Knowledge

Nimesulide

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Pakistan), Nise (Russia, Venezuela, Vietnam, Ukraine), Nilsid (Egypt); Aulin (Bulgaria, Czech Republic, Italy, Romania, Poland), Ainex, Drexel, Donulide, Edrigyl, Enetra, Heugan, Mesulid, Minapon, NeRelid, Nexen, Nidolon, Nilden (Mexico); Emsulide, Nimed, Nimedex, Nimesil (Czech Republic, Moldova, Latvia, Lithuania, Kazhakhstan, Georgia, Poland), Nimulid (Trinidad & Tobago), Nimutab, Nimdase, Nimopen-MP Nise, Nimuwin, Nisulid, Nodard Plus, Nicip, Nimcap, Nic-P, Nic-Spas, Nimupain (India); Mesulid, Novolid, Relmex (Ecuador); Remisid (Ukraine); Coxulid, Emulid, Frenag, Fuzo, Motival, Nimeksil, Nimelid, Nîmes, Nimesdin, Romasulid, Sulidin, Suljel, Thermo Sulidin (Turkey), Xilox (Hungary); Modact-IR (Pakistan); and ad Sulidene and Zolan for veterinary use. Many generic and copy-products also exist (Lusemin, Medicox, Nidol, Nimalox, Nimesil, Nimotas, Nimulid, Nizer, Sorini, Ventor, Vionim, Neolide, Willgo among others), new-aid, Nexulide (Syria), Nims, Nice, Nimulide (Nepal)
1213: 458: 435: 2680: 2700: 745:, nimesulide has been withdrawn from market in several countries (Mexico, Spain, Finland, Belgium, and Ireland). Liver problems have resulted in both deaths and the need for transplantation. Although the frequency of nimesulide-induced liver injury is estimated at around 1 in 50,000 patients and is less common when use is limited to 15 days, severe injury has occurred in as little as three days after starting the medication. 714: 2690: 29: 926:
On September 21, 2007 the EMA released a press release on their review on the liver-related safety of nimesulide. The EMA has concluded that the benefits of these medicines outweigh their risks, but that there is a need to limit the duration of use to ensure that the risk of patients developing liver
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and other media outlets reported that a top-ranking official at Italy's medicines agency AIFA had been filmed by police while accepting bribes from employees of pharmaceutical companies. The money allegedly was being paid to ensure that certain drugs would be spared scrutiny from the drugs watchdog.
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The therapeutic effects of nimesulide are the result of its complex mode of action, which targets a number of key mediators of the inflammatory process such as: COX-2 mediated prostaglandins, free radicals, proteolytic enzymes, and histamine. Clinical evidence is available to support a particularly
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has decided to suspend Nimesulide from the Irish market and refer it to the EU Committee for Human Medicinal Products (CHMP) for a review of its benefit/risk profile. The decision is due to the reporting of six cases of potentially-related liver failures to the IMB by the National Liver Transplant
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Nimesulide is available throughout the world as original product with the following trademarks: Sulide, Nimalox, Mesulid (Novartis, Brazil, Boehringer Ingelheim, Greece, Italy), Coxtal (Sanofi, China, Bulgaria), Sintalgin (Abbott, Brazil), Eskaflam (GSK, Brazil, Mexico), Octaprin, Nimside (Teva,
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It may be used for pain, including period pains. Nimesulide is not recommended long-term, as for chronic conditions such as arthritis. This is due to its association with an increased risk of liver toxicity, including liver failure. Despite its risk of hepatotoxicity, a 2012 evaluation by the
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The investigation had started in 2005 following suspicions that some AIFA drug tests had been faked. Eight arrests were made. Nimesulide can be bought carrying a prescription from a physician that is kept as a receipt at the chemist shop, nominally allowing strong control over selling.
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reported that the Union Ministry of Health and Family Welfare finally had decided to suspend the pediatric use of the analgesic, Nimesulide suspension. From 10 March 2011 onward Nimesulide formulations are not indicated for human use in children below 12 years of age.
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The original manufacturer of nimesulide is Helsinn Healthcare SA, Switzerland, which acquired the rights for the drug in 1976. After the patent protection terminated in 2015, a number of other companies started production and marketing of Nimesulide.
1027: 643:. It has a multifactorial mode of action and is characterized by a fast onset of action. It works by blocking the production of prostaglandins (a chemical associated with pain), thereby relieving pain and inflammation. 676:
Less than 10 days of nimesulide does not appear to increase the risk of hypothermia, gastrointestinal bleeding, epigastric pain, vomiting, diarrhea, or transient, asymptomatic elevation of liver enzymes compared to
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Women should use the drug with caution during lactation and nimesulide is contraindicated during pregnancy, and research suggest that it is also contraindicated in lactating women.
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Bianchi M, Broggini M (2003). "A randomised, double-blind, clinical trial comparing the efficacy of nimesulide, celecoxib and rofecoxib in osteoarthritis of the knee".
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problems is kept to a minimum. Therefore, the EMA has limited the use of systemic formulations (tablets, solutions, suppositories) of nimesulide to 15 days.
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Laporte JR, Ibáñez L, Vidal X, Vendrell L, Leone R (2004). "Upper gastrointestinal bleeding associated with the use of NSAIDs: newer versus older agents".
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Nimesulide has a relatively rapid onset of action, with meaningful reductions in pain and inflammation observed within 15 minutes from drug intake.
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On September 13, 2011 Madras High Court revoked a suspension on manufacture and sale of paediatric drugs nimesulide and phenylpropanolamine (PPA).
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Suleyman H, Cadirci E, Albayrak A, Halici Z (2008). "Nimesulide is a selective COX-2 inhibitory, atypical non-steroidal anti-inflammatory drug".
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does not necessitate dosage adjustment, while in patients with severe chronic kidney disease or liver disease, nimesulide is contraindicated.
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Nimesulide is available in a variety of forms: tablets, powder for dissolution in water, suppositories, mouth dissolving tablets, and
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Gupta P, Sachdev HP (June 2003). "Safety of oral use of nimesulide in children: systematic review of randomized controlled trials".
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Rainsford KD (June 2006). "Nimesulide -- a multifactorial approach to inflammation and pain: scientific and clinical consensus".
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Caiazzo E, Ialenti A, Cicala C (April 2019). "The relatively selective cyclooxygenase-2 inhibitor nimesulide: What's going on?".
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Nimesulide undergoes extensive biotransformation, mainly to 4-hydroxynimesulide (which also appears to be biologically active).
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for the first time as Aulin and Mesulid in 1985 and is available in more than 50 countries worldwide, including among others
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Safety of nimesulide. CD ROM, Appropriate Use of Antipyretics / Analgesics in Children, Health Informatics, New Delhi, 2004.
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provided that the duration of use is limited to 15 days and the dose does not exceed 200 mg/day.
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Khan RA, Rahman SZ (2004). "Nimesulide Induced Coronary Artery Insufficiency – A Case Report".
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InChI=1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h2-9,14H,1H3
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Rahman SZ, Khan RA (2004). "Is nimesulide safe in a cardiovascular-Compromised patient?".
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Khan RA, Rahman SZ (2004). "A Case Report on Nimesulide and its Relation with Angina".
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Continuous use of nimesulide (more than 15 days) may cause the following side effects:
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Food, sex, and advanced age have negligible effects on nimesulide pharmacokinetics.
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in children. However, data does not speak to populations less than 6 months old.
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It should be avoided by children under 12 and people with liver problems.
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indicates initially developed first-in-class compound of specific group;
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Bernareggi A (October 1998). "Clinical pharmacokinetics of nimesulide".
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CDSCO website-wide gazette notification GSR 82(E) dated 10.03.2011.
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Nimesulide is absorbed rapidly following oral administration.
4721: 1239: 841: 520: 374: 28: 419: 354: 1439: 1487:. Bazylea, Boston, Berlin: Birkhäuser Verlag. p. 7. 1324:"Nimesulide Tablets: Summary of Product Characteristics" 944:. These cases occurred in the period from 1999 to 2006. 832:
good profile in terms of gastrointestinal tolerability.
1275: 1273: 1271: 1169: 1055: 1024:"Current status: European Commission final decision" 2852: 2795: 2744: 282: 4133: 3275: 3160: 3083: 2976: 2958: 2777: 1349: 1347: 1268: 5280: 5054: 5035: 4990: 3432: 1092: 262: 1396: 1170:McNaughton R, Huet G, Shakir S (January 2014). 237: 5096: 1344: 1235: 1233: 1051: 1049: 1047: 1045: 5073: 3529: 2730: 1746: 1678:"Mazzette per evitare i controlli sull'Aulin" 1226:https://www.ncbi.nlm.nih.gov/books/NBK547948/ 785:(NSAID), acting specifically as a relatively 620:properties. Its approved indications are the 3657: 1098: 922:EMA confirms the positive benefit/risk ratio 624:of acute pain, the symptomatic treatment of 220:-(4-Nitro-2-phenoxyphenyl)methanesulfonamide 1576:"Nimesulide for kids to be banned, finally" 1230: 1042: 142:In general: ℞ (Prescription only) 2737: 2723: 1753: 1739: 1675: 1554: 1535: 1516: 1279: 700: 456: 433: 322: 1482: 1353: 1195: 1131:www.pharmaceutical-drug-manufacturers.com 980: 978: 976: 952:In May 2008, Italy's leading daily paper 342: 930: 712: 5294:Drugs with unknown mechanisms of action 1573: 429: 302: 5281: 4128: 973: 887: 876:. Nimesulide has never been filed for 447: 2718: 1762:Non-steroidal anti-inflammatory drugs 1734: 1004:from the original on 23 December 2017 402: 382: 50: 5309:Nonsteroidal anti-inflammatory drugs 4751:Selective COX-2 inhibitors (coxibs): 2689: 1702:. Manufacturing Chemist. 22 May 2008 1356:Current Medical Research and Opinion 1030:from the original on 19 October 2014 728: 552:(=O)c2cc(Oc1ccccc1)c(cc2)NS(=O)(=O)C 103: 93: 2860:Tooltip Prostaglandin D2 receptor 2 2803:Tooltip Prostaglandin D2 receptor 1 2340:COX-inhibiting nitric oxide donator 1574:Thacker, Teena (12 February 2011). 1151:(in Spanish). Cofepris. 30 May 2019 807: 783:nonsteroidal anti-inflammatory drug 776: 610:nonsteroidal anti-inflammatory drug 362: 253: 13: 4722:AM-404 (N-arachidonoylaminophenol) 4540:Anthranilic acids (fenamic acids): 4192:Mesalazine (5-aminosalicylic acid) 3283:Tooltip Prostaglandin EP4 receptor 3168:Tooltip Prostaglandin EP3 receptor 3091:Tooltip Prostaglandin EP2 receptor 2984:Tooltip Prostaglandin EP1 receptor 906:Several reports have been made of 741:Due to concerns about the risk of 708: 14: 5330: 5212:γ-Linolenic acid (gamolenic acid) 4558:Meclofenamic acid (meclofenamate) 2967:Tooltip Prostaglandin E2 receptor 2786:Tooltip Prostaglandin D2 receptor 1631:"EMA press release on nimesulide" 942:St. Vincent's University Hospital 130: 5267:Leukotriene signaling modulators 5059:Tooltip Prostaglandin F synthase 5040:Tooltip Prostaglandin E synthase 4999:Tooltip Prostaglandin D synthase 3441:Tooltip Prostaglandin F receptor 2698: 2688: 2679: 2678: 1640:. September 2007. Archived from 1619:from the original on 2014-01-07. 1454:10.2165/00002018-200427060-00005 1411:10.2165/00003495-200363001-00006 1294:10.2165/00003088-199835040-00001 1211: 1137:from the original on 2016-03-03. 1058:European Journal of Pharmacology 910:in India. On February 12, 2011, 487: 481: 27: 4578:Talinflumic acid (talinflumate) 4568:Morniflumic acid (morniflumate) 4548:Floctafenic acid (floctafenate) 4531:Tiaprofenic acid (tiaprofenate) 2590:Superoxide dismutase / orgotein 1713: 1692: 1669: 1651: 1623: 1601: 1592: 1567: 1557:J Pharmacovigilance Drug Safety 1548: 1538:J Pharmacovigilance Drug Safety 1529: 1510: 1501: 1476: 1433: 1390: 1316: 771: 736: 646: 636:and adults above 12 years old. 577:Key:HYWYRSMBCFDLJT-UHFFFAOYSA-N 5101:Tooltip Thromboxane A synthase 4152:Aspirin (acetylsalicylic acid) 3366:16,16-Dimethyl Prostaglandin E 1902:Aspirin (acetylsalicylic acid) 1219: 1163: 1141: 1119: 1016: 892: 499: 493: 475: 1: 5260:Receptor/signaling modulators 5082:Tooltip Prostacyclin synthase 4583:Tolfenamic acid (tolfenamate) 4553:Flufenamic acid (flufenamate) 4543:Etofenamic acid (etofenamate) 3599:Prostacyclin (prostaglandin I 3538:Tooltip Prostacyclin receptor 1721:"Nimesulide for external use" 1485:Nimesulide – Actions and Uses 966: 3666:Tooltip Thromboxane receptor 1676:Pappagallo M (23 May 2008). 1070:10.1016/j.ejphar.2019.01.044 884:, where it is not marketed. 878:Food and Drug Administration 7: 4732:Paracetamol (acetaminophen) 4563:Mefenamic acid (mefenamate) 4217:Salicylate (salicylic acid) 1968:Salicylic acid (salicylate) 1242:Current Medicinal Chemistry 1188:10.1136/bmjopen-2013-004221 840:Nimesulide was launched in 671: 10: 5335: 4411:Bucloxic acid (blucloxate) 4329:Indometacin (indomethacin) 1331:Europeans Medicines Agency 1254:10.2174/092986708783497247 835: 790:cyclooxygenase-2 inhibitor 465:Chemical and physical data 5251: 5196: 5094: 5071: 5052: 5033: 4988: 4573:Niflumic acid (niflumate) 4126: 4109: 3884: 3677:Carbocyclic thromboxane A 3655: 3527: 3430: 3355: 3273: 3158: 3081: 2974: 2956: 2850: 2793: 2775: 2758: 2674: 2651: 2603: 2522: 2440: 2353: 2189: 2134: 1981: 1891: 1781: 1638:European Medicines Agency 1282:Clinical Pharmacokinetics 947: 654:European Medicines Agency 639:Side effects may include 585: 560: 540: 518: 505: 469: 464: 445: 413: 393: 373: 353: 333: 313: 293: 273: 248: 228: 205: 200: 190: 177: 167: 157: 149: 120: 115: 80: 58: 40: 35: 26: 5304:Nitrobenzene derivatives 4891:Menatetrenone (vitamin K 4714:Aminophenols (anilines): 2638:Naproxen/diphenhydramine 1368:10.1185/030079906X104849 901: 880:(FDA) evaluation in the 196:Renal (50%), fecal (29%) 52:International Drug Names 5217:Dihomo-γ-linolenic acid 4614:Enolic acids (oxicams): 4157:Benorilate (benorylate) 2659:WHO-Essential Medicines 701:Pregnancy and lactation 5016:selenium tetrachloride 1987:and related substances 1333:. 2004. Archived from 908:adverse drug reactions 823:chronic kidney disease 718: 717:100mg Nimesulide pills 16:Anti-inflammatory drug 4685:Aminonicotinic acids: 2643:Naproxen/esomeprazole 2633:Meloxicam/bupivacaine 2628:Ibuprofen/paracetamol 2618:Ibuprofen/hydrocodone 1483:Rainsford KD (2005). 937:Irish Medicines Board 931:Irish Medicines Board 716: 4334:Indometacin farnesil 4187:Magnesium salicylate 3818:Pinane thromboxane A 3579:Iloprost (ciloprost) 3199:Iloprost (ciloprost) 3005:Iloprost (ciloprost) 2613:Ibuprofen/famotidine 2071:Indometacin farnesil 1943:Magnesium salicylate 1764:(NSAIDs) (primarily 794:ecto-5'-nucleotidase 4162:Carbasalate calcium 2623:Ibuprofen/oxycodone 2540:Chondroitin sulfate 1918:Carbasalate calcium 1682:Corriere della Sera 955:Corriere della Sera 888:Society and culture 767:Bitterness in mouth 139:(Prescription only) 23: 5024:selenium disulfide 4656:4-Aminoquinolines: 2530:Aminopropionitrile 1663:www.irishtimes.com 1580:The Indian Express 1519:Indian J Pharmacol 1405:(Suppl 1): 37–46. 719: 19: 5276: 5275: 5192: 5191: 4227:Sodium salicylate 4197:Methyl salicylate 4120: 4105: 4104: 3426: 3425: 2952: 2951: 2769: 2712: 2711: 2560:Glycosaminoglycan 2410:Meclofenamic acid 1973:Sodium salicylate 1948:Methyl salicylate 1659:"The Irish Times" 1494:978-3-7643-7068-8 1101:Indian Pediatrics 729:Contraindications 603: 602: 531:Interactive image 415:CompTox Dashboard 134: 5326: 5227:Arachidonic acid 5102: 5098: 5083: 5079: 5060: 5056: 5041: 5037: 5000: 4996: 4823:Others/unsorted: 4398:Propionic acids: 4379:Sulindac sulfide 4144:Salicylic acids: 4135: 4130: 4124: 4123: 4114: 3667: 3663: 3539: 3535: 3442: 3438: 3284: 3280: 3169: 3165: 3092: 3088: 2985: 2981: 2972: 2971: 2968: 2964: 2861: 2857: 2804: 2800: 2791: 2790: 2787: 2783: 2773: 2772: 2763: 2739: 2732: 2725: 2716: 2715: 2702: 2692: 2691: 2682: 2681: 2442:COX-2 inhibitors 2357:-arylanthranilic 2324:Tiaprofenic acid 1755: 1748: 1741: 1732: 1731: 1725: 1724: 1717: 1711: 1710: 1708: 1707: 1696: 1690: 1689: 1684:. Archived from 1673: 1667: 1666: 1655: 1649: 1648: 1646: 1635: 1627: 1621: 1620: 1605: 1599: 1596: 1590: 1589: 1587: 1586: 1571: 1565: 1564: 1552: 1546: 1545: 1533: 1527: 1526: 1514: 1508: 1505: 1499: 1498: 1480: 1474: 1473: 1437: 1431: 1430: 1394: 1388: 1387: 1362:(6): 1161–1170. 1351: 1342: 1341: 1340:on 11 June 2007. 1339: 1328: 1320: 1314: 1313: 1277: 1266: 1265: 1237: 1228: 1223: 1217: 1216: 1215: 1209: 1199: 1167: 1161: 1160: 1158: 1156: 1145: 1139: 1138: 1123: 1117: 1116: 1096: 1090: 1089: 1053: 1040: 1039: 1037: 1035: 1020: 1014: 1013: 1011: 1009: 990:livertox.nih.gov 982: 808:Pharmacokinetics 781:Nimesulide is a 777:Pharmacodynamics 599: 598: 591: 533: 513: 501: 495: 489: 483: 477: 460: 449: 438: 437: 423: 421: 406: 386: 366: 346: 326: 306: 286: 266: 256: 255: 241: 182: 132: 129: 107: 97: 54: 31: 24: 22: 18: 5334: 5333: 5329: 5328: 5327: 5325: 5324: 5323: 5319:Withdrawn drugs 5279: 5278: 5277: 5272: 5247: 5243: 5240:Prostaglandin H 5235: 5232:Prostaglandin G 5188: 5100: 5090: 5088:Tranylcypromine 5081: 5077: 5067: 5058: 5048: 5039: 5029: 5020:sodium selenite 4998: 4994: 4984: 4930:Rosmarinic acid 4894: 4702:Sulfonanilides: 4605:Oxyphenbutazone 4131: 4113: 4101: 3880: 3821: 3693: 3680: 3665: 3661: 3651: 3611: 3608:Prostaglandin E 3603:, epoprostenol) 3602: 3537: 3533: 3523: 3498: 3495:Prostaglandin F 3490: 3487:Prostaglandin D 3440: 3436: 3422: 3407: 3404:Prostaglandin F 3369: 3351: 3316: 3313:Prostaglandin E 3307: 3304:Prostaglandin E 3282: 3279: 3269: 3250:Ricinoleic acid 3239: 3236:Prostaglandin E 3230: 3227:Prostaglandin E 3222: 3219:Prostaglandin D 3167: 3164: 3154: 3124: 3121:Prostaglandin E 3115: 3112:Prostaglandin E 3090: 3087: 3077: 3037: 3034:Prostaglandin E 3028: 3025:Prostaglandin E 2983: 2980: 2966: 2962: 2948: 2879: 2876:Prostaglandin D 2859: 2856: 2846: 2817: 2814:Prostaglandin D 2802: 2799: 2785: 2781: 2762: 2754: 2743: 2713: 2708: 2670: 2663:withdrawn drugs 2647: 2605: 2599: 2518: 2444: 2436: 2432:Tolfenamic acid 2390:Flufenamic acid 2358: 2349: 2193: 2185: 2130: 1986: 1977: 1887: 1856:Oxyphenbutazone 1786: 1777: 1759: 1729: 1728: 1719: 1718: 1714: 1705: 1703: 1698: 1697: 1693: 1688:on 25 May 2008. 1674: 1670: 1657: 1656: 1652: 1644: 1633: 1629: 1628: 1624: 1607: 1606: 1602: 1597: 1593: 1584: 1582: 1572: 1568: 1553: 1549: 1534: 1530: 1515: 1511: 1506: 1502: 1495: 1481: 1477: 1438: 1434: 1395: 1391: 1352: 1345: 1337: 1326: 1322: 1321: 1317: 1278: 1269: 1238: 1231: 1224: 1220: 1210: 1168: 1164: 1154: 1152: 1147: 1146: 1142: 1125: 1124: 1120: 1097: 1093: 1054: 1043: 1033: 1031: 1022: 1021: 1017: 1007: 1005: 984: 983: 974: 969: 950: 933: 924: 904: 895: 890: 838: 810: 801: 779: 774: 739: 731: 711: 709:Available forms 703: 674: 649: 614:pain medication 594: 592: 589:(what is this?) 586: 581: 578: 573: 568: 567: 556: 553: 548: 547: 536: 511: 498: 492: 486: 480: 441: 417: 409: 389: 369: 349: 329: 309: 289: 269: 252: 244: 224: 221: 213: 212: 180: 159:Protein binding 151:Pharmacokinetic 145: 111: 61: 17: 12: 11: 5: 5332: 5322: 5321: 5316: 5311: 5306: 5301: 5296: 5291: 5274: 5273: 5271: 5270: 5263: 5256: 5252: 5249: 5248: 5246: 5245: 5241: 5237: 5233: 5229: 5224: 5222:Diacylglycerol 5219: 5214: 5209: 5200: 5198: 5194: 5193: 5190: 5189: 5187: 5186: 5181: 5176: 5171: 5166: 5161: 5156: 5151: 5146: 5141: 5136: 5131: 5126: 5121: 5116: 5111: 5105: 5103: 5092: 5091: 5086: 5084: 5075: 5069: 5068: 5063: 5061: 5050: 5049: 5044: 5042: 5031: 5030: 5028: 5027: 5009: 5003: 5001: 4992: 4986: 4985: 4983: 4982: 4977: 4972: 4967: 4962: 4957: 4952: 4947: 4942: 4937: 4932: 4927: 4922: 4917: 4912: 4907: 4902: 4897: 4892: 4888: 4883: 4878: 4873: 4868: 4863: 4858: 4853: 4848: 4843: 4838: 4833: 4828: 4816: 4811: 4806: 4801: 4796: 4791: 4786: 4781: 4776: 4771: 4766: 4761: 4756: 4744: 4739: 4734: 4729: 4724: 4719: 4707: 4695: 4690: 4678: 4666: 4661: 4649: 4644: 4639: 4634: 4629: 4624: 4619: 4610:Phenylbutazone 4607: 4602: 4597: 4592: 4580: 4575: 4570: 4565: 4560: 4555: 4550: 4545: 4533: 4528: 4523: 4518: 4513: 4508: 4503: 4498: 4493: 4488: 4483: 4478: 4473: 4468: 4463: 4458: 4453: 4448: 4443: 4438: 4433: 4428: 4423: 4418: 4413: 4408: 4403: 4391: 4386: 4381: 4376: 4371: 4366: 4361: 4356: 4351: 4346: 4341: 4336: 4331: 4326: 4321: 4316: 4311: 4306: 4301: 4296: 4291: 4286: 4281: 4276: 4271: 4266: 4261: 4256: 4251: 4246: 4241: 4229: 4224: 4219: 4214: 4209: 4204: 4199: 4194: 4189: 4184: 4179: 4174: 4169: 4164: 4159: 4154: 4149: 4140: 4138: 4121: 4107: 4106: 4103: 4102: 4100: 4099: 4094: 4089: 4084: 4079: 4074: 4069: 4064: 4059: 4054: 4049: 4044: 4039: 4034: 4029: 4024: 4019: 4014: 4009: 4004: 3999: 3994: 3989: 3984: 3979: 3974: 3969: 3964: 3959: 3954: 3949: 3944: 3939: 3934: 3929: 3924: 3919: 3914: 3909: 3904: 3899: 3894: 3888: 3886: 3882: 3881: 3879: 3878: 3873: 3868: 3863: 3858: 3853: 3848: 3843: 3838: 3833: 3828: 3823: 3819: 3815: 3810: 3805: 3800: 3795: 3790: 3785: 3780: 3775: 3770: 3765: 3760: 3755: 3750: 3745: 3740: 3735: 3730: 3725: 3720: 3715: 3706: 3705: 3700: 3695: 3691: 3687: 3682: 3678: 3670: 3668: 3659: 3653: 3652: 3650: 3649: 3640: 3639: 3634: 3629: 3624: 3619: 3614: 3609: 3605: 3600: 3596: 3591: 3586: 3584:Isocarbacyclin 3581: 3576: 3571: 3566: 3561: 3556: 3551: 3542: 3540: 3531: 3525: 3524: 3522: 3521: 3516: 3511: 3506: 3501: 3496: 3492: 3488: 3484: 3479: 3474: 3469: 3464: 3459: 3454: 3445: 3443: 3434: 3428: 3427: 3424: 3423: 3421: 3420: 3415: 3410: 3405: 3401: 3396: 3391: 3386: 3381: 3376: 3371: 3367: 3359: 3357: 3353: 3352: 3350: 3349: 3344: 3339: 3334: 3325: 3324: 3319: 3317:(dinoprostone) 3314: 3310: 3305: 3301: 3296: 3287: 3285: 3277: 3271: 3270: 3268: 3267: 3258: 3257: 3252: 3247: 3242: 3240:(dinoprostone) 3237: 3233: 3228: 3224: 3220: 3216: 3211: 3206: 3204:Isocarbacyclin 3201: 3196: 3191: 3186: 3181: 3172: 3170: 3162: 3156: 3155: 3153: 3152: 3147: 3142: 3133: 3132: 3127: 3125:(dinoprostone) 3122: 3118: 3113: 3109: 3104: 3095: 3093: 3085: 3079: 3078: 3076: 3075: 3070: 3065: 3060: 3055: 3046: 3045: 3040: 3038:(dinoprostone) 3035: 3031: 3026: 3022: 3017: 3012: 3007: 3002: 2997: 2988: 2986: 2978: 2969: 2960: 2954: 2953: 2950: 2949: 2947: 2946: 2941: 2936: 2931: 2926: 2921: 2916: 2911: 2906: 2901: 2896: 2891: 2882: 2881: 2877: 2873: 2864: 2862: 2854: 2848: 2847: 2845: 2844: 2839: 2834: 2825: 2824: 2819: 2815: 2807: 2805: 2797: 2788: 2779: 2770: 2756: 2755: 2742: 2741: 2734: 2727: 2719: 2710: 2709: 2707: 2706: 2696: 2686: 2675: 2672: 2671: 2667:veterinary use 2652: 2649: 2648: 2646: 2645: 2640: 2635: 2630: 2625: 2620: 2615: 2609: 2607: 2601: 2600: 2598: 2597: 2592: 2587: 2582: 2577: 2572: 2567: 2562: 2557: 2552: 2547: 2542: 2537: 2532: 2526: 2524: 2520: 2519: 2517: 2516: 2511: 2506: 2501: 2496: 2491: 2486: 2481: 2476: 2471: 2466: 2454: 2448: 2446: 2438: 2437: 2435: 2434: 2429: 2424: 2419: 2416:Mefenamic acid 2412: 2407: 2402: 2397: 2392: 2387: 2382: 2377: 2372: 2366: 2364: 2351: 2350: 2348: 2347: 2336: 2331: 2326: 2321: 2316: 2311: 2306: 2301: 2296: 2291: 2286: 2279: 2274: 2269: 2264: 2259: 2254: 2247: 2242: 2237: 2232: 2227: 2222: 2217: 2212: 2207: 2201: 2199: 2191:propionic acid 2187: 2186: 2184: 2183: 2178: 2173: 2166: 2161: 2156: 2151: 2146: 2140: 2138: 2132: 2131: 2129: 2128: 2123: 2118: 2113: 2108: 2103: 2098: 2093: 2088: 2083: 2078: 2073: 2068: 2063: 2058: 2056:Fenclozic acid 2053: 2048: 2043: 2038: 2031: 2026: 2021: 2016: 2011: 2006: 2001: 1996: 1990: 1988: 1979: 1978: 1976: 1975: 1970: 1965: 1960: 1955: 1950: 1945: 1940: 1935: 1930: 1925: 1920: 1915: 1910: 1905: 1897: 1895: 1889: 1888: 1886: 1885: 1880: 1878:Sulfinpyrazone 1875: 1873:Propyphenazone 1870: 1867:Phenylbutazone 1863: 1858: 1853: 1848: 1843: 1838: 1833: 1828: 1823: 1818: 1813: 1808: 1803: 1798: 1796:Aminophenazone 1792: 1790: 1779: 1778: 1758: 1757: 1750: 1743: 1735: 1727: 1726: 1712: 1691: 1668: 1650: 1647:on 2009-07-18. 1622: 1600: 1591: 1566: 1547: 1528: 1509: 1500: 1493: 1475: 1448:(6): 411–420. 1432: 1389: 1343: 1315: 1288:(4): 247–274. 1267: 1248:(3): 278–283. 1229: 1218: 1182:(1): e004221. 1162: 1140: 1118: 1107:(6): 518–531. 1091: 1041: 1015: 971: 970: 968: 965: 949: 946: 932: 929: 923: 920: 912:Indian Express 903: 900: 894: 891: 889: 886: 837: 834: 809: 806: 799: 796:(e-5′NT/CD73)/ 778: 775: 773: 770: 769: 768: 765: 762: 759: 756: 753: 743:liver toxicity 738: 735: 730: 727: 710: 707: 702: 699: 687:mefenamic acid 673: 670: 648: 645: 641:liver problems 628:, and primary 626:osteoarthritis 618:fever reducing 601: 600: 583: 582: 580: 579: 576: 574: 571: 563: 562: 561: 558: 557: 555: 554: 551: 543: 542: 541: 538: 537: 535: 534: 526: 524: 516: 515: 509: 503: 502: 496: 490: 484: 478: 473: 467: 466: 462: 461: 451: 443: 442: 440: 439: 426: 424: 411: 410: 408: 407: 399: 397: 391: 390: 388: 387: 379: 377: 371: 370: 368: 367: 359: 357: 351: 350: 348: 347: 339: 337: 331: 330: 328: 327: 319: 317: 311: 310: 308: 307: 299: 297: 291: 290: 288: 287: 279: 277: 271: 270: 268: 267: 259: 257: 246: 245: 243: 242: 234: 232: 226: 225: 223: 222: 216: 208: 207: 206: 203: 202: 198: 197: 194: 188: 187: 184: 175: 174: 171: 165: 164: 161: 155: 154: 147: 146: 144: 143: 140: 126: 124: 118: 117: 113: 112: 110: 109: 86: 84: 78: 77: 64: 62:administration 56: 55: 48: 38: 37: 33: 32: 15: 9: 6: 4: 3: 2: 5331: 5320: 5317: 5315: 5314:Phenol ethers 5312: 5310: 5307: 5305: 5302: 5300: 5297: 5295: 5292: 5290: 5287: 5286: 5284: 5269: 5268: 5264: 5262: 5261: 5257: 5254: 5253: 5250: 5244: 5238: 5236: 5230: 5228: 5225: 5223: 5220: 5218: 5215: 5213: 5210: 5208: 5207:Linoleic acid 5205: 5202: 5201: 5199: 5195: 5185: 5182: 5180: 5177: 5175: 5172: 5170: 5167: 5165: 5162: 5160: 5157: 5155: 5152: 5150: 5147: 5145: 5142: 5140: 5137: 5135: 5132: 5130: 5127: 5125: 5122: 5120: 5117: 5115: 5112: 5110: 5107: 5106: 5104: 5099: 5093: 5089: 5085: 5080: 5070: 5066: 5062: 5057: 5051: 5047: 5043: 5038: 5032: 5025: 5021: 5017: 5013: 5010: 5008: 5005: 5004: 5002: 4997: 4987: 4981: 4978: 4976: 4973: 4971: 4968: 4966: 4963: 4961: 4958: 4956: 4953: 4951: 4948: 4946: 4943: 4941: 4938: 4936: 4933: 4931: 4928: 4926: 4923: 4921: 4918: 4916: 4913: 4911: 4908: 4906: 4903: 4901: 4898: 4896: 4889: 4887: 4884: 4882: 4879: 4877: 4874: 4872: 4869: 4867: 4864: 4862: 4859: 4857: 4854: 4852: 4849: 4847: 4844: 4842: 4839: 4837: 4834: 4832: 4829: 4827: 4824: 4820: 4817: 4815: 4812: 4810: 4807: 4805: 4802: 4800: 4797: 4795: 4792: 4790: 4787: 4785: 4782: 4780: 4777: 4775: 4772: 4770: 4767: 4765: 4762: 4760: 4757: 4755: 4752: 4748: 4745: 4743: 4740: 4738: 4735: 4733: 4730: 4728: 4725: 4723: 4720: 4718: 4715: 4711: 4708: 4706: 4703: 4699: 4696: 4694: 4691: 4689: 4686: 4682: 4679: 4677: 4676:Fluproquazone 4674: 4673:Quinazolines: 4670: 4667: 4665: 4662: 4660: 4657: 4653: 4650: 4648: 4645: 4643: 4640: 4638: 4635: 4633: 4630: 4628: 4625: 4623: 4620: 4618: 4615: 4611: 4608: 4606: 4603: 4601: 4598: 4596: 4593: 4591: 4588: 4584: 4581: 4579: 4576: 4574: 4571: 4569: 4566: 4564: 4561: 4559: 4556: 4554: 4551: 4549: 4546: 4544: 4541: 4537: 4534: 4532: 4529: 4527: 4524: 4522: 4519: 4517: 4514: 4512: 4509: 4507: 4504: 4502: 4499: 4497: 4494: 4492: 4489: 4487: 4484: 4482: 4479: 4477: 4474: 4472: 4469: 4467: 4464: 4462: 4459: 4457: 4454: 4452: 4451:Flunoxaprofen 4449: 4447: 4444: 4442: 4439: 4437: 4436:Dexketoprofen 4434: 4432: 4431:Dexindoprofen 4429: 4427: 4424: 4422: 4419: 4417: 4414: 4412: 4409: 4407: 4404: 4402: 4399: 4395: 4392: 4390: 4387: 4385: 4382: 4380: 4377: 4375: 4372: 4370: 4369:Proglumetacin 4367: 4365: 4362: 4360: 4357: 4355: 4352: 4350: 4347: 4345: 4342: 4340: 4337: 4335: 4332: 4330: 4327: 4325: 4322: 4320: 4317: 4315: 4312: 4310: 4307: 4305: 4302: 4300: 4299:Difenpiramide 4297: 4295: 4292: 4290: 4287: 4285: 4282: 4280: 4277: 4275: 4272: 4270: 4267: 4265: 4262: 4260: 4257: 4255: 4252: 4250: 4247: 4245: 4242: 4240: 4237: 4236:Acetic acids: 4233: 4230: 4228: 4225: 4223: 4220: 4218: 4215: 4213: 4210: 4208: 4205: 4203: 4200: 4198: 4195: 4193: 4190: 4188: 4185: 4183: 4180: 4178: 4175: 4173: 4170: 4168: 4165: 4163: 4160: 4158: 4155: 4153: 4150: 4148: 4145: 4142: 4141: 4139: 4137: 4125: 4122: 4118: 4112: 4108: 4098: 4095: 4093: 4090: 4088: 4085: 4083: 4080: 4078: 4075: 4073: 4070: 4068: 4065: 4063: 4060: 4058: 4055: 4053: 4050: 4048: 4045: 4043: 4040: 4038: 4035: 4033: 4030: 4028: 4025: 4023: 4020: 4018: 4015: 4013: 4010: 4008: 4005: 4003: 4000: 3998: 3995: 3993: 3990: 3988: 3985: 3983: 3980: 3978: 3975: 3973: 3970: 3968: 3967:Fenprostalene 3965: 3963: 3960: 3958: 3955: 3953: 3950: 3948: 3945: 3943: 3940: 3938: 3935: 3933: 3930: 3928: 3925: 3923: 3920: 3918: 3917:Delprostenate 3915: 3913: 3910: 3908: 3905: 3903: 3900: 3898: 3895: 3893: 3890: 3889: 3887: 3883: 3877: 3874: 3872: 3869: 3867: 3864: 3862: 3859: 3857: 3854: 3852: 3849: 3847: 3844: 3842: 3839: 3837: 3834: 3832: 3829: 3827: 3824: 3822: 3816: 3814: 3811: 3809: 3806: 3804: 3801: 3799: 3796: 3794: 3791: 3789: 3786: 3784: 3781: 3779: 3776: 3774: 3771: 3769: 3766: 3764: 3761: 3759: 3756: 3754: 3751: 3749: 3746: 3744: 3741: 3739: 3736: 3734: 3731: 3729: 3726: 3724: 3721: 3719: 3716: 3714: 3711: 3708: 3707: 3704: 3701: 3699: 3696: 3694: 3690:Thromboxane A 3688: 3686: 3683: 3681: 3675: 3672: 3671: 3669: 3664: 3654: 3648: 3645: 3642: 3641: 3638: 3635: 3633: 3630: 3628: 3625: 3623: 3620: 3618: 3615: 3613: 3612:(alprostadil) 3606: 3604: 3597: 3595: 3592: 3590: 3587: 3585: 3582: 3580: 3577: 3575: 3572: 3570: 3567: 3565: 3562: 3560: 3557: 3555: 3552: 3550: 3547: 3544: 3543: 3541: 3536: 3526: 3520: 3517: 3515: 3512: 3510: 3507: 3505: 3502: 3500: 3493: 3491: 3485: 3483: 3480: 3478: 3475: 3473: 3470: 3468: 3465: 3463: 3460: 3458: 3455: 3453: 3450: 3447: 3446: 3444: 3439: 3429: 3419: 3416: 3414: 3411: 3409: 3402: 3400: 3397: 3395: 3392: 3390: 3387: 3385: 3382: 3380: 3377: 3375: 3372: 3370: 3364: 3361: 3360: 3358: 3354: 3348: 3345: 3343: 3340: 3338: 3335: 3333: 3330: 3327: 3326: 3323: 3320: 3318: 3311: 3309: 3308:(alprostadil) 3302: 3300: 3297: 3295: 3292: 3289: 3288: 3286: 3281: 3272: 3266: 3263: 3260: 3259: 3256: 3253: 3251: 3248: 3246: 3243: 3241: 3234: 3232: 3231:(alprostadil) 3225: 3223: 3217: 3215: 3212: 3210: 3207: 3205: 3202: 3200: 3197: 3195: 3192: 3190: 3187: 3185: 3182: 3180: 3177: 3174: 3173: 3171: 3166: 3157: 3151: 3148: 3146: 3143: 3141: 3138: 3135: 3134: 3131: 3128: 3126: 3119: 3117: 3116:(alprostadil) 3110: 3108: 3105: 3103: 3100: 3097: 3096: 3094: 3089: 3080: 3074: 3071: 3069: 3066: 3064: 3061: 3059: 3056: 3054: 3051: 3048: 3047: 3044: 3041: 3039: 3032: 3030: 3029:(alprostadil) 3023: 3021: 3018: 3016: 3013: 3011: 3008: 3006: 3003: 3001: 2998: 2996: 2993: 2990: 2989: 2987: 2982: 2973: 2970: 2965: 2955: 2945: 2942: 2940: 2937: 2935: 2932: 2930: 2927: 2925: 2922: 2920: 2917: 2915: 2912: 2910: 2907: 2905: 2902: 2900: 2897: 2895: 2892: 2890: 2887: 2884: 2883: 2880: 2874: 2872: 2869: 2866: 2865: 2863: 2858: 2849: 2843: 2840: 2838: 2835: 2833: 2830: 2827: 2826: 2823: 2820: 2818: 2812: 2809: 2808: 2806: 2801: 2792: 2789: 2784: 2774: 2771: 2767: 2761: 2757: 2753: 2750: 2747: 2740: 2735: 2733: 2728: 2726: 2721: 2720: 2717: 2705: 2701: 2697: 2695: 2687: 2685: 2677: 2676: 2673: 2668: 2664: 2660: 2656: 2650: 2644: 2641: 2639: 2636: 2634: 2631: 2629: 2626: 2624: 2621: 2619: 2616: 2614: 2611: 2610: 2608: 2602: 2596: 2593: 2591: 2588: 2586: 2583: 2581: 2578: 2576: 2573: 2571: 2568: 2566: 2563: 2561: 2558: 2556: 2553: 2551: 2550:Fluproquazone 2548: 2546: 2543: 2541: 2538: 2536: 2533: 2531: 2528: 2527: 2525: 2521: 2515: 2512: 2510: 2507: 2505: 2502: 2500: 2497: 2495: 2492: 2490: 2487: 2485: 2482: 2480: 2477: 2475: 2472: 2470: 2467: 2464: 2460: 2459: 2455: 2453: 2450: 2449: 2447: 2443: 2439: 2433: 2430: 2428: 2427:Niflumic acid 2425: 2423: 2420: 2418: 2417: 2413: 2411: 2408: 2406: 2403: 2401: 2398: 2396: 2393: 2391: 2388: 2386: 2383: 2381: 2378: 2376: 2373: 2371: 2368: 2367: 2365: 2362: 2356: 2352: 2346: 2342: 2341: 2337: 2335: 2332: 2330: 2327: 2325: 2322: 2320: 2317: 2315: 2312: 2310: 2307: 2305: 2302: 2300: 2297: 2295: 2292: 2290: 2287: 2285: 2284: 2280: 2278: 2275: 2273: 2270: 2268: 2265: 2263: 2260: 2258: 2255: 2253: 2252: 2248: 2246: 2243: 2241: 2240:Flunoxaprofen 2238: 2236: 2233: 2231: 2228: 2226: 2225:Dexketoprofen 2223: 2221: 2218: 2216: 2213: 2211: 2208: 2206: 2203: 2202: 2200: 2197: 2194:derivatives ( 2192: 2188: 2182: 2179: 2177: 2174: 2172: 2171: 2167: 2165: 2162: 2160: 2157: 2155: 2152: 2150: 2147: 2145: 2142: 2141: 2139: 2137: 2133: 2127: 2124: 2122: 2119: 2117: 2114: 2112: 2109: 2107: 2106:Proglumetacin 2104: 2102: 2101:Prodolic acid 2099: 2097: 2094: 2092: 2089: 2087: 2084: 2082: 2079: 2077: 2074: 2072: 2069: 2067: 2064: 2062: 2059: 2057: 2054: 2052: 2049: 2047: 2044: 2042: 2041:Difenpiramide 2039: 2037: 2036: 2032: 2030: 2027: 2025: 2022: 2020: 2017: 2015: 2012: 2010: 2007: 2005: 2002: 2000: 1997: 1995: 1992: 1991: 1989: 1984: 1980: 1974: 1971: 1969: 1966: 1964: 1961: 1959: 1956: 1954: 1951: 1949: 1946: 1944: 1941: 1939: 1936: 1934: 1931: 1929: 1926: 1924: 1921: 1919: 1916: 1914: 1911: 1909: 1906: 1904: 1903: 1899: 1898: 1896: 1894: 1890: 1884: 1881: 1879: 1876: 1874: 1871: 1869: 1868: 1864: 1862: 1859: 1857: 1854: 1852: 1849: 1847: 1844: 1842: 1839: 1837: 1834: 1832: 1829: 1827: 1824: 1822: 1819: 1817: 1814: 1812: 1809: 1807: 1804: 1802: 1799: 1797: 1794: 1793: 1791: 1789: 1788:pyrazolidines 1784: 1780: 1775: 1771: 1767: 1763: 1756: 1751: 1749: 1744: 1742: 1737: 1736: 1733: 1722: 1716: 1701: 1695: 1687: 1683: 1679: 1672: 1664: 1660: 1654: 1643: 1639: 1632: 1626: 1618: 1614: 1610: 1604: 1595: 1581: 1577: 1570: 1562: 1558: 1551: 1543: 1539: 1532: 1524: 1520: 1513: 1504: 1496: 1490: 1486: 1479: 1471: 1467: 1463: 1459: 1455: 1451: 1447: 1443: 1436: 1428: 1424: 1420: 1416: 1412: 1408: 1404: 1400: 1393: 1385: 1381: 1377: 1373: 1369: 1365: 1361: 1357: 1350: 1348: 1336: 1332: 1325: 1319: 1311: 1307: 1303: 1299: 1295: 1291: 1287: 1283: 1276: 1274: 1272: 1263: 1259: 1255: 1251: 1247: 1243: 1236: 1234: 1227: 1222: 1214: 1207: 1203: 1198: 1193: 1189: 1185: 1181: 1177: 1173: 1166: 1150: 1144: 1136: 1132: 1128: 1122: 1114: 1110: 1106: 1102: 1095: 1087: 1083: 1079: 1075: 1071: 1067: 1063: 1059: 1052: 1050: 1048: 1046: 1029: 1025: 1019: 1003: 999: 995: 991: 987: 981: 979: 977: 972: 964: 960: 957: 956: 945: 943: 938: 928: 919: 916: 913: 909: 899: 885: 883: 882:United States 879: 875: 871: 867: 863: 859: 855: 851: 847: 843: 833: 829: 826: 824: 819: 816: 813: 805: 803: 795: 791: 788: 784: 766: 763: 760: 757: 754: 751: 750: 749: 746: 744: 734: 726: 724: 715: 706: 698: 696: 692: 688: 684: 680: 669: 667: 663: 659: 655: 644: 642: 637: 635: 631: 630:dysmenorrhoea 627: 623: 619: 615: 612:(NSAID) with 611: 607: 597: 590: 584: 575: 570: 569: 566: 559: 550: 549: 546: 539: 532: 528: 527: 525: 522: 517: 510: 508: 504: 474: 472: 468: 463: 459: 455: 452: 450: 448:ECHA InfoCard 444: 436: 432: 431:DTXSID3037250 428: 427: 425: 416: 412: 405: 401: 400: 398: 396: 392: 385: 381: 380: 378: 376: 372: 365: 361: 360: 358: 356: 352: 345: 341: 340: 338: 336: 332: 325: 321: 320: 318: 316: 312: 305: 301: 300: 298: 296: 292: 285: 281: 280: 278: 276: 272: 265: 261: 260: 258: 251: 247: 240: 236: 235: 233: 231: 227: 219: 215: 214: 211: 204: 199: 195: 193: 189: 185: 183: 176: 172: 170: 166: 162: 160: 156: 152: 148: 141: 138: 128: 127: 125: 123: 119: 114: 106: 101: 96: 91: 88: 87: 85: 83: 79: 76: 72: 68: 65: 63: 57: 53: 49: 47: 43: 39: 36:Clinical data 34: 30: 25: 5299:Hepatotoxins 5289:Antipyretics 5265: 5258: 5203: 4822: 4750: 4747:Propacetamol 4737:Parapropamol 4713: 4709: 4701: 4684: 4672: 4664:Floctafenine 4655: 4613: 4590:Azapropazone 4587:Pyrazolones: 4586: 4539: 4521:Tarenflurbil 4456:Flurbiprofen 4426:Dexibuprofen 4406:Benoxaprofen 4401:Alminoprofen 4397: 4324:Glucametacin 4235: 4212:Salicylamide 4202:Salacetamide 4143: 4092:Trimoprostil 4087:Tiprostanide 4072:Spiriprostil 4007:Naxaprostene 3957:Esuberaprost 3912:Cobiprostone 3710:Antagonists: 3709: 3673: 3644:Antagonists: 3643: 3637:Treprostinil 3545: 3477:Fluprostenol 3467:Cloprostenol 3448: 3362: 3329:Antagonists: 3328: 3294:Lubiprostone 3290: 3262:Antagonists: 3261: 3175: 3137:Antagonists: 3136: 3130:Treprostinil 3098: 3050:Antagonists: 3049: 3015:Lubiprostone 2991: 2886:Antagonists: 2885: 2867: 2829:Antagonists: 2828: 2822:Treprostinil 2810: 2654: 2606:combinations 2574: 2456: 2422:Morniflumate 2414: 2385:Floctafenine 2370:Azapropazone 2354: 2338: 2314:Tarenflurbil 2299:Piketoprofen 2294:Pelubiprofen 2281: 2249: 2245:Flurbiprofen 2220:Dexibuprofen 2210:Benoxaprofen 2205:Alminoprofen 2168: 2033: 1963:Salicylamide 1900: 1865: 1841:Mofebutazone 1821:Famprofazone 1816:Difenamizole 1806:Azapropazone 1715: 1704:. Retrieved 1694: 1686:the original 1681: 1671: 1662: 1653: 1642:the original 1637: 1625: 1612: 1603: 1594: 1583:. Retrieved 1579: 1569: 1560: 1556: 1550: 1541: 1537: 1531: 1522: 1518: 1512: 1503: 1484: 1478: 1445: 1441: 1435: 1402: 1398: 1392: 1359: 1355: 1335:the original 1330: 1318: 1285: 1281: 1245: 1241: 1221: 1179: 1175: 1165: 1153:. Retrieved 1143: 1130: 1121: 1104: 1100: 1094: 1061: 1057: 1032:. Retrieved 1018: 1006:. Retrieved 989: 986:"Nimesulide" 961: 953: 951: 934: 925: 917: 905: 896: 839: 830: 827: 820: 817: 814: 811: 780: 772:Pharmacology 747: 740: 737:Side effects 732: 720: 704: 675: 650: 647:Medical uses 638: 605: 604: 593:   587:   217: 179:Elimination 122:Legal status 116:Legal status 5204:Precursors: 5144:Nicogrelate 5124:Furegrelate 5065:Bimatoprost 4975:Trifenagrel 4965:Tiflamizole 4935:Rutecarpine 4920:Resveratrol 4861:Glimepiride 4826:Anitrazafen 4804:Robenacoxib 4784:Lumiracoxib 4717:Acetanilide 4659:Antrafenine 4617:Ampiroxicam 4511:Pranoprofen 4496:Naproxcinod 4389:Zidometacin 4314:Fenclofenac 4239:Aceclofenac 4177:Ethenzamide 4172:Dipyrocetyl 4067:Rosaprostol 4047:Posaraprost 4032:Penprostene 4022:Ornoprostil 4002:Mexiprostil 3997:Meteneprost 3952:Eptaloprost 3927:Dimoxaprost 3892:Arbaprostil 3846:Seratrodast 3738:BMS-180,291 3569:Carbacyclin 3519:Unoprostone 3499:(dinoprost) 3482:Latanoprost 3457:Bimatoprost 3452:Alfaprostol 3408:(dinoprost) 3347:ONO-AE3-208 3299:Misoprostol 3255:Sulprostone 3245:Remiprostol 3214:Misoprostol 3209:Latanoprost 3184:Carbacyclin 3145:PF-04418948 3107:Misoprostol 3043:Sulprostone 3020:Misoprostol 3010:Latanoprost 2944:Vidupiprant 2934:Timapiprant 2929:Setipiprant 2904:Fevipiprant 2871:Indometacin 2842:Vidupiprant 2837:Laropiprant 2555:Glucosamine 2535:Benzydamine 2504:Robenacoxib 2489:Lumiracoxib 2380:Etofenamate 2345:Naproxcinod 2334:Zaltoprofen 2144:Ampiroxicam 2066:Indometacin 1994:Aceclofenac 1985:derivatives 1983:acetic acid 1933:Ethenzamide 1928:Dipyrocetyl 1893:salicylates 1783:pyrazolones 1442:Drug Safety 1064:: 105–111. 1034:12 November 1008:22 December 893:Brand names 858:Switzerland 798:adenosine A 723:topical gel 683:paracetamol 634:adolescents 514: g·mol 454:100.052.194 404:ChEMBL56367 384:CHEBI:44445 201:Identifiers 5283:Categories 5174:Samixogrel 5169:Rolafagrel 5154:Picotamide 5134:Midazogrel 5109:Camonagrel 4970:Timegadine 4915:Pamicogrel 4886:Licofelone 4866:Hyperforin 4831:Clobuzarit 4819:Valdecoxib 4814:Tilmacoxib 4799:Polmacoxib 4774:Etoricoxib 4742:Phenacetin 4710:Nimesulide 4688:Clonixeril 4681:Proquazone 4637:Lornoxicam 4536:Vedaprofen 4486:Miroprofen 4481:Loxoprofen 4476:Ketoprofen 4471:Indoprofen 4446:Fenoprofen 4359:Oxametacin 4354:Nabumetone 4294:Diclofenac 4289:Clometacin 4284:Cinmetacin 4279:Bumadizone 4259:Alclofenac 4244:Acemetacin 4182:Guacetisal 4167:Diflunisal 4117:inhibitors 4082:Tilsuprost 4062:Rivenprost 4057:Rioprostil 4052:Prostalene 4037:Pimilprost 4027:Oxoprostol 4017:Nocloprost 3992:Luprostiol 3982:Lanproston 3977:Froxiprost 3972:Flunoprost 3962:Etiproston 3947:Enisoprost 3942:Eganoprost 3902:Ciprostene 3871:Terutroban 3861:Sulotroban 3841:Samixogrel 3826:Ramatroban 3813:Picotamide 3798:Mipitroban 3793:Linotroban 3778:Imitrodast 3768:ICI-192605 3763:ICI-185282 3748:Domitroban 3728:Argatroban 3627:Taprostene 3549:ACT-333679 3514:Travoprost 3509:Tafluprost 3504:Sulotroban 3462:Carboprost 3418:Taprenepag 3399:Omidenepag 3394:Nocloprost 3384:Evatanepag 3379:Carboprost 3332:Grapiprant 2924:Ramatroban 2832:Asapiprant 2752:modulators 2746:Prostanoid 2585:Proquazone 2575:Nimesulide 2570:Nabumetone 2565:Hyperforin 2514:Valdecoxib 2479:Etoricoxib 2329:Vedaprofen 2277:Miroprofen 2272:Loxoprofen 2267:Ketoprofen 2262:Indoprofen 2235:Fenoprofen 2159:Lornoxicam 2096:Oxametacin 2035:Diclofenac 2029:Bumadizone 2004:Alclofenac 1999:Acemetacin 1938:Guacetisal 1923:Diflunisal 1913:Benorylate 1883:Suxibuzone 1851:Nifenazone 1836:Metamizole 1706:2018-05-19 1585:2018-05-19 967:References 679:ketoprofen 658:diclofenac 606:Nimesulide 519:3D model ( 507:Molar mass 344:V4TKW1454M 315:ChemSpider 275:IUPHAR/BPS 239:51803-78-2 230:CAS Number 210:IUPAC name 169:Metabolism 21:Nimesulide 5179:Terbogrel 5159:Pirmagrel 5119:Dazoxiben 5114:Dazmegrel 5007:Retinoids 4925:Romazarit 4871:Itazigrel 4856:FR-122047 4851:Flumizole 4809:Rofecoxib 4794:Parecoxib 4789:Mavacoxib 4779:Firocoxib 4769:Deracoxib 4764:Cimicoxib 4759:Celecoxib 4754:Apricoxib 4705:Flosulide 4669:Glafenine 4652:Tenoxicam 4647:Piroxicam 4642:Meloxicam 4526:Tepoxalin 4506:Pirprofen 4501:Oxaprozin 4466:Ibuproxam 4461:Ibuprofen 4421:Carprofen 4416:Butibufen 4394:Zomepirac 4364:Oxindanac 4349:Mofezolac 4344:Lonazolac 4339:Ketorolac 4319:Fentiazac 4274:Bufexamac 4269:Bromfenac 4249:Aclofenac 4232:Triflusal 4222:Salsalate 4147:Aloxiprin 4097:Viprostol 4042:Piriprost 4012:Nileprost 3987:Limaprost 3937:Ecraprost 3932:Doxaprost 3922:Deprostil 3907:Clinprost 3866:Terbogrel 3856:SQ-29,548 3851:SQ-28,668 3808:ONO-11120 3773:Ifetroban 3743:Daltroban 3733:Bay U3405 3703:Vapiprost 3674:Agonists: 3647:RO1138452 3622:Selexipag 3617:Ralinepag 3574:Cicaprost 3564:BMY-45778 3559:Beraprost 3546:Agonists: 3472:Enprostil 3449:Agonists: 3413:Simenepag 3389:Gemeprost 3363:Agonists: 3337:GW-627368 3291:Agonists: 3194:Enprostil 3189:Cicaprost 3179:Beraprost 3176:Agonists: 3102:Butaprost 3099:Agonists: 3000:Enprostil 2995:Beraprost 2992:Agonists: 2899:Bay U3405 2868:Agonists: 2811:Agonists: 2749:signaling 2655:underline 2580:Oxaceprol 2545:Diacerein 2509:Rofecoxib 2499:Parecoxib 2494:Mavacoxib 2484:Firocoxib 2474:Deracoxib 2469:Cimicoxib 2463:+tramadol 2458:Celecoxib 2452:Apricoxib 2405:Glafenine 2400:Flutiazin 2361:fenamates 2319:Tepoxalin 2304:Pirprofen 2289:Oxaprozin 2257:Ibuproxam 2251:Ibuprofen 2215:Carprofen 2181:Tenoxicam 2176:Pivoxicam 2170:Piroxicam 2164:Meloxicam 2126:Zomepirac 2091:Mofezolac 2086:Lonazolac 2081:Ketorolac 2061:Fentiazac 2024:Bufexamac 2019:Bromfenac 1953:Salsalate 1908:Aloxiprin 1861:Phenazone 1826:Feprazone 1811:Clofezone 821:Moderate 804:pathway. 787:selective 764:Dizziness 761:Itchiness 758:Skin rash 695:ibuprofen 662:ibuprofen 622:treatment 192:Excretion 181:half-life 163:>97.5% 60:Routes of 46:Drugs.com 5255:See also 5164:Ridogrel 5139:Nafagrel 5129:Isbogrel 5012:Selenium 4980:Tropesin 4955:SC-58125 4940:Satigrel 4905:NCX-4040 4881:L-670596 4876:L-655240 4836:Curcumin 4698:Flunixin 4693:Clonixin 4632:Isoxicam 4627:Enolicam 4622:Droxicam 4600:Isopyrin 4595:Dipyrone 4516:Suprofen 4491:Naproxen 4441:Fenbufen 4384:Tolmetin 4374:Sulindac 4309:Felbinac 4304:Etodolac 4264:Bendazac 4077:Tiaprost 3897:Ataprost 3885:Unsorted 3831:Ridogrel 3803:ONO-3708 3788:L-670596 3783:L-655240 3758:GR-32191 3374:Aganepag 3356:Unsorted 3342:L-161982 3322:TCS-2510 3265:L-798106 3150:TG 4-155 3073:SC-51322 3068:SC-51089 3063:SC-19220 3058:ONO-8130 2894:AZD-1981 2889:ADC-3680 2760:Receptor 2684:category 2445:(coxibs) 2395:Flunixin 2375:Clonixin 2309:Suprofen 2283:Naproxen 2230:Fenbufen 2154:Isoxicam 2149:Droxicam 2121:Tolmetin 2116:Tiopinac 2111:Sulindac 2076:Isoxepac 2051:Felbinac 2046:Etodolac 2014:Bendazac 1846:Morazone 1831:Kebuzone 1801:Ampyrone 1617:Archived 1544:: 19–21. 1525:: 252–3. 1462:15144234 1427:19826636 1419:14506910 1384:23004446 1376:16846549 1310:26895870 1262:18333314 1206:24435895 1176:BMJ Open 1135:Archived 1113:12824661 1086:59339842 1078:30689999 1028:Archived 1002:Archived 998:31643176 870:Thailand 850:Portugal 802:receptor 755:Vomiting 752:Diarrhea 672:Children 666:naproxen 596:(verify) 295:DrugBank 186:1.8–4.7h 82:ATC code 67:By mouth 5184:U63557A 5149:Ozagrel 4960:Tenidap 4900:NCX-466 4846:FK-3311 4841:DuP-697 4727:Bucetin 4254:Amfenac 4207:Salicin 3876:TRA-418 3723:AA-2414 3713:12-HETE 3698:U-46619 3632:TRA-418 3589:MRE-269 3140:AH-6809 3053:AH-6809 2939:TM30089 2919:QAV-680 2914:MK-7246 2909:MK-1029 2766:ligands 2694:commons 2595:Tenidap 2359:acids ( 2196:profens 2136:oxicams 2009:Amfenac 1958:Salicin 1772:, also 1563:: 11–3. 1470:1786767 1302:9812177 1197:3902466 862:Belgium 836:History 691:aspirin 471:Formula 304:DB04743 250:PubChem 173:Hepatic 102: ( 100:M02AA26 98:) 92: ( 90:M01AX17 75:topical 5197:Others 5046:HQL-79 4950:SC-560 4945:SC-236 4910:NS-398 4111:Enzyme 3753:EP-045 3718:13-APA 3658:TP (TX 3594:NS-304 3554:AFP-07 2704:portal 1613:Scribd 1491:  1468:  1460:  1425:  1417:  1382:  1374:  1308:  1300:  1260:  1204:  1194:  1155:1 July 1111:  1084:  1076:  996:  948:Bribes 940:Unit, 874:Brazil 872:, and 866:Russia 854:Greece 846:France 664:, and 545:SMILES 512:308.31 395:ChEMBL 364:D01049 135: 71:rectal 3836:S-145 3685:I-BOP 3530:IP (I 3433:FP (F 2959:EP (E 2778:DP (D 2653:Key: 2604:NSAID 2523:other 1774:N02BA 1645:(PDF) 1634:(PDF) 1466:S2CID 1423:S2CID 1399:Drugs 1380:S2CID 1338:(PDF) 1327:(PDF) 1306:S2CID 1082:S2CID 902:India 842:Italy 693:, or 608:is a 565:InChI 521:JSmol 375:ChEBI 5097:TXAS 5055:PGFS 5036:PGES 4134:PTGS 1770:M02A 1768:and 1766:M01A 1489:ISBN 1458:PMID 1415:PMID 1372:PMID 1298:PMID 1258:PMID 1202:PMID 1157:2023 1109:PMID 1074:PMID 1036:2014 1010:2017 994:PMID 935:The 616:and 355:KEGG 335:UNII 324:4339 284:7401 264:4495 153:data 42:AHFS 5074:PGI 4991:PGD 4129:COX 1450:doi 1407:doi 1364:doi 1290:doi 1250:doi 1192:PMC 1184:doi 1066:doi 1062:848 632:in 420:EPA 254:CID 105:WHO 95:WHO 5285:: 5022:, 5018:, 4821:; 4749:; 4712:; 4700:; 4683:; 4671:; 4654:; 4612:; 4585:; 4538:; 4396:; 4234:; 3660:A2 3497:2α 3435:2α 3406:2α 3276:EP 3161:EP 3084:EP 2977:EP 2853:DP 2796:DP 2665:; 2661:; 2343:: 1680:. 1661:. 1636:. 1615:. 1611:. 1578:. 1559:. 1540:. 1523:36 1521:. 1464:. 1456:. 1446:27 1444:. 1421:. 1413:. 1403:63 1401:. 1378:. 1370:. 1360:22 1358:. 1346:^ 1329:. 1304:. 1296:. 1286:35 1284:. 1270:^ 1256:. 1246:15 1244:. 1232:^ 1200:. 1190:. 1178:. 1174:. 1133:. 1129:. 1105:40 1103:. 1080:. 1072:. 1060:. 1044:^ 1026:. 1000:. 992:. 988:. 975:^ 868:, 864:, 860:, 856:, 852:, 848:, 800:2A 725:. 689:, 685:, 681:, 660:, 485:12 479:13 137:S4 131:AU 73:, 69:, 5242:2 5234:2 5078:S 5076:2 5026:) 5014:( 4995:S 4993:2 4895:) 4893:2 4136:) 4132:( 4119:) 4115:( 3820:2 3692:2 3679:2 3662:) 3610:1 3601:2 3534:) 3532:2 3489:2 3437:) 3368:2 3315:2 3306:1 3278:4 3238:2 3229:1 3221:2 3163:3 3123:2 3114:1 3086:2 3036:2 3027:1 2979:1 2963:) 2961:2 2878:2 2855:2 2816:2 2798:1 2782:) 2780:2 2768:) 2764:( 2738:e 2731:t 2724:v 2669:. 2465:) 2461:( 2363:) 2355:n 2198:) 1785:/ 1776:) 1754:e 1747:t 1740:v 1723:. 1709:. 1665:. 1588:. 1561:1 1542:1 1497:. 1472:. 1452:: 1429:. 1409:: 1386:. 1366:: 1312:. 1292:: 1264:. 1252:: 1208:. 1186:: 1180:4 1159:. 1115:. 1088:. 1068:: 1038:. 1012:. 523:) 500:S 497:5 494:O 491:2 488:N 482:H 476:C 422:) 418:( 218:N 133:: 108:) 44:/

Index


AHFS
Drugs.com
International Drug Names
Routes of
administration

By mouth
rectal
topical
ATC code
M01AX17
WHO
M02AA26
WHO
Legal status
S4
Pharmacokinetic
Protein binding
Metabolism
Elimination half-life
Excretion
IUPAC name
CAS Number
51803-78-2
PubChem
4495
IUPHAR/BPS
7401
DrugBank
DB04743
ChemSpider

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