:Trade names 35:(TV series) 19325:Categories 19194:Samixogrel 19189:Rolafagrel 19174:Picotamide 19154:Midazogrel 19129:Camonagrel 18990:Timegadine 18935:Pamicogrel 18906:Licofelone 18886:Hyperforin 18851:Clobuzarit 18839:Valdecoxib 18834:Tilmacoxib 18819:Polmacoxib 18794:Etoricoxib 18762:Phenacetin 18730:Nimesulide 18708:Clonixeril 18701:Proquazone 18657:Lornoxicam 18556:Vedaprofen 18506:Miroprofen 18501:Loxoprofen 18496:Ketoprofen 18491:Indoprofen 18466:Fenoprofen 18379:Oxametacin 18374:Nabumetone 18314:Diclofenac 18309:Clometacin 18304:Cinmetacin 18299:Bumadizone 18279:Alclofenac 18264:Acemetacin 18202:Guacetisal 18187:Diflunisal 18137:inhibitors 18102:Tilsuprost 18082:Rivenprost 18077:Rioprostil 18072:Prostalene 18057:Pimilprost 18047:Oxoprostol 18037:Nocloprost 18012:Luprostiol 18002:Lanproston 17997:Froxiprost 17992:Flunoprost 17982:Etiproston 17967:Enisoprost 17962:Eganoprost 17922:Ciprostene 17891:Terutroban 17881:Sulotroban 17861:Samixogrel 17846:Ramatroban 17833:Picotamide 17818:Mipitroban 17813:Linotroban 17798:Imitrodast 17788:ICI-192605 17783:ICI-185282 17768:Domitroban 17748:Argatroban 17647:Taprostene 17569:ACT-333679 17534:Travoprost 17529:Tafluprost 17524:Sulotroban 17482:Carboprost 17438:Taprenepag 17419:Omidenepag 17414:Nocloprost 17404:Evatanepag 17399:Carboprost 17352:Grapiprant 16944:Ramatroban 16852:Asapiprant 16772:modulators 16766:Prostanoid 16694:Homosalate 16684:Diflunisal 16669:Benorilate 16513:Rimazolium 16508:Proglumide 16453:Analgecine 16390:Flupirtine 16333:Mexiletine 16314:Lacosamide 16291:Ziconotide 16286:Pregabalin 16276:Leconotide 16266:Gabapentin 16244:modulators 16227:Nabiximols 16190:Proquazone 16185:Nimesulide 16180:Nabumetone 16131:Nifenazone 16045:Guacetisal 16030:Diflunisal 16015:Benorylate 15949:Valdecoxib 15929:Etoricoxib 15860:Diclofenac 15850:Acemetacin 15819:Lornoxicam 15773:Loxoprofen 15760:Ketoprofen 15729:Fenoprofen 15694:Phenacetin 15672:+oxycodone 15662:+ibuprofen 15594:+celecoxib 15577:Tapentadol 15572:Sufentanil 15547:Piminodine 15497:Meptazinol 15492:Lofentanil 15467:Dipipanone 15422:Alfentanil 15382:+ibuprofen 15347:Nalbuphine 15317:+ibuprofen 15149:Analgesics 14988:Proquazone 14978:Nimesulide 14973:Nabumetone 14968:Hyperforin 14917:Valdecoxib 14882:Etoricoxib 14732:Vedaprofen 14680:Miroprofen 14675:Loxoprofen 14670:Ketoprofen 14665:Indoprofen 14638:Fenoprofen 14562:Lornoxicam 14499:Oxametacin 14438:Diclofenac 14432:Bumadizone 14407:Alclofenac 14402:Acemetacin 14341:Guacetisal 14326:Diflunisal 14316:Benorylate 14286:Suxibuzone 14254:Nifenazone 14239:Metamizole 13989:Tazarotene 13601:Monteplase 13518:Ramatroban 13501:Nafamostat 13486:Abelacimab 13465:Melagatran 13450:Dabigatran 13445:Argatroban 13388:Otamixaban 13373:Betrixaban 13361:("xabans") 13347:Sulodexide 13337:Danaparoid 13308:Tinzaparin 13298:Parnaparin 13293:Nadroparin 13288:Enoxaparin 13283:Dalteparin 13278:Certoparin 13238:inhibitors 13186:Dicoumarol 13087:Cilostazol 13067:Terutroban 13045:Picotamide 12934:Ticagrelor 12918:nucleoside 12914:Nucleotide 12884:inhibitors 12863:Sibrafiban 12762:(ATC code) 12577:19 January 12548:20 January 12340:(2): 263. 12235:The Lancet 11822:Pediatrics 11340:10324/2904 10667:(4): 137. 9925:15 October 9884:15 October 8528:: 578071. 7918:(Review). 7783:: 327341. 5891:24 January 5348:Pediatrics 5195:Pediatrics 5043:(review). 4818:Oncotarget 3163:References 3032:probenecid 2856:angioedema 2800:chickenpox 2754:salicylate 2734:thrombotic 2708:, used in 2646:hemophilia 2585:drug label 2556:mg and 325 2548:mg and 325 2465:See also: 2461:Resistance 2420:Other uses 2386:Psychiatry 2290:ticagrelor 2280:, such as 2210:, and the 1894:salicylate 1892:and other 1518:diclofenac 1432:proton to 1268:reaction. 1207:hydrolyses 1199:hydroxides 1191:carbonates 1160:(cetyl) + 1065:infections 842:3D model ( 830:Molar mass 719:PDB ligand 641:R16CO5Y76E 612:ChemSpider 572:IUPHAR/BPS 527:CAS Number 510:IUPAC name 446:Metabolism 396:(GSL, OTC) 296:Drug class 27:Medication 19199:Terbogrel 19179:Pirmagrel 19139:Dazoxiben 19134:Dazmegrel 19027:Retinoids 18945:Romazarit 18891:Itazigrel 18876:FR-122047 18871:Flumizole 18829:Rofecoxib 18814:Parecoxib 18809:Mavacoxib 18799:Firocoxib 18789:Deracoxib 18784:Cimicoxib 18779:Celecoxib 18774:Apricoxib 18725:Flosulide 18689:Glafenine 18672:Tenoxicam 18667:Piroxicam 18662:Meloxicam 18546:Tepoxalin 18526:Pirprofen 18521:Oxaprozin 18486:Ibuproxam 18481:Ibuprofen 18441:Carprofen 18436:Butibufen 18414:Zomepirac 18384:Oxindanac 18369:Mofezolac 18364:Lonazolac 18359:Ketorolac 18339:Fentiazac 18294:Bufexamac 18289:Bromfenac 18269:Aclofenac 18252:Triflusal 18242:Salsalate 18167:Aloxiprin 18117:Viprostol 18062:Piriprost 18032:Nileprost 18007:Limaprost 17957:Ecraprost 17952:Doxaprost 17942:Deprostil 17927:Clinprost 17886:Terbogrel 17876:SQ-29,548 17871:SQ-28,668 17828:ONO-11120 17793:Ifetroban 17763:Daltroban 17753:Bay U3405 17723:Vapiprost 17694:Agonists: 17667:RO1138452 17642:Selexipag 17637:Ralinepag 17594:Cicaprost 17584:BMY-45778 17579:Beraprost 17566:Agonists: 17492:Enprostil 17469:Agonists: 17433:Simenepag 17409:Gemeprost 17383:Agonists: 17357:GW-627368 17311:Agonists: 17214:Enprostil 17209:Cicaprost 17199:Beraprost 17196:Agonists: 17122:Butaprost 17119:Agonists: 17020:Enprostil 17015:Beraprost 17012:Agonists: 16919:Bay U3405 16888:Agonists: 16831:Agonists: 16769:signaling 16674:Salsalate 16624:Aloxiprin 16549:Phase III 16537:Withdrawn 16518:Tanezumab 16478:Clonidine 16473:Capsaicin 16327:lidocaine 16175:Glafenine 16136:Phenazone 16080:Salsalate 16010:Aloxiprin 15959:Fenamates 15944:Rofecoxib 15939:Parecoxib 15923:+tramadol 15916:Celecoxib 15898:Zomepirac 15883:Ketorolac 15855:Bromfenac 15834:Tenoxicam 15829:Piroxicam 15824:Meloxicam 15783:Oxaprozin 15739:Ibuprofen 15682:+tramadol 15637:Butacetin 15502:Methadone 15415:Synthetic 15386:+naloxone 15367:Oxycodone 15296:Etorphine 15257:+naloxone 15224:Paregoric 15058:underline 14983:Oxaceprol 14948:Diacerein 14912:Rofecoxib 14902:Parecoxib 14897:Mavacoxib 14887:Firocoxib 14877:Deracoxib 14872:Cimicoxib 14866:+tramadol 14861:Celecoxib 14855:Apricoxib 14808:Glafenine 14803:Flutiazin 14764:fenamates 14722:Tepoxalin 14707:Pirprofen 14692:Oxaprozin 14660:Ibuproxam 14654:Ibuprofen 14618:Carprofen 14584:Tenoxicam 14579:Pivoxicam 14573:Piroxicam 14567:Meloxicam 14529:Zomepirac 14494:Mofezolac 14489:Lonazolac 14484:Ketorolac 14464:Fentiazac 14427:Bufexamac 14422:Bromfenac 14356:Salsalate 14311:Aloxiprin 14264:Phenazone 14229:Feprazone 14214:Clofezone 14117:Phase III 14105:Withdrawn 14035:Tioxolone 13994:Tretinoin 13974:Adapalene 13966:Retinoids 13949:Estradiol 13944:Estrogens 13931:Flutamide 13830:Ibuprofen 13685:Phase III 13673:Withdrawn 13589:Urokinase 13584:Saruplase 13564:Reteplase 13559:Alteplase 13506:Protein C 13460:Inogatran 13455:Efegatran 13441:Univalent 13434:Lepirudin 13429:Desirudin 13378:Darexaban 13303:Reviparin 13273:Bemiparin 13236:Factor Xa 13172:Coumarins 13149:(inhibit 13123:Vorapaxar 13097:Triflusal 13062:Terbogrel 13050:Terbogrel 13039:+ aspirin 13012:Triflusal 13007:Indobufen 12997:Aloxiprin 12959:Beraprost 12929:Elinogrel 12924:Cangrelor 12902:Prasugrel 12868:Tirofiban 12858:Roxifiban 12853:Orbofiban 12843:Abciximab 12722:"Aspirin" 12569:. Merck. 12356:2227-9059 12307:0028-4793 12255:0140-6736 12179:: 83–90. 11423:: j5157. 11045:24 August 10298:253194139 9819:237214969 9803:0028-4793 9750:1941-7713 9562:222234431 8435:(1): 27. 8384:(1): 67. 8359:237485915 7051:28 August 5882:"Aspirin" 5376:245036862 5354:: 800–7. 5145:0735-1097 4796:1094-2912 4518:: 49–63. 3803:"Aspirin" 3721:30 August 3696:30 August 3463:"Aspirin" 3412:CRC Press 3361:"Aspirin" 3331:. WebMD. 3306:20 August 3278:9 January 3220:Drugs.com 3028:phenytoin 2768:cascade. 2690:Buffering 2630:gastritis 2602:ibuprofen 2504:mg and 81 2286:prasugrel 2272:, a U.S. 2138:migraines 2106:ibuprofen 2012:alicylic 1989:Trademark 1963:John Vane 1959:ibuprofen 1860:cirrhosis 1749:weak acid 1638:resolvins 1599:rofecoxib 1522:ibuprofen 1413:from hot 1403:aspirin. 1393:anhydride 1294:byproduct 1260:Synthesis 1150:trademark 1080:precursor 1061:pregnancy 1026:platelets 989:, and/or 492:Excretion 469:half-life 278:Routes of 252:Pregnancy 200:Monograph 194:Drugs.com 19315:Medicine 19275:See also 19184:Ridogrel 19159:Nafagrel 19149:Isbogrel 19032:Selenium 19000:Tropesin 18975:SC-58125 18960:Satigrel 18925:NCX-4040 18901:L-670596 18896:L-655240 18856:Curcumin 18718:Flunixin 18713:Clonixin 18652:Isoxicam 18647:Enolicam 18642:Droxicam 18620:Isopyrin 18615:Dipyrone 18536:Suprofen 18511:Naproxen 18461:Fenbufen 18404:Tolmetin 18394:Sulindac 18329:Felbinac 18324:Etodolac 18284:Bendazac 18097:Tiaprost 17917:Ataprost 17905:Unsorted 17851:Ridogrel 17823:ONO-3708 17808:L-670596 17803:L-655240 17778:GR-32191 17394:Aganepag 17376:Unsorted 17362:L-161982 17342:TCS-2510 17285:L-798106 17170:TG 4-155 17093:SC-51322 17088:SC-51089 17083:SC-19220 17078:ONO-8130 16914:AZD-1981 16909:ADC-3680 16780:Receptor 16709:Aluminon 16488:Ketamine 16367:Funapide 16362:DSP-2230 16222:Nabilone 16217:Cannabis 16121:Ampyrone 15893:Tolmetin 15888:Sulindac 15865:Etodolac 15843:Acetates 15814:Isoxicam 15788:Suprofen 15778:Naproxen 15652:+codeine 15587:Tramadol 15582:Tilidine 15562:Propiram 15477:Fentanyl 15457:Dezocine 15406:Thebacon 15378:+aspirin 15321:+aspirin 15219:Laudanum 15204:Morphine 15192:+aspirin 15087:category 14848:(coxibs) 14798:Flunixin 14778:Clonixin 14712:Suprofen 14686:Naproxen 14633:Fenbufen 14557:Isoxicam 14552:Droxicam 14524:Tolmetin 14519:Tiopinac 14514:Sulindac 14479:Isoxepac 14454:Felbinac 14449:Etodolac 14417:Bendazac 14249:Morazone 14234:Kebuzone 14204:Ampyrone 14025:Pelretin 14020:Mesulfen 13903:Hormonal 13415:Bivalent 13383:Edoxaban 13368:Apixaban 13201:Warfarin 13118:Ditazole 12964:Iloprost 12920:analogs 12705:44442097 12684:46794541 12676:28106908 12622:Archived 12571:Archived 12458:15998890 12423:32957311 12393:Medicine 12374:35203473 12271:21071664 12038:18359332 12002:48361086 11994:29891025 11850:12738659 11807:Archived 11803:Medscape 11776:Archived 11747:17053008 11702:16322483 11661:22997730 11615:19506128 11580:19364926 11539:29909460 11531:15281324 11496:30325305 11447:29175902 11398:26889740 11349:22437068 11226:10674573 11191:52276808 11183:30216468 11139:30420763 11021:10228187 10977:12736364 10928:26780742 10879:24769221 10855:: 1–25. 10830:17218764 10803:22688422 10795:14984384 10754:13883982 10711:Archived 10693:37103016 10684:10145431 10642:17556027 10593:18923189 10558:17698822 10501:16794200 10441:34466020 10390:11007221 10350:12411346 10290:36341885 10249:35430328 10200:23345599 10149:28 April 10096:28 April 10090:Archived 10031:Archived 10027:16247191 9954:Archived 9811:34407352 9768:20031819 9703:Medscape 9682:19293072 9584:Archived 9554:33037568 9516:17698681 9467:28431593 9431:38147668 9423:29352056 9388:18242733 9343:24201035 9284:23212718 9227:18680540 9186:18202034 9134:22245507 9126:17456544 9090:36059148 9029:27640943 8993:26372982 8985:22441437 8944:31684684 8895:17054199 8846:20109049 8797:14517527 8761:18695275 8703:32256401 8652:31425623 8603:28425093 8554:33613260 8503:56483705 8495:30549489 8459:29362444 8410:36678565 8351:34509090 8306:30221595 8253:32272209 8187:27064677 8146:17339621 8105:24714632 8064:24074752 8013:22517822 7972:26701413 7936:28577622 7893:22473097 7858:22084361 7809:22649288 7758:25096604 7685:35471505 7608:19576352 7573:21306212 7524:20944898 7483:16364973 7442:16603580 7401:16100022 7360:34458905 7316:28886622 7275:27036918 7234:30522654 7193:32795096 7144:25718355 7103:15459216 7095:11519503 7022:32223674 6971:30221597 6920:30146931 6879:30017552 6825:30894318 6769:Archived 6765:25340241 6738:19597002 6657:Archived 6639:20000310 6612:22361194 6604:18711704 6569:20305990 6518:21302868 6491:18187725 6442:10418793 6399:44459366 6391:18451718 6356:10868553 6321:25502052 6272:14592563 6237:15768621 6210:22440112 6172:30221597 6121:30221596 6060:22231610 5961:Archived 5868:17948100 5827:Archived 5823:CBC News 5805:Archived 5621:14523031 5515:11971828 5417:17364628 5368:13723722 5223:29427204 5104:21475861 5063:21475861 5022:19212664 4954:22517326 4897:20457564 4848:29467962 4755:16880431 4714:15238606 4665:44832283 4657:10792129 4616:26546723 4581:23747022 4532:25895638 4497:39103383 4489:18030055 4448:17691994 4394:19482214 4278:Archived 4256:14592543 4168:17139692 4133:16316223 4098:26031248 4044:12 April 4020:Archived 3888:Archived 3866:Archived 3716:ClinCalc 3690:Archived 3686:ClinCalc 3656:(2023). 3640:12374850 3471:Archived 3386:CID 2244 3333:Archived 3194:44442097 3050:Research 3020:warfarin 2996:interact 2960:dialysis 2935:Overdose 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