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Sibutramine

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557: 534: 38: 29: 1387:(called active metabolites 1 and 2) with half-lives of 14 and 16 hours, respectively. Peak plasma concentrations of active metabolites 1 and 2 are reached after three to four hours. The following metabolic pathway mainly results in two inactive conjugated and hydroxylated metabolites (called metabolites 5 and 6). Metabolites 5 and 6 are mainly excreted in the urine. 1595:
On December 30, 2010, the FDA released a warning regarding "Fruta Planta" dietary products, which were found to contain undeclared amounts of sibutramine. The recall stated that "there is NO SAFE formula on the US market and that all versions of Fruta Planta contain sibutramine. All versions of the
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Between January 2003 and November 2005, a large randomized-controlled "Sibutramine Cardiovascular OUTcomes" (SCOUT) study with 10,742 patients examined whether or not sibutramine administered within a weight management program reduces the risk for cardiovascular complications in people at high risk
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advised the public that illegal "Herbal Diet Natural" had been found on the market, containing sibutramine, which is a prescription drug in Canada, without listing sibutramine as an ingredient. In October 2010 FDA notified consumers that "Slimming Beauty Bitter Orange Slimming Capsules contain the
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An additional 34 products were recalled by the FDA on April 22, 2009, further underscoring the risks associated with unregulated "herbal supplements" to unsuspecting persons. This concern is especially relevant to those with underlying medical conditions incompatible with undeclared pharmaceutical
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Jain DS, Subbaiah G, Sanyal M, Shrivastav PS, Pal U, Ghataliya S, et al. (2006). "Liquid chromatography/electrospray ionization tandem mass spectrometry validated method for the simultaneous quantification of sibutramine and its primary and secondary amine metabolites in human plasma and its
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In 2011, some illegal weight loss products imported into Ireland have been found to contain sibutramine. In 2012, similar concerns were raised in Australia, where illegal imported supplements have been found to contain sibutramine, resulting in public alerts from Australia's
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In 1997, the US FDA approved it for weight loss and maintenance of weight loss in people with a BMI greater than or equal to 30 kg/m2 or for people with a BMI ≥27 kg/m2 who have other cardiovascular risk factors. It was manufactured and marketed by
1523:) said in a dissenting article, "Sibutramine: gone, but not forgotten", that the SCOUT study was flawed as it only covered high-risk patients and did not consider obese patients who did not have cardiovascular complications or similar contraindications. 852:
A history of coronary artery disease (e.g., angina, history of myocardial infarction), congestive heart failure, tachycardia, peripheral arterial occlusive disease, arrhythmia or cerebrovascular disease (stroke or transient ischemic attack
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has been noted. (Fenfluramine, of the 1990s "Fen-Phen" combo, forced excess release of neurotransmitters—a different action. Phentermine was uninvolved in the rare—but clinically significant—heart issues of fenfluramine.)
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Heal DJ, Aspley S, Prow MR, Jackson HC, Martin KF, Cheetham SC (August 1998). "Sibutramine: a novel anti-obesity drug. A review of the pharmacological evidence to differentiate it from d-amphetamine and d-fenfluramine".
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and heart rate in some patients, in the updated review in 2021 sibutramine was not included since the drug had been withdrawn from the market. When used, regular blood pressure monitoring needed to be performed.
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Thevis M, Sigmund G, Schiffer AK, Schänzer W (2006). "Determination of N-desmethyl- and N-bisdesmethyl metabolites of Sibutramine in doping control analysis using liquid chromatography-tandem mass spectrometry".
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to voluntarily withdraw. Abbott announced the same day that it was withdrawing sibutramine from the US market, citing concerns over minimal efficacy coupled with increased risk of adverse cardiovascular events.
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In August 2010 the FDA added a new contraindication for patients over 65 years of age because clinical studies of sibutramine did not include sufficient numbers of such patients.
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Buckett WR, Thomas PC, Luscombe GP (1988). "The pharmacology of sibutramine hydrochloride (BTS 54 524), a new antidepressant which induces rapid noradrenergic down-regulation".
3019:"PRock Marketing, LLC Issues a Voluntary Nationwide Recall of All weight loss formulas and variation of formulas of Reduce Weight Fruta Planta/Reduce Weight Dietary Supplement" 2555: 3074: 2345:
Kim KA, Song WK, Park JY (November 2009). "Association of CYP2B6, CYP3A5, and CYP2C19 genetic polymorphisms with sibutramine pharmacokinetics in healthy Korean subjects".
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for heart disease and concluded that use of silbutramine had a RR 1.16 for the primary outcome (composit of nonfatal MI, nonfatal CVA, cardiac arrest, and CV death).
7286: 1638: 1829: 9079: 1633:[Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). 9645: 5120: 4225: 9074: 2267: 1610:
In a 2018 study the FDA found synthetic additives including sibutramine in over 700 diet supplements marketed as "natural", "traditional" or "herbal remedies".
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and sold under a variety of brand names including Reductil, Meridia, Siredia, and Sibutrex before its withdrawal 2010 from most markets. It was classified as a
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has been observed in people taking sibutramine versus control (11.4% vs. 10.0%). In 2010 the FDA noted the concerns that sibutramine increases the risk of
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Nisoli E, Carruba MO (October 2000). "An assessment of the safety and efficacy of sibutramine, an anti-obesity drug with a novel mechanism of action".
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in the UK issued a warning regarding "Payouji tea" and "Pai You Guo Slim Capsules" which were found to contain undeclared quantities of sibutramine.
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active pharmaceutical ingredient sibutramine, a prescription-only drug which is a stimulant. Sibutramine is not listed on the product label."
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Glick SD, Haskew RE, Maisonneuve IM, Carlson JN, Jerussi TP (May 2000). "Enantioselective behavioral effects of sibutramine metabolites".
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On October 8, 2010, the FDA recommended against continued prescribing because of unnecessary cardiovascular risks to patients, asking
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Existing damage on heart valves, coronary heart disease, congestive heart failure, serious arrhythmias, previous myocardial infarction
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As of 2018, the FDA still found sibutramine in over 700 diet supplements marketed as "natural", "traditional" or "herbal remedies".
7713: 7708: 7658: 7451: 3689: 1708:"Notification of Termination of Production, Sale, and Usage of Sibutramine Preparations and Their Active Pharmaceutical Ingredient" 2128: 1950: 1737: 7678: 7568: 7558: 7553: 4053: 3066: 8127: 5448: 5106: 3226: 3018: 9650: 8652: 5064: 3953: 2397: 1890: 1707: 1630: 1577:, the counterfeit drugs contain sibutramine, and at concentrations at least twice the amount recommended for weight loss. 9494: 7435: 4291: 1825: 1687: 9610: 8024: 5801: 4159: 1626: 1471: 760: 679: 221: 2260: 1326:(M2; BTS-54505), with much greater potency as monoamine reuptake inhibitors. Further studies have indicated that the ( 9635: 9595: 8152: 8142: 8122: 3219: 3103: 654: 3182: 9605: 8662: 8480: 8147: 8132: 8117: 7900: 7250: 5081: 3970: 1601: 8775: 8475: 8425: 8137: 3639: 326: 185: 2941: 9215: 9084: 9069: 9064: 8647: 7455: 1500:, the FDA made no attempts to withdraw the drug, but was part of a Senate hearing in 2005. Similarly, in 2004, 402: 9059: 9054: 8642: 8637: 8402: 7481: 6511: 4002: 1631:"RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" 1303:, and it has demonstrated antidepressant effects in animal models of depression. It was approved by the U.S. 2614:
Japsen B (13 March 2005). "FDA weighs decision on Meridia; Health advisory likely for Abbott obesity drug".
9016: 8019: 7431: 5148: 5129: 2888: 2324: 1634: 1557:” for weight loss, that illegally contain undisclosed amounts of sibutramine. In March 2009, Dieter Müller 1550: 1501: 1304: 552: 453: 2815:"Consumer directed questions and answers about FDA's initiative against contaminated weight loss products" 9655: 9489: 8996: 8991: 8036: 6795: 6071: 4664: 4597: 3037: 2752: 2057:"Meridia (sibutramine hydrochloride): Follow-Up to an Early Communication about an Ongoing Safety Review" 1012: 956:, mental/mood changes (e.g., excitement, restlessness, confusion, depression, rare thoughts of suicide). 513: 1011:
Sibutramine has a number of clinically significant interactions. The concomitant use of sibutramine and
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Health Canada Endorsed Important Safety Information on MERIDIA (Sibutramine Hydrochloride Monohydrate)
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Siebenhofer A, Winterholer S, Jeitler K, Horvath K, Berghold A, Krenn C, Semlitsch T (January 2021).
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In October 2011, the FDA warned that 20 brands of dietary supplements were tainted with sibutramine.
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recommended suspension of marketing authorizations for sibutramine based on the SCOUT study results.
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InChI=1S/C17H26ClN/c1-13(2)12-16(19(3)4)17(10-5-11-17)14-6-8-15(18)9-7-14/h6-9,13,16H,5,10-12H2,1-4H3
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James WP, Caterson ID, Coutinho W, Finer N, Van Gaal LF, Maggioni AP, et al. (September 2010).
744:, the United Kingdom, and the United States. However, the drug remains available in some countries. 9640: 9615: 7474: 3995: 3793: 3764: 3564: 1804: 1505: 1300: 705: 529: 2653: 2556:"FDA Drug Safety Communication: FDA Recommends Against the Continued Use of Meridia (sibutramine)" 732:
from the market in 2010 in several countries and regions including Australia, Canada, China, the
9006: 8965: 8689: 8557: 8552: 8542: 8470: 8460: 8214: 8204: 8187: 8046: 7268: 5069: 3958: 3804: 3242: 2912: 2814: 1762: 1485:. It was sold under a variety of brand names including Reductil, Meridia, Siredia, and Sibutrex. 1374: 1342: 136: 87: 59: 2630: 2585: 9166: 9134: 9043: 8682: 8450: 8087: 7996: 7988: 7980: 7972: 7447: 7443: 6850: 6126: 5556: 5509: 4904: 4375: 3430: 2817:. U.S. Food and Drug Administration Center for Drug Evaluation and Research. 22 December 2008. 1520: 1362: 1323: 1226: 1205: 1188: 1059: 999: 948:
The following side effects are infrequent but serious and require immediate medical attention:
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that is not sufficiently controlled (e.g., >145/90 mmHg), caution in controlled hypertension
828: 725: 252: 9600: 9001: 8945: 8818: 8803: 8792: 8445: 8182: 8162: 6568: 6500: 5974: 5276: 4345: 2746:"European Medicines Agency recommends suspension of marketing authorisations for sibutramine" 1735: 1570: 1467: 1422: 1366: 1084: 1024: 926: 911: 393: 3004: 2261:"Meridia (sibutramine hydrochloride monohydrate) Capsules CIV. Full Prescribing Information" 1920: 1858: 1470:
after BASF/Knoll AG purchased the Boots Research Division in 1995. It was classified as a
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adulterants. In January 2010, a similar alert was issued for counterfeit versions of the
1537: 1482: 1058:, may increase plasma levels of sibutramine. Sibutramine does not affect the efficacy of 756: 343: 143: 2968:"FDA Alert: Slimming Beauty Bitter Orange Slimming Capsules: Undeclared Drug Ingredient" 2842:"Chinese slimming capsules containing sibutramine sold over the Internet: a case series" 2462: 556: 533: 8843: 8838: 7940: 7210: 5236: 4041: 4037: 3899: 3545: 3474: 3361: 3206: 2866: 2841: 2518: 2370: 2320: 2234: 2209: 2190: 2132: 2100: 2075: 2001: 1942: 1565:" sold in Europe, containing as much as twice the dosage of the legally licensed drug. 1554: 1020: 949: 777:
Sibutramine has been used to produce appetite suppression for the purpose of attaining
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No human data exists; inconclusive evidence of teratogenic potential in animal studies
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level after 1 hour and has also a half-life of 1 hour. Sibutramine is metabolized by
1315: 886: 721: 245: 101: 2586:"Petition to FDA to ban the diet drug sibutramine (MERIDIA) (HRG Publication #1613)" 2522: 2374: 2194: 2005: 8913: 8893: 8733: 8397: 8372: 8316: 7956: 7306: 7161: 6533: 5929: 5626: 5566: 5383: 5297: 5014: 4957: 4893: 4740: 3401: 3326: 3203:. Includes dosage information and a comprehensive list of international brand names 3022: 2861: 2853: 2720: 2676: 2668: 2654:"Effect of sibutramine on cardiovascular outcomes in overweight and obese subjects" 2502: 2466: 2422: 2354: 2229: 2221: 2174: 2095: 2091: 2087: 1985: 1508:
hearing that sibutramine may be more dangerous than the conditions it is used for.
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force the release of these neurotransmitters rather than affecting their reuptake.
976: 892: 810: 798: 569: 231: 168: 37: 1284:; the serotonergic action, in particular, is thought to influence appetite. Older 9509: 9352: 9273: 8520: 8505: 8412: 8387: 8312: 8247: 8092: 8004: 7276: 7151: 7093: 7081: 6749: 6388: 6020: 5954: 5368: 5256: 5231: 4953: 4947: 4760: 4134: 3610: 3585: 3580: 3540: 3416: 3411: 3273: 3189: 2895: 2615: 1694: 1346: 863: 794: 709: 382: 270: 239: 5098: 4022: 1882: 9543: 9424: 9337: 8667: 8288: 7951: 7105: 7089: 7085: 7011: 6734: 6400: 6392: 6005: 5771: 5494: 5246: 5075: 4517: 4226: 4124: 4018: 3964: 3590: 3366: 2589: 1711: 1573:
weight loss drug Alli sold over the Internet. Instead of the active ingredient
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g/L range in persons undergoing therapy with the drug. The parent compound and
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In a 2016 Cochrane review, sibutramine was found to substantially increase
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Selective serotonin reuptake inhibitors and serotonin receptor modulators:
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published a study of sibutramine poisoning cases from similar Chinese "
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issued an alert to consumers naming 27 different products marketed as “
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Patients with a history of or a predisposition to drug or alcohol abuse
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In 2002, studies looked into reports of sudden death, heart failure,
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United Kingdom Medicines & Healthcare Products Regulatory Agency
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1-(1-(4-chlorophenyl)cyclobutyl)-N,N,2,2-tetramethylpropan-1-amine
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formula are UNSAFE and should not be purchased from any source."
1544: 1377: 1369:, reducing its bioavailability. The drug itself reaches its peak 1311: 1036: 988: 960: 919: 875: 717: 713: 2295:
International Journal of Obesity and Related Metabolic Disorders
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Progress in Neuro-Psychopharmacology & Biological Psychiatry
1276:(by ~16%), thereby increasing the levels of these substances in 9479: 9399: 9264: 9255: 9196: 8699: 8617: 8607: 8597: 8582: 8572: 8567: 8172: 8072: 7875: 7853: 7848: 7728: 7723: 7718: 7703: 7698: 7693: 7668: 7633: 7628: 7623: 7618: 7613: 7608: 7603: 7206: 6935: 6880: 6623: 6461: 6211: 6156: 5964: 5711: 5388: 4231:
Tooltip Noradrenergic and specific serotonergic antidepressants
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U.S. Food and Drug Administration (FDA) product safety website
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Cloridrato de sibutramina monoidratado. Bula. . Medley (2007).
28: 9514: 8672: 8592: 8562: 8112: 8062: 8057: 7930: 7858: 7683: 7648: 7588: 7573: 4422: 3939: 3131: 2899: 2751:. European Medicines Agency. January 21, 2010. Archived from 2491: 2412: 1384: 992: 802: 700:
which has been discontinued in many countries. It works as a
610: 275: 3127:"'Natural' diet pills tainted with banned prescription drug" 3021:. United States Food and Drug Administration. Archived from 2447: 518: 9026: 8657: 8612: 8577: 8077: 8067: 7863: 7688: 7673: 7663: 7653: 7643: 7638: 7598: 7593: 7583: 7578: 7563: 7543: 7280: 4292: 3396: 1046:
The concomitant use of sibutramine and drugs which inhibit
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Pharmacotherapy of obesity : options and alternatives
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and gastrointestinal problems. Despite a 2002 petition by
708:. Until 2010, it was widely marketed and prescribed as an 9499: 2051: 2049: 1807:(Press release). MedSafe in New Zealand. October 11, 2010 1734:
Sibutramin-Vertrieb in der Europäischen Union ausgesetzt
7251: 3102:. Australian Government. 9 November 2012. Archived from 1765:(Press release). info.gov in Hong Kong. November 2, 2010 1383:
into two pharmacologically active primary and secondary
3241: 2840:
Müller D, Weinmann W, Hermanns-Clausen M (March 2009).
2266:. Abbott Laboratories, North Chicago, IL 60064, U.S.A. 6793:
Serotonin–norepinephrine–dopamine reuptake inhibitors:
6069:
Serotonin–norepinephrine–dopamine reuptake inhibitors:
2554:
Center for Drug Evaluation and Research (2019-06-28).
2046: 922:
in patients with a history of cardiovascular disease.
9626:
Serotonin–norepinephrine–dopamine reuptake inhibitors
6512: 2801:"FDA warns consumers about tainted weight loss pills" 2291: 1975: 1805:"Withdrawal of Sibutramine (Reductil) in New Zealand" 1395:
Sibutramine has usually been used in the form of the
1337:
Unlike other serotonergic appetite suppressants like
1307:(FDA) in November 1997 for the treatment of obesity. 963:, problems urinating, abnormal bruising or bleeding, 5149: 4264:
Tooltip Serotonin antagonist and reuptake inhibitors
4117:
Tooltip Serotonin–norepinephrine reuptake inhibitors
2583: 4598: 4198:
Tooltip Norepinephrine–dopamine reuptake inhibitors
2584:Wolfe SM, Sasich LD, Barbehenn E (March 19, 2002). 1826:"FDA warns online sellers of banned slimming pills" 1019:) is not indicated, as it may increase the risk of 959:Symptoms that require urgent medical attention are 401: 5791: 1660:"Sibutramine (Reductil) - withdrawal in Australia" 1441:is generally present at concentrations of >200 1095: 929:are: dry mouth, paradoxically increased appetite, 5128: 4440: 2019: 2017: 2015: 1453: 789:Sibutramine is contraindicated in patients with: 9582: 4663: 1458:Sibutramine was originally developed in 1988 by 1299:Sibutramine's mechanism of action is similar to 747:Sibutramine was originally developed in 1988 by 381: 5000: 4059:Tooltip Selective serotonin reuptake inhibitors 2538:Disposition of Toxic Drugs and Chemicals in Man 2210:"Serotonergic drugs and valvular heart disease" 1913:"Abbott Pulls Diet Drug Meridia Off US Shelves" 351: 9646:World Anti-Doping Agency prohibited substances 2768: 2207: 2012: 1971: 1969: 1967: 1883:"Top obesity drug sibutramine being suspended" 1545:Counterfeit weight-loss products, 2008–present 813:to the drug or any of the inactive ingredients 7482: 6717:Serotonin–norepinephrine reuptake inhibitors: 6501: 5993:Serotonin–norepinephrine reuptake inhibitors: 5821:Selective norepinephrine reuptake inhibitors: 5114: 4003: 3227: 3096:"Majestic slimming capsules: Safety advisory" 2164: 2129:"Meridia Side Effects, and Drug Interactions" 1910: 1417:-demethylated metabolites may be measured in 1085: 736:, Hong Kong, India, Mexico, New Zealand, the 5907:Norepinephrine–dopamine reuptake inhibitors: 5138: 2913:"Fake Alli diet pills can pose health risks" 2645: 2485: 2441: 2381: 2201: 2158: 1105: 5034: 4851: 4791: 4297:Tooltip Serotonin modulator and stimulators 2771:"Abbott Labs Withdraws Meridia From Market" 2344: 2338: 2321:"FDA APPROVES SIBUTRAMINE TO TREAT OBESITY" 2080:The Cochrane Database of Systematic Reviews 1964: 1408: 1258:serotonin–norepinephrine reuptake inhibitor 816:Patients below 18 and above 65 years of age 781:in the treatment of patients with obesity. 702:serotonin–norepinephrine reuptake inhibitor 7489: 7475: 5807:Tooltip Norepinephrine reuptake inhibitors 5121: 5107: 4165:Tooltip Norepinephrine reuptake inhibitors 4017: 4010: 3996: 3234: 3220: 3183:Abbott Press Release on Meridia Withdrawal 2549: 2547: 1504:, FDA "whistleblower", testified before a 831:active drugs, particularly other anoretics 555: 532: 441: 257:97%, (94% for its desmethyl metabolites, M 2865: 2680: 2451:Rapid Communications in Mass Spectrometry 2233: 2123: 2121: 2119: 2099: 1935: 1911:Rockoff JD, Dooren JC (October 8, 2010). 461: 7256:Tooltip Vesicular monoamine transporters 6531:Selective serotonin reuptake inhibitors: 4892: 2449:application to a bioequivalence study". 2387: 2025:"The FDA August 2010 drug safety update" 1549:On December 22, 2008, the United States 724:. It has been associated with increased 3124: 2544: 1437:are often not detectable in urine, but 755:, UK, and manufactured and marketed by 528: 421: 100: 9583: 2942:"Herbal diet product poses heart risk" 2706:"Sibutramine: gone, but not forgotten" 2703: 2613: 2535: 2347:Clinical Pharmacology and Therapeutics 2116: 1664:Therapeutic Goods Administration (Tga) 1625: 1448: 1361:Sibutramine is well absorbed from the 834:History of peripheral arterial disease 546: 7470: 6517:Tooltip Serotonin reuptake inhibitors 5102: 4987: 4891: 4662: 4421: 4034: 3991: 3215: 3149: 2495:European Journal of Mass Spectrometry 2273:from the original on 17 February 2017 2255: 2253: 1832:from the original on January 15, 2014 801:, serious depression or pre-existing 692:, formerly sold under the brand name 642:ClC1=CC=C(C2(CCC2)C(CC(C)C)N(C)C)C=C1 501: 215: 86: 5154:Tooltip Dopamine reuptake inhibitors 3038:"Seizures of illegal medicines rise" 2285: 1260:(SNRI) that, in humans, reduces the 784: 167: 9495:Lysergic acid 2,4-dimethylazetidide 7496: 4603:Tooltip Tetracyclic antidepressants 2948:from the original on March 28, 2010 2781:from the original on March 28, 2017 2661:The New England Journal of Medicine 2631:"Insider: FDA Won't Protect Public" 2301:(Suppl 1): S18-28, discussion S29. 2208:Rothman RB, Baumann MH (May 2009). 1904: 1356: 1070: 481: 372: 13: 6851:Didesmethylsibutramine (BTS-54505) 6127:Didesmethylsibutramine (BTS-54505) 5796:Tooltip Norepinephrine transporter 5557:Didesmethylsibutramine (BTS-54505) 2846:Deutsches Ärzteblatt International 2821:from the original on 17 March 2009 2769:Andrew Pollack (October 8, 2010). 2501:(2). Chichester, England: 129–36. 2250: 2131:. RxList.com. 2007. Archived from 1365:(77%), but undergoes considerable 1100:Tooltip Norepinephrine transporter 211:: Withdrawn from market 14: 9667: 5369:Etybenzatropine (ethybenztropine) 4988: 4445:Tooltip Tricyclic antidepressants 3176: 3003:. 20 October 2010. Archived from 2641:from the original on 19 May 2006. 901:women (relative contraindication) 295:1 hour (sibutramine), 14 hours (M 120: 6841:Desmethylsibutramine (BTS-54354) 6117:Desmethylsibutramine (BTS-54354) 5547:Desmethylsibutramine (BTS-54354) 3100:Therapeutic Goods Administration 3035: 2889:34 weight loss products recalled 2415:European Journal of Pharmacology 2179:10.1046/j.1467-789x.2000.00020.x 1752:2010-01-21. Retrieved 2010-01-27 1602:Therapeutic Goods Administration 1310:Sibutramine is reported to be a 589: 586: 580: 36: 27: 8426:N,alpha-Diethylphenylethylamine 7452:Monoamine metabolism modulators 3162:from the original on 2018-10-13 3143: 3118: 3088: 3077:from the original on 2018-08-25 3059: 3048:from the original on 2012-10-24 3029: 3011: 2989: 2978:from the original on 2018-08-25 2960: 2934: 2923:from the original on 2010-01-25 2905: 2882: 2833: 2807: 2793: 2762: 2738: 2697: 2622: 2618:. Chicago, Illinois. p. 1. 2607: 2596:from the original on 2006-12-19 2577: 2566:from the original on 2022-12-12 2529: 2406: 2313: 2146: 2067: 2035:from the original on 2017-01-12 1953:from the original on 2017-10-08 1893:from the original on 2010-01-25 1875: 1844: 1641:from the original on 2023-08-03 1413:Sibutramine and its two active 1065: 1006: 905: 772: 667:Key:UNAANXDKBXWMLN-UHFFFAOYSA-N 2392:. Boca Raton, Fla: CRC Press. 2092:10.1002/14651858.CD007654.pub5 1818: 1797: 1776: 1755: 1725: 1700: 1681: 1652: 1619: 1454:Regulatory approval, 1997–2010 1076:Sibutramine (and metabolites) 1023:, a somewhat rare but serious 574: 207: 194: 1: 7432:Receptor/signaling modulators 6506:Tooltip Serotonin transporter 5130:Monoamine reuptake inhibitors 3125:Carroll L (19 October 2011). 2628:Hearing of 17 November 2004. 2427:10.1016/s0014-2999(00)00216-8 2214:Expert Opinion on Drug Safety 1613: 1090:Tooltip Serotonin transporter 819:Concomitant treatment with a 244:Absorption 77%, considerable 9651:Withdrawn anti-obesity drugs 6346:Tetracyclic antidepressants: 5143:Tooltip Dopamine transporter 4665:Monoamine oxidase inhibitors 3195:Sibutramine drug information 2944:. CBC News. March 26, 2010. 2325:Food and Drug Administration 1990:10.1016/0278-5846(88)90003-6 1551:Food and Drug Administration 1390: 1305:Food and Drug Administration 1110:Tooltip Dopamine transporter 1013:monoamine oxidase inhibitors 7: 9490:Lysergic acid 2-butyl amide 6796:3,3-Diphenylcyclobutanamine 6072:3,3-Diphenylcyclobutanamine 4859:Tooltip Monoamine oxidase B 4799:Tooltip Monoamine oxidase A 4428:tetracyclic antidepressants 3150:Cohen R (12 October 2018). 889:(relative contraindication) 10: 9672: 9500:Lysergic acid diethylamide 7436:Monoamine releasing agents 6994:Tricyclic antidepressants: 6270:Tricyclic antidepressants: 5339:Benzatropine (benztropine) 4336:Dextromethorphan/bupropion 935:strange taste in the mouth 866:(overactive thyroid gland) 793:Psychiatric conditions as 564:Chemical and physical data 48:)-(−)-sibutramine (bottom) 9611:Drugs developed by AbbVie 9392: 9153: 9042: 8979: 8791: 8721: 8045: 7504: 7424: 7380: 7249: 7060: 6989: 6788: 6712: 6526: 6499: 6377: 6341: 6265: 6064: 5988: 5902: 5816: 5789: 5472: 5326: 5290: 5214: 5163: 5136: 5059: 4994: 4983: 4900: 4887: 4849: 4789: 4675: 4671: 4658: 4634: 4596: 4438: 4434: 4417: 4318: 4290: 4257: 4224: 4191: 4158: 4110: 4052: 4048: 4030: 3948: 3882: 3864: 3828: 3803: 3780: 3688: 3638: 3508: 3450: 3267: 3258: 2858:10.3238/arztebl.2009.0218 2226:10.1517/14740330902931524 1943:"Sibutramine - Drugs.com" 1528:European Medicines Agency 1526:On January 21, 2010, the 1301:tricyclic antidepressants 1245: 858:transient ischemic attack 728:and strokes and has been 675: 650: 630: 608: 595: 568: 563: 544: 512: 492: 472: 452: 432: 412: 392: 367: 342: 322: 317: 307: 286: 269: 251: 238: 230: 184: 179: 154: 135: 108: 94: 76: 68: 58: 53: 35: 26: 9636:Substituted amphetamines 9596:4-Chlorophenyl compounds 8390:(Dextromethamphetamine, 6720:Atomoxetine (tomoxetine) 5996:Atomoxetine (tomoxetine) 5042:Rubidium chloride (RbCl) 1637:(published 2023-04-04). 1506:Senate Finance Committee 1409:Detection in body fluids 1231:)-Didesmethylsibutramine 1210:)-Didesmethylsibutramine 706:tricyclic antidepressant 9606:Dimethylamino compounds 9044:Phenylalkylpyrrolidines 8966:Methylenedioxycathinone 8643:3,4-MDA (tenamfetamine) 7098:mepyramine (pyrilamine) 4905:Atypical antipsychotics 2704:Haslam D (April 2010). 1917:The Wall Street Journal 1635:Diário Oficial da União 1466:, UK,/ and marketed by 925:Frequently encountered 726:cardiovascular diseases 313:Urine (77%), feces (8%) 7968:β-Methylphenethylamine 7962:α-Methylphenethylamine 7372:Vanoxerine (GBR-12909) 7219:pethidine (meperidine) 6474:pethidine (meperidine) 5262:Pethidine (meperidine) 2323:(Press release). U.S. 1521:National Obesity Forum 1477:in the United States. 1363:gastrointestinal tract 1324:didesmethylsibutramine 1189:Didesmethylsibutramine 1173:)-Desmethylsibutramine 1152:)-Desmethylsibutramine 1060:hormonal contraception 1000:pulmonary hypertension 998:Currently, no case of 845:pulmonary hypertension 766:in the United States. 9159:(and close relatives) 8658:MDMA (midomafetamine) 8000:-Methylphenethylamine 7992:-Methylphenethylamine 7984:-Methylphenethylamine 7976:-Methylphenethylamine 7456:Monoamine neurotoxins 7022:Dosulepin (dothiepin) 6569:Didesmethylcitalopram 6298:Dosulepin (dothiepin) 5975:Serdexmethylphenidate 5277:Serdexmethylphenidate 3829:Absorption inhibitors 2673:10.1056/NEJMoa1003114 2359:10.1038/clpt.2009.145 1468:Knoll Pharmaceuticals 1423:liquid chromatography 1367:first-pass metabolism 1025:adverse drug reaction 912:cardiovascular events 246:first-pass metabolism 9323:N,N-Dimethyldopamine 8981:Phenylisobutylamines 8678:Naphthylaminopropane 8363:Isopropylamphetamine 8353:4-Hydroxyamphetamine 7347:Methoxytetrabenazine 7312:Dihydrotetrabenazine 7126:Arylcyclohexylamines 6421:Arylcyclohexylamines 5572:Dizocilpine (MK-801) 5526:Chaenomeles speciosa 5227:Benocyclidine (BTCP) 5026:Hypericum perforatum 4894:Adjunctive therapies 2919:. January 23, 2010. 2637:. 19 November 2004. 1828:. January 12, 2014. 1588:In October 2010 the 1483:Abbott Laboratoriess 1475:controlled substance 1322:(M1; BTS-54354) and 1320:desmethylsibutramine 1280:and helping enhance 1131:Desmethylsibutramine 764:controlled substance 712:in the treatment of 698:appetite suppressant 696:among others, is an 16:Appetite suppressant 9485:Lysergic acid amide 9231:Ethylnorepinephrine 9034:Phenylisobutylamine 8486:Phenylpropanolamine 8421:-Norpseudoephedrine 8392:Levomethamphetamine 8279:Dimethylamphetamine 6971:Threohydrobupropion 6836:Desmethylsertraline 6564:Desmethylcitalopram 6247:Threohydrobupropion 6112:Desmethylsertraline 5767:Threohydrobupropion 5542:Desmethylsertraline 4042:receptor modulators 4038:reuptake inhibitors 3601:Phenylpropanolamine 3480:Levopropylhexedrine 3452:Adrenergic agonists 3282:4-Methylamphetamine 3139:on 11 January 2012. 3007:on 9 February 2012. 2463:2006RCMS...20.3509J 2388:Hofbauer K (2004). 2327:. November 24, 1997 1746:Abbott Laboratories 1555:dietary supplements 1538:Abbott Laboratories 1449:Society and culture 1077: 987:, abnormal vision, 950:cardiac arrhythmias 910:A higher number of 881:Enlargement of the 757:Abbott Laboratories 360:(chlorosibutramine) 299:) & 16 hours (M 23: 9656:Isobutyl compounds 7941:Phenylethanolamine 7211:dextropropoxyphene 5237:Dexmethylphenidate 5086:Never to phase III 3975:Never to phase III 3900:Desiccated thyroid 3546:Dexmethylphenidate 3243:Antiobesity agents 3188:2011-09-27 at the 2894:2009-04-26 at the 2775:The New York Times 2063:on 6 January 2012. 1923:on 11 October 2010 1784:"Banned Medicines" 1693:2013-01-11 at the 1563:herbal supplements 1316:active metabolites 1075: 1021:serotonin syndrome 42:Sibutramine (top), 19: 9578: 9577: 8919:N-Ethylpentedrone 8879:Dimethylcathinone 8501:Propylamphetamine 8244:Dextroamphetamine 7916:Methallylescaline 7464: 7463: 7459: 7245: 7244: 6520: 6495: 6494: 5940:Levophacetoperane 5810: 5785: 5784: 5647:Levophacetoperane 5222:4-Fluoropethidine 5157: 5096: 5095: 5055: 5054: 5028:(St. John's Wort) 4979: 4978: 4944:lithium carbonate 4883: 4882: 4879: 4878: 4654: 4653: 4650: 4649: 4463:Amitriptylinoxide 4413: 4412: 4409: 4408: 3985: 3984: 3874:2,4-Dinitrophenol 3807:receptor agonists 3702:glucagon agonists 3634: 3633: 3352:Dimethylcathinone 3347:Dextroamphetamine 3025:on 23 March 2012. 2536:Baselt R (2008). 2457:(23): 3509–3521. 2399:978-0-415-30321-7 1519:(chairman of the 1427:mass spectrometry 1256:Sibutramine is a 1254: 1253: 887:urinary retention 785:Contraindications 687: 686: 621:Interactive image 514:CompTox Dashboard 219: 210: 203:(Anorectic drugs) 198: 124: 9663: 9284: 9276: 9267: 9258: 9199: 9160: 8914:N-Ethylhexedrone 8894:Hydroxybupropion 8734:Chlorphentermine 8711: 8420: 8398:Methoxyphenamine 8373:Lisdexamfetamine 8317:Levofenfluramine 7957:Phenpromethamine 7491: 7484: 7477: 7468: 7467: 7426: 7413:Antagonist-like: 7307:Deutetrabenazine 7257: 7253: 7197:MIN-117 (WF-516) 7162:Dextromethorphan 6534:6-Nitroquipazine 6524: 6523: 6518: 6514: 6509: 6507: 6503: 5930:Hydroxybupropion 5814: 5813: 5808: 5804: 5799: 5797: 5793: 5687:MIN-117 (WF-516) 5627:Hydroxybupropion 5567:Diphenylpyraline 5298:Diphenylprolinol 5161: 5160: 5155: 5151: 5146: 5144: 5140: 5123: 5116: 5109: 5100: 5099: 5036: 5002: 4985: 4984: 4958:triiodothyronine 4954:Thyroid hormones 4889: 4888: 4860: 4856: 4800: 4796: 4741:Phenoxypropazine 4673: 4672: 4660: 4659: 4604: 4600: 4446: 4442: 4436: 4435: 4419: 4418: 4298: 4294: 4265: 4261: 4232: 4228: 4199: 4195: 4166: 4162: 4118: 4114: 4060: 4056: 4050: 4049: 4032: 4031: 4012: 4005: 3998: 3989: 3988: 3402:Lisdexamfetamine 3327:Chlorphentermine 3265: 3264: 3236: 3229: 3222: 3213: 3212: 3171: 3170: 3168: 3167: 3147: 3141: 3140: 3135:. Archived from 3122: 3116: 3115: 3113: 3111: 3092: 3086: 3085: 3083: 3082: 3063: 3057: 3056: 3054: 3053: 3033: 3027: 3026: 3015: 3009: 3008: 2993: 2987: 2986: 2984: 2983: 2964: 2958: 2957: 2955: 2953: 2938: 2932: 2931: 2929: 2928: 2909: 2903: 2902:, 22 April 2009. 2886: 2880: 2879: 2869: 2837: 2831: 2830: 2828: 2826: 2811: 2805: 2804: 2797: 2791: 2790: 2788: 2786: 2766: 2760: 2759: 2757: 2750: 2742: 2736: 2735: 2734:on 26 July 2015. 2733: 2727:. Archived from 2725:10.1002/pdi.1453 2710: 2701: 2695: 2694: 2684: 2658: 2649: 2643: 2642: 2626: 2620: 2619: 2611: 2605: 2604: 2602: 2601: 2581: 2575: 2574: 2572: 2571: 2551: 2542: 2541: 2533: 2527: 2526: 2507:10.1255/ejms.797 2489: 2483: 2482: 2471:10.1002/rcm.2760 2445: 2439: 2438: 2410: 2404: 2403: 2385: 2379: 2378: 2342: 2336: 2335: 2333: 2332: 2317: 2311: 2310: 2289: 2283: 2282: 2280: 2278: 2272: 2265: 2257: 2248: 2247: 2237: 2205: 2199: 2198: 2162: 2156: 2154: 2150: 2144: 2143: 2141: 2140: 2125: 2114: 2113: 2103: 2071: 2065: 2064: 2053: 2044: 2043: 2041: 2040: 2021: 2010: 2009: 1973: 1962: 1961: 1959: 1958: 1939: 1933: 1932: 1930: 1928: 1919:. Archived from 1908: 1902: 1901: 1899: 1898: 1879: 1873: 1872: 1870: 1869: 1863: 1856: 1848: 1842: 1841: 1839: 1837: 1822: 1816: 1815: 1813: 1812: 1801: 1795: 1794: 1792: 1791: 1780: 1774: 1773: 1771: 1770: 1759: 1753: 1733: 1729: 1723: 1722: 1720: 1719: 1704: 1698: 1685: 1679: 1678: 1676: 1675: 1656: 1650: 1649: 1647: 1646: 1623: 1571:over-the-counter 1439:dinorsibutramine 1357:Pharmacokinetics 1111: 1107: 1101: 1097: 1091: 1087: 1078: 1074: 1071:Pharmacodynamics 1015:(MAOIs, such as 893:Pheochromocytoma 811:Hypersensitivity 799:anorexia nervosa 683: 682: 623: 603: 591: 588: 582: 576: 559: 548: 537: 536: 522: 520: 505: 485: 465: 445: 425: 405: 385: 375: 374: 355: 291: 217: 214: 209: 206: 196: 193: 171: 122: 119: 104: 90: 40: 31: 24: 22: 18: 9671: 9670: 9666: 9665: 9664: 9662: 9661: 9660: 9641:Withdrawn drugs 9616:Phenethylamines 9581: 9580: 9579: 9574: 9510:Methoxphenidine 9388: 9353:Normetanephrine 9282: 9274: 9265: 9256: 9197: 9158: 9157: 9149: 9038: 9029: 8975: 8936: 8787: 8778: 8766: 8717: 8709: 8685: 8533: 8521:Tranylcypromine 8506:Pseudoephedrine 8418: 8413:Norfenfluramine 8388:Methamphetamine 8313:Dexfenfluramine 8248:Levoamphetamine 8195: 8093:Bromo-DragonFLY 8041: 8027: 8005:Methylphenidate 7936: 7506:Phenethylamines 7500: 7498:Phenethylamines 7495: 7465: 7460: 7420: 7398:DAT modulators: 7376: 7277:methamphetamine 7255: 7241: 7152:Cyclobenzaprine 7094:diphenhydramine 7082:brompheniramine 7056: 6985: 6784: 6750:Levomilnacipran 6708: 6516: 6508: 6505: 6491: 6389:brompheniramine 6373: 6337: 6261: 6060: 6021:Levomilnacipran 5984: 5955:Methylphenidate 5898: 5806: 5798: 5795: 5781: 5468: 5322: 5286: 5257:Methylphenidate 5232:Desoxypipradrol 5210: 5153: 5145: 5142: 5132: 5127: 5097: 5092: 5091: 5076:Clinical trials 5051: 4990: 4975: 4971: 4963: 4948:lithium citrate 4896: 4875: 4858: 4855: 4845: 4798: 4795: 4785: 4761:Tranylcypromine 4667: 4646: 4630: 4602: 4592: 4444: 4430: 4405: 4314: 4296: 4286: 4263: 4253: 4230: 4220: 4197: 4187: 4164: 4154: 4135:Levomilnacipran 4116: 4106: 4058: 4044: 4026: 4019:Antidepressants 4016: 3986: 3981: 3980: 3965:Clinical trials 3944: 3878: 3860: 3824: 3806: 3799: 3776: 3700: 3684: 3641: 3630: 3611:Propylhexedrine 3586:Phendimetrazine 3581:Methylphenidate 3541:Dexfenfluramine 3504: 3446: 3417:Norfenfluramine 3412:Methamphetamine 3274:phenethylamines 3272: 3254: 3240: 3190:Wayback Machine 3179: 3174: 3165: 3163: 3148: 3144: 3123: 3119: 3109: 3107: 3094: 3093: 3089: 3080: 3078: 3065: 3064: 3060: 3051: 3049: 3042:The Irish Times 3034: 3030: 3017: 3016: 3012: 2995: 2994: 2990: 2981: 2979: 2966: 2965: 2961: 2951: 2949: 2940: 2939: 2935: 2926: 2924: 2911: 2910: 2906: 2896:Wayback Machine 2887: 2883: 2852:(13): 218–222. 2838: 2834: 2824: 2822: 2813: 2812: 2808: 2799: 2798: 2794: 2784: 2782: 2767: 2763: 2755: 2748: 2744: 2743: 2739: 2731: 2708: 2702: 2698: 2667:(10): 905–917. 2656: 2650: 2646: 2629: 2627: 2623: 2616:Chicago Tribune 2612: 2608: 2599: 2597: 2582: 2578: 2569: 2567: 2552: 2545: 2534: 2530: 2490: 2486: 2446: 2442: 2411: 2407: 2400: 2386: 2382: 2343: 2339: 2330: 2328: 2319: 2318: 2314: 2290: 2286: 2276: 2274: 2270: 2263: 2259: 2258: 2251: 2206: 2202: 2167:Obesity Reviews 2163: 2159: 2153:(in Portuguese) 2152: 2151: 2147: 2138: 2136: 2127: 2126: 2117: 2086:(1): CD007654. 2072: 2068: 2055: 2054: 2047: 2038: 2036: 2023: 2022: 2013: 1974: 1965: 1956: 1954: 1941: 1940: 1936: 1926: 1924: 1909: 1905: 1896: 1894: 1881: 1880: 1876: 1867: 1865: 1861: 1854: 1850: 1849: 1845: 1835: 1833: 1824: 1823: 1819: 1810: 1808: 1803: 1802: 1798: 1789: 1787: 1782: 1781: 1777: 1768: 1766: 1761: 1760: 1756: 1731: 1730: 1726: 1717: 1715: 1706: 1705: 1701: 1695:Wayback Machine 1686: 1682: 1673: 1671: 1658: 1657: 1653: 1644: 1642: 1624: 1620: 1616: 1547: 1515:In April 2010 1456: 1451: 1411: 1393: 1375:cytochrome P450 1359: 1350: 1334:)-enantiomers. 1288:agents such as 1278:synaptic clefts 1272:(by ~54%), and 1249: 1109: 1099: 1089: 1073: 1068: 1009: 908: 864:Hyperthyroidism 795:bulimia nervosa 787: 775: 678: 676: 671: 668: 663: 658: 657: 646: 643: 638: 637: 626: 601: 585: 579: 540: 516: 508: 488: 468: 448: 428: 408: 388: 371: 363: 356: 338: 335: 330: 329: 302: 298: 289: 264: 260: 253:Protein binding 240:Bioavailability 232:Pharmacokinetic 226: 175: 138: 131: 111: 64:Meridia, others 49: 43: 17: 12: 11: 5: 9669: 9659: 9658: 9653: 9648: 9643: 9638: 9633: 9628: 9623: 9618: 9613: 9608: 9603: 9598: 9593: 9576: 9575: 9573: 9572: 9567: 9562: 9557: 9552: 9547: 9544:Levosalbutamol 9537: 9532: 9527: 9522: 9517: 9512: 9507: 9502: 9497: 9492: 9487: 9482: 9477: 9472: 9467: 9462: 9457: 9452: 9447: 9442: 9437: 9432: 9427: 9425:Desvenlafaxine 9422: 9417: 9412: 9407: 9402: 9396: 9394: 9390: 9389: 9387: 9386: 9381: 9376: 9368: 9360: 9355: 9350: 9340: 9338:Norepinephrine 9335: 9325: 9320: 9315: 9310: 9305: 9300: 9295: 9287: 9279: 9277:-Phenylalanine 9271: 9262: 9253: 9248: 9243: 9238: 9233: 9228: 9223: 9218: 9213: 9208: 9203: 9194: 9189: 9184: 9179: 9174: 9169: 9163: 9161: 9155:Catecholamines 9151: 9150: 9148: 9147: 9142: 9137: 9132: 9127: 9122: 9117: 9112: 9107: 9102: 9097: 9092: 9087: 9082: 9077: 9072: 9067: 9062: 9057: 9048: 9046: 9040: 9039: 9037: 9036: 9024: 9019: 9014: 9009: 9004: 8999: 8994: 8985: 8983: 8977: 8976: 8974: 8973: 8968: 8963: 8958: 8953: 8948: 8943: 8931: 8926: 8921: 8916: 8911: 8906: 8901: 8896: 8891: 8886: 8881: 8876: 8871: 8866: 8861: 8856: 8851: 8846: 8841: 8836: 8831: 8826: 8821: 8816: 8811: 8806: 8797: 8795: 8789: 8788: 8786: 8785: 8773: 8761: 8756: 8751: 8746: 8741: 8736: 8727: 8725: 8719: 8718: 8716: 8715: 8702: 8697: 8692: 8680: 8675: 8670: 8668:Methamnetamine 8665: 8660: 8655: 8650: 8645: 8640: 8635: 8630: 8625: 8620: 8615: 8610: 8605: 8600: 8595: 8590: 8585: 8580: 8575: 8570: 8565: 8560: 8555: 8550: 8545: 8540: 8528: 8523: 8518: 8513: 8508: 8503: 8498: 8493: 8488: 8483: 8478: 8473: 8468: 8463: 8458: 8453: 8448: 8443: 8438: 8433: 8428: 8423: 8415: 8410: 8405: 8400: 8395: 8385: 8380: 8375: 8370: 8365: 8360: 8355: 8350: 8345: 8340: 8335: 8330: 8325: 8320: 8306: 8301: 8296: 8291: 8289:Etilamfetamine 8286: 8281: 8276: 8271: 8266: 8261: 8256: 8251: 8237: 8232: 8227: 8222: 8217: 8212: 8207: 8202: 8190: 8185: 8180: 8175: 8170: 8165: 8160: 8155: 8150: 8145: 8140: 8135: 8130: 8125: 8120: 8115: 8110: 8105: 8100: 8095: 8090: 8085: 8080: 8075: 8070: 8065: 8060: 8051: 8049: 8043: 8042: 8040: 8039: 8034: 8022: 8017: 8008: 8007: 8002: 7994: 7986: 7978: 7970: 7965: 7959: 7954: 7952:Phenethylamine 7949: 7934: 7933: 7928: 7923: 7918: 7913: 7908: 7903: 7898: 7893: 7888: 7883: 7878: 7873: 7867: 7866: 7861: 7856: 7851: 7846: 7841: 7836: 7831: 7826: 7821: 7816: 7811: 7806: 7801: 7796: 7791: 7786: 7781: 7776: 7771: 7766: 7761: 7756: 7751: 7746: 7741: 7736: 7731: 7726: 7721: 7716: 7711: 7706: 7701: 7696: 7691: 7686: 7681: 7676: 7671: 7666: 7661: 7656: 7651: 7646: 7641: 7636: 7631: 7626: 7621: 7616: 7611: 7606: 7601: 7596: 7591: 7586: 7581: 7576: 7571: 7566: 7561: 7556: 7551: 7546: 7540: 7539: 7534: 7529: 7524: 7519: 7510: 7508: 7502: 7501: 7494: 7493: 7486: 7479: 7471: 7462: 7461: 7425: 7422: 7421: 7419: 7418: 7406: 7394: 7393: 7388:DAT enhancers: 7384: 7382: 7378: 7377: 7375: 7374: 7369: 7364: 7359: 7354: 7349: 7344: 7339: 7334: 7329: 7324: 7319: 7314: 7309: 7304: 7299: 7294: 7289: 7284: 7266: 7260: 7258: 7247: 7246: 7243: 7242: 7240: 7239: 7234: 7204: 7199: 7194: 7189: 7184: 7179: 7174: 7169: 7164: 7159: 7154: 7149: 7123: 7112:Antipsychotics 7109: 7106:tripelennamine 7090:dimenhydrinate 7086:chlorphenamine 7078:Antihistamines 7075: 7070: 7061: 7058: 7057: 7055: 7054: 7049: 7044: 7039: 7034: 7029: 7024: 7019: 7014: 7012:Cyanodothiepin 7009: 7004: 6999: 6990: 6987: 6986: 6984: 6983: 6973: 6968: 6963: 6958: 6953: 6948: 6943: 6938: 6933: 6928: 6923: 6918: 6913: 6908: 6903: 6898: 6893: 6888: 6883: 6878: 6873: 6868: 6863: 6858: 6853: 6848: 6843: 6838: 6833: 6828: 6823: 6818: 6813: 6808: 6803: 6798: 6789: 6786: 6785: 6783: 6782: 6777: 6772: 6767: 6762: 6757: 6752: 6747: 6742: 6737: 6735:Desvenlafaxine 6732: 6727: 6722: 6713: 6710: 6709: 6707: 6706: 6701: 6696: 6691: 6686: 6681: 6676: 6671: 6666: 6661: 6652: 6651: 6646: 6641: 6636: 6631: 6626: 6621: 6616: 6611: 6606: 6601: 6596: 6591: 6586: 6581: 6576: 6571: 6566: 6561: 6556: 6551: 6546: 6541: 6536: 6527: 6521: 6497: 6496: 6493: 6492: 6490: 6489: 6459: 6454: 6449: 6442: 6437: 6432: 6418: 6407:Antipsychotics 6404: 6401:tripelennamine 6393:chlorphenamine 6385:Antihistamines 6378: 6375: 6374: 6372: 6371: 6366: 6361: 6356: 6351: 6342: 6339: 6338: 6336: 6335: 6330: 6325: 6320: 6315: 6310: 6305: 6300: 6295: 6290: 6285: 6280: 6275: 6266: 6263: 6262: 6260: 6259: 6249: 6244: 6239: 6234: 6229: 6224: 6219: 6214: 6209: 6204: 6199: 6194: 6189: 6184: 6179: 6174: 6169: 6164: 6159: 6154: 6149: 6144: 6139: 6134: 6129: 6124: 6119: 6114: 6109: 6104: 6099: 6094: 6089: 6084: 6079: 6074: 6065: 6062: 6061: 6059: 6058: 6053: 6048: 6043: 6038: 6033: 6028: 6023: 6018: 6013: 6008: 6006:Desvenlafaxine 6003: 5998: 5989: 5986: 5985: 5983: 5982: 5977: 5972: 5967: 5962: 5957: 5952: 5947: 5942: 5937: 5932: 5927: 5922: 5917: 5912: 5903: 5900: 5899: 5897: 5896: 5891: 5886: 5881: 5876: 5871: 5866: 5861: 5856: 5851: 5846: 5841: 5836: 5831: 5826: 5817: 5811: 5787: 5786: 5783: 5782: 5780: 5779: 5774: 5772:Tripelennamine 5769: 5764: 5759: 5754: 5749: 5744: 5739: 5734: 5729: 5724: 5719: 5714: 5709: 5704: 5699: 5694: 5689: 5684: 5679: 5674: 5669: 5664: 5659: 5654: 5649: 5644: 5639: 5634: 5629: 5624: 5619: 5614: 5609: 5604: 5599: 5594: 5589: 5584: 5579: 5574: 5569: 5564: 5559: 5554: 5549: 5544: 5539: 5534: 5529: 5522: 5517: 5512: 5507: 5502: 5497: 5495:Amfonelic acid 5492: 5487: 5482: 5473: 5470: 5469: 5467: 5466: 5461: 5456: 5451: 5446: 5441: 5436: 5431: 5426: 5421: 5416: 5411: 5406: 5401: 5396: 5391: 5386: 5381: 5376: 5371: 5366: 5361: 5356: 5351: 5346: 5341: 5336: 5327: 5324: 5323: 5321: 5320: 5315: 5310: 5305: 5300: 5291: 5288: 5287: 5285: 5284: 5279: 5274: 5269: 5264: 5259: 5254: 5249: 5247:Ethylphenidate 5244: 5239: 5234: 5229: 5224: 5215: 5212: 5211: 5209: 5208: 5203: 5198: 5193: 5188: 5183: 5178: 5173: 5164: 5158: 5134: 5133: 5126: 5125: 5118: 5111: 5103: 5094: 5093: 5090: 5089: 5088: 5087: 5084: 5073: 5067: 5061: 5060: 5057: 5056: 5053: 5052: 5050: 5049: 5044: 5039: 5030: 5022: 5005: 4999:Ademetionine ( 4995: 4992: 4991: 4981: 4980: 4977: 4976: 4974: 4973: 4969: 4961: 4951: 4937: 4932: 4901: 4898: 4897: 4885: 4884: 4881: 4880: 4877: 4876: 4874: 4873: 4864: 4862: 4853: 4847: 4846: 4844: 4843: 4838: 4833: 4828: 4823: 4818: 4813: 4804: 4802: 4793: 4787: 4786: 4784: 4783: 4774: 4773: 4764: 4763: 4758: 4753: 4748: 4743: 4738: 4733: 4728: 4723: 4718: 4713: 4708: 4703: 4698: 4693: 4688: 4679: 4677: 4669: 4668: 4656: 4655: 4652: 4651: 4648: 4647: 4645: 4644: 4638: 4636: 4632: 4631: 4629: 4628: 4623: 4618: 4613: 4607: 4605: 4594: 4593: 4591: 4590: 4585: 4580: 4575: 4570: 4565: 4560: 4555: 4550: 4545: 4540: 4535: 4530: 4525: 4520: 4518:Imipraminoxide 4515: 4510: 4505: 4500: 4495: 4490: 4485: 4480: 4475: 4470: 4465: 4460: 4455: 4449: 4447: 4432: 4431: 4415: 4414: 4411: 4410: 4407: 4406: 4404: 4403: 4398: 4393: 4388: 4383: 4378: 4373: 4368: 4363: 4358: 4353: 4348: 4343: 4338: 4333: 4328: 4322: 4320: 4316: 4315: 4313: 4312: 4307: 4301: 4299: 4288: 4287: 4285: 4284: 4279: 4274: 4268: 4266: 4255: 4254: 4252: 4251: 4246: 4241: 4235: 4233: 4222: 4221: 4219: 4218: 4213: 4208: 4202: 4200: 4189: 4188: 4186: 4185: 4180: 4175: 4169: 4167: 4156: 4155: 4153: 4152: 4147: 4142: 4137: 4132: 4127: 4125:Desvenlafaxine 4121: 4119: 4108: 4107: 4105: 4104: 4099: 4094: 4089: 4084: 4079: 4074: 4069: 4063: 4061: 4046: 4045: 4028: 4027: 4015: 4014: 4007: 4000: 3992: 3983: 3982: 3979: 3978: 3977: 3976: 3973: 3962: 3956: 3950: 3949: 3946: 3945: 3943: 3942: 3937: 3932: 3927: 3922: 3917: 3912: 3907: 3902: 3897: 3892: 3886: 3884: 3880: 3879: 3877: 3876: 3870: 3868: 3862: 3861: 3859: 3858: 3853: 3848: 3843: 3838: 3832: 3830: 3826: 3825: 3823: 3822: 3817: 3811: 3809: 3801: 3800: 3798: 3797: 3786: 3784: 3778: 3777: 3775: 3774: 3768: 3758: 3753: 3748: 3743: 3738: 3732: 3727: 3722: 3717: 3712: 3706: 3704: 3686: 3685: 3683: 3682: 3677: 3672: 3667: 3662: 3657: 3652: 3646: 3644: 3636: 3635: 3632: 3631: 3629: 3628: 3623: 3618: 3613: 3608: 3603: 3598: 3593: 3591:Phenethylamine 3588: 3583: 3578: 3573: 3568: 3558: 3553: 3548: 3543: 3538: 3528: 3523: 3518: 3512: 3510: 3506: 3505: 3503: 3502: 3492: 3487: 3482: 3477: 3472: 3467: 3462: 3456: 3454: 3448: 3447: 3445: 3444: 3439: 3434: 3424: 3419: 3414: 3409: 3404: 3399: 3394: 3389: 3384: 3379: 3374: 3369: 3367:Etilamfetamine 3364: 3359: 3354: 3349: 3344: 3339: 3334: 3329: 3324: 3319: 3314: 3309: 3304: 3299: 3294: 3289: 3284: 3278: 3276: 3262: 3256: 3255: 3239: 3238: 3231: 3224: 3216: 3210: 3209: 3204: 3192: 3178: 3177:External links 3175: 3173: 3172: 3142: 3117: 3106:on 3 July 2014 3087: 3058: 3028: 3010: 2988: 2959: 2933: 2904: 2881: 2832: 2806: 2792: 2761: 2758:on 2010-04-01. 2737: 2713:Pract Diab Int 2696: 2644: 2621: 2606: 2590:Public Citizen 2576: 2543: 2528: 2484: 2440: 2405: 2398: 2380: 2353:(5): 511–518. 2337: 2312: 2284: 2249: 2220:(3): 317–329. 2200: 2173:(2): 127–139. 2157: 2145: 2115: 2066: 2045: 2011: 1984:(5): 575–584. 1963: 1934: 1903: 1889:. 2010-01-22. 1874: 1843: 1817: 1796: 1775: 1754: 1740:2012-07-19 at 1724: 1699: 1680: 1651: 1629:(2023-03-31). 1617: 1615: 1612: 1580:In March 2010 1546: 1543: 1498:Public Citizen 1455: 1452: 1450: 1447: 1435:norsibutramine 1410: 1407: 1392: 1389: 1358: 1355: 1348: 1266:norepinephrine 1252: 1251: 1247: 1243: 1242: 1239: 1236: 1233: 1222: 1221: 1218: 1215: 1212: 1201: 1200: 1197: 1194: 1191: 1185: 1184: 1181: 1178: 1175: 1164: 1163: 1160: 1157: 1154: 1143: 1142: 1139: 1136: 1133: 1127: 1126: 1123: 1120: 1117: 1113: 1112: 1102: 1092: 1082: 1072: 1069: 1067: 1064: 1008: 1005: 942:blood pressure 907: 904: 903: 902: 895: 890: 879: 873: 867: 861: 854: 850: 847: 841: 835: 832: 825:antidepressant 817: 814: 808: 805: 786: 783: 774: 771: 734:European Union 685: 684: 673: 672: 670: 669: 666: 664: 661: 653: 652: 651: 648: 647: 645: 644: 641: 633: 632: 631: 628: 627: 625: 624: 616: 614: 606: 605: 599: 593: 592: 583: 577: 572: 566: 565: 561: 560: 550: 542: 541: 539: 538: 525: 523: 510: 509: 507: 506: 498: 496: 490: 489: 487: 486: 478: 476: 470: 469: 467: 466: 458: 456: 450: 449: 447: 446: 438: 436: 430: 429: 427: 426: 418: 416: 410: 409: 407: 406: 398: 396: 390: 389: 387: 386: 378: 376: 365: 364: 362: 361: 348: 346: 340: 339: 337: 336: 333: 325: 324: 323: 320: 319: 315: 314: 311: 305: 304: 300: 296: 293: 284: 283: 273: 267: 266: 262: 258: 255: 249: 248: 242: 236: 235: 228: 227: 225: 224: 212: 204: 190: 188: 182: 181: 177: 176: 174: 173: 160: 158: 152: 151: 141: 139:administration 133: 132: 130: 129: 126: 116: 114: 106: 105: 98: 92: 91: 84: 74: 73: 70: 66: 65: 62: 56: 55: 51: 50: 41: 33: 32: 15: 9: 6: 4: 3: 2: 9668: 9657: 9654: 9652: 9649: 9647: 9644: 9642: 9639: 9637: 9634: 9632: 9629: 9627: 9624: 9622: 9619: 9617: 9614: 9612: 9609: 9607: 9604: 9602: 9599: 9597: 9594: 9592: 9589: 9588: 9586: 9571: 9568: 9566: 9563: 9561: 9560:Thiamphenicol 9558: 9556: 9555:Theodrenaline 9553: 9551: 9548: 9545: 9541: 9538: 9536: 9533: 9531: 9528: 9526: 9523: 9521: 9518: 9516: 9513: 9511: 9508: 9506: 9503: 9501: 9498: 9496: 9493: 9491: 9488: 9486: 9483: 9481: 9478: 9476: 9473: 9471: 9470:Fluorolintane 9468: 9466: 9463: 9461: 9458: 9456: 9453: 9451: 9448: 9446: 9443: 9441: 9438: 9436: 9433: 9431: 9428: 9426: 9423: 9421: 9418: 9416: 9413: 9411: 9408: 9406: 9403: 9401: 9398: 9397: 9395: 9393:Miscellaneous 9391: 9385: 9382: 9380: 9379:Phenylephrine 9377: 9375: 9373: 9369: 9367: 9365: 9361: 9359: 9358:Orciprenaline 9356: 9354: 9351: 9348: 9344: 9341: 9339: 9336: 9333: 9332:Levonordefrin 9329: 9326: 9324: 9321: 9319: 9316: 9314: 9311: 9309: 9306: 9304: 9301: 9299: 9296: 9294: 9292: 9288: 9286: 9280: 9278: 9272: 9269: 9263: 9260: 9254: 9252: 9249: 9247: 9244: 9242: 9239: 9237: 9234: 9232: 9229: 9227: 9224: 9222: 9219: 9217: 9214: 9212: 9209: 9207: 9204: 9201: 9195: 9193: 9190: 9188: 9185: 9183: 9180: 9178: 9175: 9173: 9170: 9168: 9165: 9164: 9162: 9156: 9152: 9146: 9143: 9141: 9138: 9136: 9133: 9131: 9128: 9126: 9123: 9121: 9118: 9116: 9113: 9111: 9108: 9106: 9103: 9101: 9098: 9096: 9093: 9091: 9088: 9086: 9083: 9081: 9078: 9076: 9073: 9071: 9068: 9066: 9063: 9061: 9058: 9056: 9053: 9050: 9049: 9047: 9045: 9041: 9035: 9032: 9028: 9025: 9023: 9020: 9018: 9015: 9013: 9010: 9008: 9005: 9003: 9000: 8998: 8995: 8993: 8990: 8987: 8986: 8984: 8982: 8978: 8972: 8969: 8967: 8964: 8962: 8959: 8957: 8954: 8952: 8949: 8947: 8944: 8942: 8939: 8935: 8932: 8930: 8927: 8925: 8922: 8920: 8917: 8915: 8912: 8910: 8907: 8905: 8902: 8900: 8899:Methcathinone 8897: 8895: 8892: 8890: 8887: 8885: 8882: 8880: 8877: 8875: 8872: 8870: 8867: 8865: 8862: 8860: 8857: 8855: 8852: 8850: 8847: 8845: 8842: 8840: 8837: 8835: 8832: 8830: 8827: 8825: 8822: 8820: 8817: 8815: 8812: 8810: 8807: 8805: 8802: 8799: 8798: 8796: 8794: 8790: 8784: 8781: 8777: 8774: 8772: 8769: 8765: 8762: 8760: 8757: 8755: 8754:Mephentermine 8752: 8750: 8747: 8745: 8742: 8740: 8737: 8735: 8732: 8729: 8728: 8726: 8724: 8720: 8713: 8706: 8703: 8701: 8698: 8696: 8693: 8691: 8688: 8684: 8681: 8679: 8676: 8674: 8671: 8669: 8666: 8664: 8661: 8659: 8656: 8654: 8651: 8649: 8646: 8644: 8641: 8639: 8636: 8634: 8631: 8629: 8626: 8624: 8621: 8619: 8616: 8614: 8611: 8609: 8606: 8604: 8603:6-Chloro-MDMA 8601: 8599: 8596: 8594: 8591: 8589: 8586: 8584: 8581: 8579: 8576: 8574: 8571: 8569: 8566: 8564: 8561: 8559: 8556: 8554: 8551: 8549: 8546: 8544: 8541: 8539: 8536: 8532: 8529: 8527: 8526:Xylopropamine 8524: 8522: 8519: 8517: 8514: 8512: 8509: 8507: 8504: 8502: 8499: 8497: 8494: 8492: 8489: 8487: 8484: 8482: 8479: 8477: 8474: 8472: 8469: 8467: 8464: 8462: 8459: 8457: 8454: 8452: 8449: 8447: 8444: 8442: 8439: 8437: 8434: 8432: 8429: 8427: 8424: 8422: 8416: 8414: 8411: 8409: 8406: 8404: 8401: 8399: 8396: 8393: 8389: 8386: 8384: 8381: 8379: 8376: 8374: 8371: 8369: 8366: 8364: 8361: 8359: 8356: 8354: 8351: 8349: 8346: 8344: 8341: 8339: 8336: 8334: 8331: 8329: 8326: 8324: 8321: 8318: 8314: 8310: 8307: 8305: 8302: 8300: 8297: 8295: 8292: 8290: 8287: 8285: 8282: 8280: 8277: 8275: 8272: 8270: 8267: 8265: 8264:Benzphetamine 8262: 8260: 8257: 8255: 8252: 8249: 8245: 8241: 8238: 8236: 8233: 8231: 8228: 8226: 8223: 8221: 8218: 8216: 8213: 8211: 8208: 8206: 8203: 8201: 8198: 8194: 8191: 8189: 8186: 8184: 8181: 8179: 8176: 8174: 8171: 8169: 8166: 8164: 8161: 8159: 8156: 8154: 8151: 8149: 8146: 8144: 8141: 8139: 8136: 8134: 8131: 8129: 8126: 8124: 8121: 8119: 8116: 8114: 8111: 8109: 8106: 8104: 8101: 8099: 8096: 8094: 8091: 8089: 8086: 8084: 8081: 8079: 8076: 8074: 8071: 8069: 8066: 8064: 8061: 8059: 8056: 8055:Psychedelics: 8053: 8052: 8050: 8048: 8044: 8038: 8035: 8033: 8030: 8026: 8023: 8021: 8018: 8016: 8013: 8010: 8009: 8006: 8003: 8001: 7999: 7995: 7993: 7991: 7987: 7985: 7983: 7979: 7977: 7975: 7971: 7969: 7966: 7964:(amphetamine) 7963: 7960: 7958: 7955: 7953: 7950: 7948: 7945: 7944: 7943: 7942: 7939: 7932: 7929: 7927: 7924: 7922: 7919: 7917: 7914: 7912: 7909: 7907: 7904: 7902: 7899: 7897: 7894: 7892: 7889: 7887: 7886:Isoproscaline 7884: 7882: 7879: 7877: 7874: 7872: 7871:Allylescaline 7869: 7868: 7865: 7862: 7860: 7857: 7855: 7852: 7850: 7847: 7845: 7842: 7840: 7837: 7835: 7832: 7830: 7827: 7825: 7822: 7820: 7817: 7815: 7812: 7810: 7807: 7805: 7802: 7800: 7797: 7795: 7792: 7790: 7787: 7785: 7782: 7780: 7777: 7775: 7772: 7770: 7767: 7765: 7762: 7760: 7757: 7755: 7752: 7750: 7747: 7745: 7742: 7740: 7737: 7735: 7732: 7730: 7727: 7725: 7722: 7720: 7717: 7715: 7712: 7710: 7707: 7705: 7702: 7700: 7697: 7695: 7692: 7690: 7687: 7685: 7682: 7680: 7677: 7675: 7672: 7670: 7667: 7665: 7662: 7660: 7657: 7655: 7652: 7650: 7647: 7645: 7642: 7640: 7637: 7635: 7632: 7630: 7627: 7625: 7622: 7620: 7617: 7615: 7612: 7610: 7607: 7605: 7602: 7600: 7597: 7595: 7592: 7590: 7587: 7585: 7582: 7580: 7577: 7575: 7572: 7570: 7567: 7565: 7562: 7560: 7557: 7555: 7552: 7550: 7547: 7545: 7542: 7541: 7538: 7535: 7533: 7530: 7528: 7525: 7523: 7520: 7518: 7515: 7514:Psychedelics: 7512: 7511: 7509: 7507: 7503: 7499: 7492: 7487: 7485: 7480: 7478: 7473: 7472: 7469: 7458: 7457: 7453: 7449: 7448:Serotonergics 7445: 7444:Dopaminergics 7441: 7437: 7433: 7430: 7423: 7417: 7414: 7410: 7407: 7405: 7402: 7401:Agonist-like: 7399: 7396: 7395: 7392: 7389: 7386: 7385: 7383: 7379: 7373: 7370: 7368: 7365: 7363: 7362:Tetrabenazine 7360: 7358: 7355: 7353: 7350: 7348: 7345: 7343: 7340: 7338: 7335: 7333: 7330: 7328: 7325: 7323: 7320: 7318: 7315: 7313: 7310: 7308: 7305: 7303: 7300: 7298: 7295: 7293: 7290: 7288: 7285: 7282: 7278: 7274: 7270: 7267: 7265: 7262: 7261: 7259: 7254: 7248: 7238: 7235: 7232: 7228: 7224: 7220: 7216: 7212: 7208: 7205: 7203: 7200: 7198: 7195: 7193: 7190: 7188: 7185: 7183: 7180: 7178: 7175: 7173: 7170: 7168: 7165: 7163: 7160: 7158: 7155: 7153: 7150: 7147: 7146:phencyclidine 7143: 7142:methoxetamine 7139: 7135: 7131: 7127: 7124: 7121: 7117: 7113: 7110: 7107: 7103: 7099: 7095: 7091: 7087: 7083: 7079: 7076: 7074: 7071: 7069: 7066: 7063: 7062: 7059: 7053: 7052:Protriptyline 7050: 7048: 7045: 7043: 7042:Nortriptyline 7040: 7038: 7035: 7033: 7030: 7028: 7025: 7023: 7020: 7018: 7015: 7013: 7010: 7008: 7005: 7003: 7000: 6998: 6997:Amitriptyline 6995: 6992: 6991: 6988: 6981: 6977: 6974: 6972: 6969: 6967: 6964: 6962: 6961:Tedatioxetine 6959: 6957: 6954: 6952: 6949: 6947: 6944: 6942: 6939: 6937: 6934: 6932: 6929: 6927: 6924: 6922: 6919: 6917: 6914: 6912: 6909: 6907: 6904: 6902: 6899: 6897: 6894: 6892: 6889: 6887: 6884: 6882: 6879: 6877: 6874: 6872: 6869: 6867: 6864: 6862: 6859: 6857: 6854: 6852: 6849: 6847: 6844: 6842: 6839: 6837: 6834: 6832: 6829: 6827: 6824: 6822: 6821:Centanafadine 6819: 6817: 6814: 6812: 6809: 6807: 6804: 6802: 6799: 6797: 6794: 6791: 6790: 6787: 6781: 6778: 6776: 6773: 6771: 6768: 6766: 6765:N-Methyl-PPPA 6763: 6761: 6758: 6756: 6753: 6751: 6748: 6746: 6743: 6741: 6738: 6736: 6733: 6731: 6728: 6726: 6723: 6721: 6718: 6715: 6714: 6711: 6705: 6702: 6700: 6697: 6695: 6692: 6690: 6687: 6685: 6682: 6680: 6677: 6675: 6672: 6670: 6667: 6665: 6662: 6660: 6657: 6654: 6653: 6650: 6647: 6645: 6642: 6640: 6637: 6635: 6632: 6630: 6627: 6625: 6622: 6620: 6617: 6615: 6612: 6610: 6607: 6605: 6604:Norfluoxetine 6602: 6600: 6597: 6595: 6592: 6590: 6587: 6585: 6582: 6580: 6577: 6575: 6572: 6570: 6567: 6565: 6562: 6560: 6557: 6555: 6552: 6550: 6547: 6545: 6544:Centpropazine 6542: 6540: 6537: 6535: 6532: 6529: 6528: 6525: 6522: 6515: 6504: 6498: 6487: 6483: 6479: 6475: 6471: 6467: 6466:desmetramadol 6463: 6460: 6458: 6455: 6453: 6450: 6448: 6447: 6446:Ginkgo biloba 6443: 6441: 6438: 6436: 6433: 6430: 6429:phencyclidine 6426: 6422: 6419: 6416: 6412: 6408: 6405: 6402: 6398: 6394: 6390: 6386: 6383: 6380: 6379: 6376: 6370: 6367: 6365: 6362: 6360: 6357: 6355: 6352: 6350: 6347: 6344: 6343: 6340: 6334: 6331: 6329: 6328:Protriptyline 6326: 6324: 6323:Nortriptyline 6321: 6319: 6316: 6314: 6311: 6309: 6306: 6304: 6301: 6299: 6296: 6294: 6291: 6289: 6286: 6284: 6281: 6279: 6276: 6274: 6273:Amitriptyline 6271: 6268: 6267: 6264: 6257: 6253: 6250: 6248: 6245: 6243: 6240: 6238: 6237:Tedatioxetine 6235: 6233: 6230: 6228: 6225: 6223: 6220: 6218: 6215: 6213: 6210: 6208: 6205: 6203: 6200: 6198: 6195: 6193: 6190: 6188: 6185: 6183: 6180: 6178: 6175: 6173: 6170: 6168: 6165: 6163: 6160: 6158: 6155: 6153: 6150: 6148: 6145: 6143: 6140: 6138: 6135: 6133: 6130: 6128: 6125: 6123: 6120: 6118: 6115: 6113: 6110: 6108: 6105: 6103: 6100: 6098: 6097:Centanafadine 6095: 6093: 6090: 6088: 6085: 6083: 6080: 6078: 6075: 6073: 6070: 6067: 6066: 6063: 6057: 6054: 6052: 6049: 6047: 6044: 6042: 6039: 6037: 6036:N-Methyl-PPPA 6034: 6032: 6029: 6027: 6024: 6022: 6019: 6017: 6014: 6012: 6009: 6007: 6004: 6002: 5999: 5997: 5994: 5991: 5990: 5987: 5981: 5978: 5976: 5973: 5971: 5968: 5966: 5963: 5961: 5958: 5956: 5953: 5951: 5948: 5946: 5943: 5941: 5938: 5936: 5933: 5931: 5928: 5926: 5923: 5921: 5918: 5916: 5913: 5911: 5908: 5905: 5904: 5901: 5895: 5892: 5890: 5887: 5885: 5882: 5880: 5877: 5875: 5872: 5870: 5867: 5865: 5862: 5860: 5857: 5855: 5852: 5850: 5847: 5845: 5842: 5840: 5837: 5835: 5832: 5830: 5827: 5825: 5822: 5819: 5818: 5815: 5812: 5805: 5794: 5788: 5778: 5775: 5773: 5770: 5768: 5765: 5763: 5762:Tedatioxetine 5760: 5758: 5755: 5753: 5750: 5748: 5745: 5743: 5740: 5738: 5735: 5733: 5730: 5728: 5725: 5723: 5720: 5718: 5715: 5713: 5710: 5708: 5705: 5703: 5700: 5698: 5695: 5693: 5690: 5688: 5685: 5683: 5680: 5678: 5675: 5673: 5670: 5668: 5665: 5663: 5660: 5658: 5655: 5653: 5650: 5648: 5645: 5643: 5640: 5638: 5635: 5633: 5630: 5628: 5625: 5623: 5620: 5618: 5615: 5613: 5610: 5608: 5605: 5603: 5600: 5598: 5595: 5593: 5590: 5588: 5585: 5583: 5580: 5578: 5575: 5573: 5570: 5568: 5565: 5563: 5560: 5558: 5555: 5553: 5550: 5548: 5545: 5543: 5540: 5538: 5535: 5533: 5530: 5528: 5527: 5523: 5521: 5518: 5516: 5513: 5511: 5508: 5506: 5503: 5501: 5498: 5496: 5493: 5491: 5488: 5486: 5483: 5481: 5478: 5475: 5474: 5471: 5465: 5462: 5460: 5457: 5455: 5452: 5450: 5447: 5445: 5442: 5440: 5437: 5435: 5432: 5430: 5427: 5425: 5422: 5420: 5417: 5415: 5412: 5410: 5407: 5405: 5402: 5400: 5397: 5395: 5392: 5390: 5387: 5385: 5384:Ioflupane (I) 5382: 5380: 5377: 5375: 5372: 5370: 5367: 5365: 5362: 5360: 5357: 5355: 5352: 5350: 5347: 5345: 5342: 5340: 5337: 5335: 5332: 5329: 5328: 5325: 5319: 5316: 5314: 5311: 5309: 5306: 5304: 5301: 5299: 5296: 5295:Pyrrolidines: 5293: 5292: 5289: 5283: 5282:Tenocyclidine 5280: 5278: 5275: 5273: 5270: 5268: 5267:Phencyclidine 5265: 5263: 5260: 5258: 5255: 5253: 5250: 5248: 5245: 5243: 5240: 5238: 5235: 5233: 5230: 5228: 5225: 5223: 5220: 5217: 5216: 5213: 5207: 5204: 5202: 5199: 5197: 5194: 5192: 5189: 5187: 5184: 5182: 5179: 5177: 5174: 5172: 5169: 5166: 5165: 5162: 5159: 5152: 5141: 5135: 5131: 5124: 5119: 5117: 5112: 5110: 5105: 5104: 5101: 5085: 5083: 5080: 5079: 5077: 5074: 5071: 5068: 5066: 5063: 5062: 5058: 5048: 5045: 5043: 5040: 5038: 5031: 5029: 5027: 5023: 5020: 5016: 5012: 5011:neurosteroids 5009: 5006: 5004: 4997: 4996: 4993: 4989:Miscellaneous 4986: 4982: 4967: 4966:levothyroxine 4959: 4955: 4952: 4949: 4945: 4941: 4938: 4936: 4933: 4930: 4926: 4922: 4918: 4914: 4913:brexpiprazole 4910: 4906: 4903: 4902: 4899: 4895: 4890: 4886: 4872: 4869: 4868:Irreversible: 4866: 4865: 4863: 4857: 4848: 4842: 4839: 4837: 4834: 4832: 4829: 4827: 4824: 4822: 4819: 4817: 4814: 4812: 4809: 4806: 4805: 4803: 4797: 4788: 4782: 4779: 4776: 4775: 4772: 4769: 4766: 4765: 4762: 4759: 4757: 4754: 4752: 4749: 4747: 4744: 4742: 4739: 4737: 4734: 4732: 4729: 4727: 4724: 4722: 4719: 4717: 4714: 4712: 4709: 4707: 4704: 4702: 4701:Isocarboxazid 4699: 4697: 4694: 4692: 4689: 4687: 4684: 4683:Irreversible: 4681: 4680: 4678: 4676:Non-selective 4674: 4670: 4666: 4661: 4657: 4643: 4640: 4639: 4637: 4633: 4627: 4624: 4622: 4619: 4617: 4614: 4612: 4609: 4608: 4606: 4601: 4595: 4589: 4586: 4584: 4581: 4579: 4576: 4574: 4573:Protriptyline 4571: 4569: 4566: 4564: 4561: 4559: 4556: 4554: 4551: 4549: 4548:Nortriptyline 4546: 4544: 4543:Nitroxazepine 4541: 4539: 4536: 4534: 4531: 4529: 4526: 4524: 4521: 4519: 4516: 4514: 4511: 4509: 4506: 4504: 4501: 4499: 4496: 4494: 4491: 4489: 4486: 4484: 4483:Demexiptiline 4481: 4479: 4476: 4474: 4471: 4469: 4466: 4464: 4461: 4459: 4458:Amitriptyline 4456: 4454: 4451: 4450: 4448: 4443: 4437: 4433: 4429: 4425: 4420: 4416: 4402: 4399: 4397: 4394: 4392: 4389: 4387: 4384: 4382: 4379: 4377: 4374: 4372: 4369: 4367: 4364: 4362: 4359: 4357: 4354: 4352: 4349: 4347: 4344: 4342: 4339: 4337: 4334: 4332: 4329: 4327: 4324: 4323: 4321: 4317: 4311: 4308: 4306: 4303: 4302: 4300: 4295: 4289: 4283: 4280: 4278: 4275: 4273: 4270: 4269: 4267: 4262: 4256: 4250: 4247: 4245: 4242: 4240: 4237: 4236: 4234: 4229: 4223: 4217: 4214: 4212: 4209: 4207: 4204: 4203: 4201: 4196: 4190: 4184: 4181: 4179: 4176: 4174: 4171: 4170: 4168: 4163: 4157: 4151: 4148: 4146: 4143: 4141: 4138: 4136: 4133: 4131: 4128: 4126: 4123: 4122: 4120: 4115: 4109: 4103: 4100: 4098: 4095: 4093: 4090: 4088: 4085: 4083: 4080: 4078: 4075: 4073: 4070: 4068: 4065: 4064: 4062: 4057: 4051: 4047: 4043: 4039: 4033: 4029: 4024: 4020: 4013: 4008: 4006: 4001: 3999: 3994: 3993: 3990: 3974: 3972: 3969: 3968: 3966: 3963: 3960: 3957: 3955: 3952: 3951: 3947: 3941: 3938: 3936: 3933: 3931: 3928: 3926: 3923: 3921: 3920:Setmelanotide 3918: 3916: 3913: 3911: 3908: 3906: 3903: 3901: 3898: 3896: 3893: 3891: 3888: 3887: 3885: 3881: 3875: 3872: 3871: 3869: 3867: 3863: 3857: 3854: 3852: 3849: 3847: 3844: 3842: 3839: 3837: 3834: 3833: 3831: 3827: 3821: 3818: 3816: 3813: 3812: 3810: 3808: 3802: 3795: 3791: 3788: 3787: 3785: 3783: 3779: 3772: 3769: 3766: 3765:+cagrilintide 3762: 3759: 3757: 3754: 3752: 3751:Oxyntomodulin 3749: 3747: 3744: 3742: 3739: 3736: 3733: 3731: 3728: 3726: 3723: 3721: 3718: 3716: 3713: 3711: 3708: 3707: 3705: 3703: 3699: 3695: 3691: 3687: 3681: 3678: 3676: 3673: 3671: 3668: 3666: 3663: 3661: 3658: 3656: 3653: 3651: 3648: 3647: 3645: 3643: 3637: 3627: 3624: 3622: 3619: 3617: 3614: 3612: 3609: 3607: 3604: 3602: 3599: 3597: 3596:Phenmetrazine 3594: 3592: 3589: 3587: 3584: 3582: 3579: 3577: 3574: 3572: 3569: 3566: 3562: 3559: 3557: 3554: 3552: 3549: 3547: 3544: 3542: 3539: 3536: 3532: 3529: 3527: 3524: 3522: 3519: 3517: 3514: 3513: 3511: 3507: 3500: 3496: 3493: 3491: 3488: 3486: 3483: 3481: 3478: 3476: 3473: 3471: 3468: 3466: 3463: 3461: 3458: 3457: 3455: 3453: 3449: 3443: 3440: 3438: 3437:Xylopropamine 3435: 3432: 3428: 3425: 3423: 3420: 3418: 3415: 3413: 3410: 3408: 3405: 3403: 3400: 3398: 3395: 3393: 3390: 3388: 3385: 3383: 3380: 3378: 3375: 3373: 3370: 3368: 3365: 3363: 3360: 3358: 3355: 3353: 3350: 3348: 3345: 3343: 3340: 3338: 3335: 3333: 3330: 3328: 3325: 3323: 3320: 3318: 3315: 3313: 3312:Benzphetamine 3310: 3308: 3305: 3303: 3300: 3298: 3295: 3293: 3290: 3288: 3285: 3283: 3280: 3279: 3277: 3275: 3270: 3266: 3263: 3261: 3257: 3252: 3248: 3244: 3237: 3232: 3230: 3225: 3223: 3218: 3217: 3214: 3208: 3205: 3202: 3201: 3196: 3193: 3191: 3187: 3184: 3181: 3180: 3161: 3157: 3153: 3146: 3138: 3134: 3133: 3128: 3121: 3105: 3101: 3097: 3091: 3076: 3072: 3068: 3062: 3047: 3043: 3039: 3032: 3024: 3020: 3014: 3006: 3002: 2998: 2992: 2977: 2973: 2969: 2963: 2947: 2943: 2937: 2922: 2918: 2914: 2908: 2901: 2897: 2893: 2890: 2885: 2877: 2873: 2868: 2863: 2859: 2855: 2851: 2847: 2843: 2836: 2820: 2816: 2810: 2802: 2796: 2780: 2776: 2772: 2765: 2754: 2747: 2741: 2730: 2726: 2722: 2718: 2714: 2707: 2700: 2692: 2688: 2683: 2678: 2674: 2670: 2666: 2662: 2655: 2648: 2640: 2636: 2632: 2625: 2617: 2610: 2595: 2591: 2587: 2580: 2565: 2561: 2557: 2550: 2548: 2539: 2532: 2524: 2520: 2516: 2512: 2508: 2504: 2500: 2496: 2488: 2480: 2476: 2472: 2468: 2464: 2460: 2456: 2452: 2444: 2436: 2432: 2428: 2424: 2421:(1): 93–102. 2420: 2416: 2409: 2401: 2395: 2391: 2384: 2376: 2372: 2368: 2364: 2360: 2356: 2352: 2348: 2341: 2326: 2322: 2316: 2308: 2304: 2300: 2296: 2288: 2269: 2262: 2256: 2254: 2245: 2241: 2236: 2231: 2227: 2223: 2219: 2215: 2211: 2204: 2196: 2192: 2188: 2184: 2180: 2176: 2172: 2168: 2161: 2149: 2135:on 2008-08-09 2134: 2130: 2124: 2122: 2120: 2111: 2107: 2102: 2097: 2093: 2089: 2085: 2081: 2077: 2070: 2062: 2058: 2052: 2050: 2034: 2030: 2026: 2020: 2018: 2016: 2007: 2003: 1999: 1995: 1991: 1987: 1983: 1979: 1972: 1970: 1968: 1952: 1948: 1944: 1938: 1922: 1918: 1914: 1907: 1892: 1888: 1884: 1878: 1864:on 2011-05-11 1860: 1853: 1847: 1831: 1827: 1821: 1806: 1800: 1785: 1779: 1764: 1758: 1751: 1750:Press Release 1747: 1743: 1742:archive.today 1739: 1736: 1728: 1714:on 2011-10-07 1713: 1709: 1703: 1696: 1692: 1689: 1684: 1670:on 2014-07-03 1669: 1665: 1661: 1655: 1640: 1636: 1632: 1628: 1622: 1618: 1611: 1608: 1605: 1603: 1597: 1593: 1591: 1586: 1583: 1582:Health Canada 1578: 1576: 1572: 1566: 1564: 1560: 1556: 1552: 1542: 1539: 1534: 1531: 1529: 1524: 1522: 1518: 1513: 1509: 1507: 1503: 1499: 1496:-founded NGO 1495: 1491: 1490:renal failure 1486: 1484: 1478: 1476: 1473: 1469: 1465: 1461: 1446: 1444: 1440: 1436: 1432: 1428: 1424: 1420: 1416: 1406: 1404: 1401: 1398: 1397:hydrochloride 1388: 1386: 1382: 1379: 1376: 1372: 1368: 1364: 1354: 1352: 1344: 1340: 1335: 1333: 1329: 1325: 1321: 1317: 1313: 1308: 1306: 1302: 1297: 1295: 1291: 1287: 1283: 1279: 1275: 1271: 1267: 1263: 1259: 1244: 1240: 1237: 1234: 1232: 1230: 1224: 1223: 1219: 1216: 1213: 1211: 1209: 1203: 1202: 1198: 1195: 1192: 1190: 1187: 1186: 1182: 1179: 1176: 1174: 1172: 1166: 1165: 1161: 1158: 1155: 1153: 1151: 1145: 1144: 1140: 1137: 1134: 1132: 1129: 1128: 1124: 1121: 1118: 1115: 1114: 1108: 1103: 1098: 1093: 1088: 1083: 1080: 1079: 1063: 1061: 1057: 1053: 1049: 1044: 1042: 1038: 1034: 1030: 1026: 1022: 1018: 1014: 1004: 1001: 996: 994: 990: 986: 982: 978: 974: 970: 966: 962: 957: 955: 951: 946: 943: 938: 936: 932: 928: 923: 921: 917: 916:heart attacks 913: 900: 897:Pregnant and 896: 894: 891: 888: 884: 880: 877: 874: 872: 869:Closed angle 868: 865: 862: 859: 855: 851: 848: 846: 842: 839: 836: 833: 830: 826: 822: 821:MAO inhibitor 818: 815: 812: 809: 806: 804: 800: 796: 792: 791: 790: 782: 780: 770: 767: 765: 762: 758: 754: 750: 745: 743: 739: 735: 731: 727: 723: 719: 715: 711: 707: 704:similar to a 703: 699: 695: 691: 681: 674: 665: 660: 659: 656: 649: 640: 639: 636: 629: 622: 618: 617: 615: 612: 607: 600: 598: 594: 573: 571: 567: 562: 558: 554: 551: 549: 547:ECHA InfoCard 543: 535: 531: 530:DTXSID1023578 527: 526: 524: 515: 511: 504: 500: 499: 497: 495: 491: 484: 480: 479: 477: 475: 471: 464: 460: 459: 457: 455: 451: 444: 440: 439: 437: 435: 431: 424: 420: 419: 417: 415: 411: 404: 400: 399: 397: 395: 391: 384: 380: 379: 377: 370: 366: 359: 354: 350: 349: 347: 345: 341: 332: 331: 328: 321: 316: 312: 310: 306: 294: 292: 285: 281: 277: 274: 272: 268: 256: 254: 250: 247: 243: 241: 237: 233: 229: 223: 213: 205: 202: 192: 191: 189: 187: 183: 178: 170: 165: 162: 161: 159: 157: 153: 149: 145: 142: 140: 134: 127: 118: 117: 115: 113: 107: 103: 99: 97: 93: 89: 85: 83: 79: 75: 71: 67: 63: 61: 57: 54:Clinical data 52: 47: 39: 34: 30: 25: 9601:Cyclobutanes 9550:Solriamfetol 9465:Famprofazone 9371: 9363: 9349:-Octopamine) 9346: 9343:Norfenefrine 9298:Metanephrine 9290: 9246:Isoprenaline 9202:(Dextrodopa) 9187:Adrenochrome 9145:Pyrovalerone 9051: 9030: 8989:Entactogens: 8988: 8938:Entactogens: 8937: 8884:Ethcathinone 8800: 8779: 8768:Entactogens: 8767: 8730: 8723:Phentermines 8686: 8535:Entactogens: 8534: 8531:Zylofuramine 8510: 8309:Fenfluramine 8304:Fenethylline 8254:Amphetaminil 8235:Amfepentorex 8196: 8054: 8047:Amphetamines 8028: 8012:Entactogens: 8011: 7997: 7989: 7981: 7973: 7937: 7935: 7911:Metaescaline 7513: 7428: 7427: 7412: 7400: 7397: 7387: 7297:Bietaserpine 7269:Amphetamines 7192:Mifepristone 7182:Medifoxamine 7064: 7007:Clomipramine 7002:Cianopramine 6993: 6955: 6846:Diclofensine 6816:Brasofensine 6792: 6716: 6704:Vortioxetine 6655: 6574:Escitalopram 6530: 6452:Indeloxazine 6444: 6381: 6364:Oxaprotiline 6345: 6333:Trimipramine 6288:Clomipramine 6283:Cianopramine 6278:Butriptyline 6269: 6231: 6122:Diclofensine 6092:Brasofensine 6068: 5992: 5980:Solriamfetol 5906: 5889:Teniloxazine 5849:Esreboxetine 5820: 5752:Solriamfetol 5746: 5672:Medifoxamine 5562:Dimethocaine 5552:Diclofensine 5524: 5476: 5364:Difluoropine 5359:Dichloropane 5344:Brasofensine 5330: 5318:Pyrovalerone 5294: 5219:Piperidines: 5218: 5168:Piperazines: 5167: 5033:Oxitriptan ( 5025: 4909:aripiprazole 4867: 4816:Metralindole 4807: 4777: 4767: 4746:Pivhydrazine 4736:Pheniprazine 4682: 4588:Trimipramine 4578:Quinupramine 4478:Clomipramine 4473:Butriptyline 4396:Teniloxazine 4391:Tandospirone 4376:Metryptamine 4371:Medifoxamine 4356:Indeloxazine 4310:Vortioxetine 4072:Escitalopram 3794:+semaglutide 3790:Cagrilintide 3746:Orforglipron 3620: 3616:Pyrovalerone 3565:+phentermine 3561:Fenfluramine 3556:Fenbutrazate 3442:Zylofuramine 3377:Fenethylline 3307:Amphetaminil 3292:Amfepentorex 3269:Amphetamines 3200:Merck Manual 3198: 3164:. Retrieved 3155: 3145: 3137:the original 3130: 3120: 3108:. Retrieved 3104:the original 3099: 3090: 3079:. Retrieved 3070: 3061: 3050:. Retrieved 3041: 3031: 3023:the original 3013: 3005:the original 3000: 2991: 2980:. Retrieved 2971: 2962: 2950:. Retrieved 2936: 2925:. Retrieved 2907: 2884: 2849: 2845: 2835: 2823:. Retrieved 2809: 2795: 2785:February 25, 2783:. Retrieved 2774: 2764: 2753:the original 2740: 2729:the original 2719:(3): 96–97. 2716: 2712: 2699: 2664: 2660: 2647: 2634: 2624: 2609: 2598:. Retrieved 2579: 2568:. Retrieved 2559: 2537: 2531: 2498: 2494: 2487: 2454: 2450: 2443: 2418: 2414: 2408: 2389: 2383: 2350: 2346: 2340: 2329:. Retrieved 2315: 2298: 2294: 2287: 2275:. Retrieved 2217: 2213: 2203: 2170: 2166: 2160: 2148: 2137:. Retrieved 2133:the original 2083: 2079: 2069: 2061:the original 2037:. Retrieved 2028: 1981: 1977: 1955:. Retrieved 1946: 1937: 1925:. Retrieved 1921:the original 1916: 1906: 1895:. Retrieved 1886: 1877: 1866:. Retrieved 1859:the original 1846: 1836:February 20, 1834:. Retrieved 1820: 1809:. Retrieved 1799: 1788:. Retrieved 1778: 1767:. Retrieved 1757: 1748:in Germany. 1727: 1716:. Retrieved 1712:the original 1702: 1683: 1672:. Retrieved 1668:the original 1663: 1654: 1643:. Retrieved 1621: 1609: 1606: 1598: 1594: 1587: 1579: 1567: 1558: 1548: 1535: 1532: 1525: 1517:David Haslam 1514: 1510: 1502:David Graham 1487: 1479: 1457: 1442: 1430: 1414: 1412: 1394: 1360: 1339:fenfluramine 1336: 1331: 1327: 1309: 1298: 1294:fenfluramine 1255: 1246:Values are K 1228: 1225:   1207: 1204:   1170: 1167:   1149: 1146:   1066:Pharmacology 1056:erythromycin 1052:ketoconazole 1045: 1039:—as well as 1010: 1007:Interactions 997: 975:, fever and 958: 947: 939: 927:side effects 924: 909: 906:Side effects 838:Hypertension 788: 776: 773:Medical uses 768: 746: 693: 689: 688: 677:   288:Elimination 186:Legal status 180:Legal status 45: 9570:Venlafaxine 9535:Pronethalol 9505:Methoxamine 9435:Dizocilpine 9430:Diphenidine 9405:Amidephrine 9366:-Octopamine 9303:Metaraminol 9270:(Droxidopa) 9216:Epinephrine 9206:Dimetofrine 9052:Stimulants: 9031:Stimulants: 8859:Brephedrone 8849:Amfepramone 8801:Stimulants: 8783:Cericlamine 8764:Phentermine 8744:Clortermine 8731:Stimulants: 8511:Sibutramine 8496:Prenylamine 8431:Oxifentorex 8383:Metaraminol 8323:Fenproporex 8294:Fencamfamin 8274:Clobenzorex 8240:Amphetamine 8197:Stimulants: 7938:Stimulants: 7896:Macromerine 7440:Adrenergics 7367:Valbenazine 7357:Rose bengal 7302:Deserpidine 7273:amphetamine 7223:levorphanol 7167:Dextrorphan 7120:ziprasidone 7102:pheniramine 7037:Lofepramine 7017:Desipramine 6966:Tesofensine 6956:Sibutramine 6931:Perafensine 6891:JNJ-7925476 6886:Indatraline 6831:Dasotraline 6801:Amifitadine 6780:Venlafaxine 6760:Milnacipran 6659:Etoperidone 6639:Seproxetine 6629:Pirandamine 6609:Omiloxetine 6589:Fluvoxamine 6549:Cericlamine 6539:Alaproclate 6486:levorphanol 6415:ziprasidone 6397:pheniramine 6369:Setiptiline 6354:Maprotiline 6313:Lofepramine 6293:Desipramine 6242:Tesofensine 6232:Sibutramine 6207:Perafensine 6167:JNJ-7925476 6162:Indatraline 6107:Dasotraline 6077:Amifitadine 6056:Venlafaxine 6031:Milnacipran 5960:Nomifensine 5925:Fencamfamin 5854:Lortalamine 5844:Edivoxetine 5834:Ciclazindol 5829:Alseroxylon 5777:Venlafaxine 5757:Tametraline 5747:Sibutramine 5722:Perafensine 5702:Nomifensine 5632:Indatraline 5607:Fencamfamin 5582:DOV-216,303 5577:DOV-102,677 5537:Dasotraline 5532:Ciclazindol 5490:Armodafinil 5485:Amifitadine 5434:Tesofensine 5242:Difemetorex 5072:from market 5015:brexanolone 4929:risperidone 4826:Moclobemide 4808:Reversible: 4768:Reversible: 4691:Iproclozide 4626:Setiptiline 4621:Mirtazapine 4611:Maprotiline 4568:Propizepine 4553:Noxiptiline 4538:Metapramine 4528:Lofepramine 4498:Dimetacrine 4488:Desipramine 4361:Flupentixol 4346:Etryptamine 4331:Amisulpride 4326:Agomelatine 4272:Etoperidone 4249:Setiptiline 4244:Mirtazapine 4216:Nomifensine 4173:Atomoxetine 4150:Venlafaxine 4140:Milnacipran 4082:Fluvoxamine 3961:from market 3910:Metreleptin 3846:Mitratapide 3841:Dirlotapide 3771:Tirzepatide 3761:Semaglutide 3756:Retatrutide 3741:Liraglutide 3730:Ecnoglutide 3725:Danuglipron 3655:Ibipinabant 3642:antagonists 3640:Cannabinoid 3626:Tesofensine 3621:Sibutramine 3551:Difemetorex 3535:+naltrexone 3521:Atomoxetine 3490:Terbutaline 3465:Clenbuterol 3431:+topiramate 3427:Phentermine 3382:Fenproporex 3342:Clortermine 3332:Clobenzorex 3302:Amphetamine 3297:Amfepramone 3110:22 November 2825:16 December 2682:2437/111825 1732:(in German) 1494:Ralph Nader 1472:Schedule IV 1400:monohydrate 1290:amphetamine 1268:(by ~73%), 1116:Sibutramine 969:hematemesis 954:paresthesia 885:gland with 779:weight loss 761:Schedule IV 738:Philippines 716:along with 690:Sibutramine 604: g·mol 553:100.130.097 358:766462-77-5 353:106650-56-0 318:Identifiers 222:Schedule IV 96:MedlinePlus 69:Other names 60:Trade names 21:Sibutramine 9631:Stimulants 9591:Anorectics 9585:Categories 9540:Salbutamol 9475:Hexapradol 9455:Etafedrine 9450:Ephenidine 9445:Dopexamine 9440:Dobutamine 9420:Denopamine 9410:Arbutamine 9384:Synephrine 9318:Methyldopa 9313:Metirosine 9261:(Levodopa) 9251:Isoetarine 9236:Fenclonine 9226:Etilefrine 9140:Prolintane 8971:Mephedrone 8934:Radafaxine 8924:Pentedrone 8904:Methedrone 8864:Buphedrone 8854:Benzedrone 8793:Cathinones 8705:Selegiline 8695:Amiflamine 8491:Pholedrine 8441:Ortetamine 8436:Oxilofrine 8368:Lefetamine 8358:Iofetamine 8343:Furfenorex 8338:Formetorex 8328:Flucetorex 8259:Benfluorex 8230:Amfecloral 8225:Alfetamine 8098:D-Deprenyl 8015:Lophophine 7926:Psi-2C-T-4 7921:Proscaline 7891:Jimscaline 7416:SoRI-20041 7409:SoRI-20040 7337:Ketanserin 7264:Amiodarone 7227:tapentadol 7187:Mesembrine 7157:Delucemine 7134:esketamine 7047:Pipofezine 7032:Imipramine 6951:SEP-228432 6946:SEP-228431 6916:Nefazodone 6901:Liafensine 6871:Fezolamine 6861:DOV-216303 6856:DOV-102677 6811:Bicifadine 6806:Ansofaxine 6745:Eclanamine 6740:Duloxetine 6725:Bicifadine 6699:Vilazodone 6669:Lubazodone 6664:Litoxetine 6649:Zimelidine 6644:Sertraline 6619:Paroxetine 6614:Panuramine 6584:Fluoxetine 6579:Femoxetine 6559:Dapoxetine 6554:Citalopram 6478:tapentadol 6457:Nefazodone 6440:Ephenidine 6435:Dopexamine 6318:Melitracen 6308:Imipramine 6227:SEP-228432 6222:SEP-228431 6192:Nefazodone 6177:Liafensine 6147:Fezolamine 6137:DOV-216303 6132:DOV-102677 6087:Bicifadine 6082:Ansofaxine 6041:Nafenodone 6016:Eclanamine 6011:Duloxetine 5970:Radafaxine 5950:Manifaxine 5935:Lefetamine 5910:Amineptine 5894:Viloxazine 5869:Reboxetine 5864:Nisoxetine 5742:Sertraline 5732:Radafaxine 5717:Oroxylin A 5662:Manifaxine 5652:Liafensine 5642:Lefetamine 5622:GYKI-52895 5612:Fezolamine 5597:Esketamine 5592:Ephenidine 5515:BTS 74,398 5505:Ansofaxine 5500:Amineptine 5379:FP-β-CPPIT 5374:FE-β-CPPIT 5313:Prolintane 5206:Vanoxerine 5201:Nefazodone 5047:Tryptophan 5019:zuranolone 4925:quetiapine 4921:olanzapine 4917:lurasidone 4871:Selegiline 4861:-selective 4841:Toloxatone 4836:Tetrindole 4831:Pirlindole 4811:Eprobemide 4801:-selective 4781:Bifemelane 4771:Caroxazone 4731:Phenelzine 4716:Mebanazine 4696:Iproniazid 4583:Tianeptine 4563:Pipofezine 4533:Melitracen 4513:Imipramine 4493:Dibenzepin 4453:Amineptine 4401:Tianeptine 4386:Pivagabine 4381:Oxaflozane 4341:Esketamine 4305:Vilazodone 4277:Nefazodone 4206:Amineptine 4183:Viloxazine 4178:Reboxetine 4130:Duloxetine 4102:Zimelidine 4097:Sertraline 4092:Paroxetine 4077:Fluoxetine 4067:Citalopram 3935:Zonisamide 3925:Topiramate 3915:Naltrexone 3895:Bimagrumab 3866:Uncouplers 3856:Simmondsin 3836:Cetilistat 3820:Lorcaserin 3720:Cotadutide 3715:Cinchonine 3680:Taranabant 3675:Surinabant 3670:Rosonabant 3665:Rimonabant 3571:Manifaxine 3526:Benfluorex 3485:Synephrine 3392:Furfenorex 3287:Amfecloral 3260:Stimulants 3247:Anorectics 3166:2018-10-14 3081:2018-01-23 3052:2011-03-25 2982:2018-01-23 2927:2010-01-24 2600:2007-04-29 2570:2022-12-12 2331:2007-04-29 2277:6 February 2139:2007-04-29 2039:2019-12-16 1957:2017-10-08 1897:2010-01-22 1868:2010-12-22 1811:2012-11-06 1790:2011-03-15 1769:2010-11-08 1718:2011-05-21 1674:2014-10-06 1645:2023-08-16 1614:References 1464:Nottingham 1125:943–1,200 1050:, such as 1017:selegiline 985:hemiplegia 981:chest pain 856:Stroke or 753:Nottingham 609:3D model ( 597:Molar mass 503:ChEMBL1419 463:WV5EC51866 434:ChemSpider 394:IUPHAR/BPS 344:CAS Number 327:IUPAC name 282:-mediated) 271:Metabolism 9520:PARGY-LAD 9415:Cafedrine 9374:-Tyramine 9328:Nordefrin 9308:Metaterol 9293:-Tyramine 9285:-Tyrosine 9241:Ibopamine 9130:Naphyrone 8961:Methylone 8929:Pentylone 8874:Cathinone 8869:Bupropion 8712:-Deprenyl 8378:Mefenorex 8348:Gepefrine 8299:Fencamine 8284:Ephedrine 8220:Acridorex 7947:Hordenine 7906:Mescaline 7799:2C-T-22.5 7537:25N-NBOMe 7532:25I-NBOMe 7527:25D-NBOMe 7522:25C-NBOMe 7517:25B-NBOMe 7429:See also: 7404:SoRI-9804 7352:Reserpine 7322:GBR-12935 7317:Efavirenz 7237:Roxindole 7215:methadone 7202:N-Me-5-HT 7172:Efavirenz 7130:3-MeO-PCP 7073:Amoxapine 6941:Pridefine 6911:Naphyrone 6775:Tofenacin 6694:Trazodone 6684:SB-649915 6679:Quipazine 6674:LY-393558 6599:Ifoxetine 6594:Indalpine 6470:methadone 6359:Mianserin 6349:Amoxapine 6217:Pridefine 6187:Naphyrone 6051:Tofenacin 6001:CP-39,332 5920:Fencamine 5915:Bupropion 5884:Tandamine 5879:Talsupram 5839:Daledalin 5737:Rimcazole 5727:Pridefine 5692:Modafinil 5617:Fluorenol 5587:Efavirenz 5520:Bupropion 5480:Adrafinil 5444:Tropoxane 5334:Altropane 5331:Tropanes: 5308:Naphyrone 5272:Pipradrol 5191:GBR-13098 5186:GBR-13069 5181:GBR-12935 5176:GBR-12783 5082:Phase III 5070:Withdrawn 4935:Buspirone 4821:Minaprine 4756:Tedizolid 4751:Safrazine 4726:Octamoxin 4721:Nialamide 4711:Linezolid 4706:Isoniazid 4616:Mianserin 4558:Opipramol 4523:Iprindole 4503:Dosulepin 4468:Amoxapine 4424:Tricyclic 4282:Trazodone 4239:Mianserin 4211:Bupropion 4145:Tofenacin 4087:Indalpine 4036:Specific 3971:Phase III 3959:Withdrawn 3905:Metformin 3890:Beloranib 3735:Exenatide 3660:Otenabant 3650:Drinabant 3606:Pipradrol 3531:Bupropion 3495:Yohimbine 3470:Ephedrine 3460:Albuterol 3407:Mefenorex 3357:Ephedrine 3322:Cathinone 3071:drugs.com 2972:drugs.com 2952:March 26, 1947:drugs.com 1927:8 October 1419:biofluids 1391:Chemistry 1286:anorectic 1270:serotonin 1122:350–5,451 1119:298–2,800 1033:ergolines 1031:—such as 1029:migraines 899:lactating 878:disorders 843:Existing 829:centrally 827:or other 730:withdrawn 309:Excretion 290:half-life 137:Routes of 110:Pregnancy 88:Monograph 82:Drugs.com 72:BTS-54524 9621:Prodrugs 9525:Phenibut 9211:Dopamine 9192:Ciladopa 9182:a-Me-TRA 9022:Eutylone 9012:Butylone 8956:Ethylone 8951:Butylone 8941:3,4-DMMC 8889:Eutylone 8839:4-MeMABP 8759:Pentorex 8749:Etolorex 8739:Cloforex 8516:Tiflorex 8408:Morforex 8333:Fludorex 8088:Beatrice 7881:Escaline 7391:Luteolin 7342:Lobeline 7332:Ibogaine 7231:tramadol 7177:Hypidone 7138:ketamine 7116:loxapine 6976:Tropanes 6906:Mazindol 6896:JZ-IV-10 6730:CP-39332 6689:TGBA01AD 6482:tramadol 6425:ketamine 6411:loxapine 6252:Tropanes 6182:Mazindol 6172:JZ-IV-10 5874:Talopram 5859:Mazindol 5824:Amedalin 5682:Metaphit 5677:Mesocarb 5667:Mazindol 5637:Ketamine 5439:Troparil 5196:JJC8-088 5008:GABAkine 4686:Benmoxin 4642:Tiazesim 4366:Ketamine 4351:Gepirone 3930:ZGN-1061 3851:Orlistat 3698:and / or 3576:Mazindol 3516:Aminorex 3422:Pentorex 3387:Fludorex 3372:Etolorex 3337:Cloforex 3186:Archived 3160:Archived 3075:Archived 3046:Archived 3036:Pope C. 2976:Archived 2946:Archived 2921:Archived 2892:Archived 2876:19471631 2819:Archived 2779:Archived 2691:20818901 2639:Archived 2635:CBS News 2594:Archived 2564:Archived 2523:23359461 2515:16723754 2479:17072906 2435:10844103 2375:24789264 2367:19693007 2268:Archived 2244:19505264 2195:20553857 2187:12119986 2110:33454957 2033:Archived 2006:24787523 1951:Archived 1891:Archived 1887:BBC News 1830:Archived 1738:Archived 1691:Archived 1639:Archived 1575:orlistat 1351:receptor 1345:for the 1343:affinity 1274:dopamine 1262:reuptake 1081:Compound 1037:triptans 973:jaundice 961:seizures 883:prostate 871:glaucoma 742:Thailand 722:exercise 680:(verify) 414:DrugBank 201:Class B2 156:ATC code 148:capsules 112:category 9565:UWA-101 9530:PRO-LAD 9460:ETH-LAD 9221:Epinine 9177:a-Me-DA 9100:4-MePPP 9095:4-MePHP 9090:4-MePBP 9002:Ariadne 8780:Others: 8690:3,4-DCA 8687:Others: 8638:2,3-MDA 8623:6-MAPDB 8588:5-MAPDB 8269:Cathine 8193:ZDCM-04 8178:Psi-DOM 8163:Ganesha 8029:Others: 7844:2C-T-33 7839:2C-T-32 7834:2C-T-31 7829:2C-T-30 7824:2C-T-28 7819:2C-T-27 7814:2C-T-25 7809:2C-T-24 7804:2C-T-23 7794:2C-T-22 7789:2C-T-21 7784:2C-T-20 7779:2C-T-19 7774:2C-T-18 7769:2C-T-17 7764:2C-T-16 7759:2C-T-15 7754:2C-T-14 7749:2C-T-13 7744:2C-T-12 7739:2C-T-11 7734:2C-T-10 7549:2C-B-AN 7327:GZ-793A 7271:(e.g., 7209:(e.g., 7207:Opioids 7128:(e.g., 7114:(e.g., 7080:(e.g., 7068:A-80426 7065:Others: 7027:Doxepin 6980:cocaine 6978:(e.g., 6926:NS-2359 6921:Nefopam 6876:HDMP-28 6866:EXP-561 6826:Cocaine 6755:McN5652 6634:RTI-353 6464:(e.g., 6462:Opioids 6423:(e.g., 6409:(e.g., 6387:(e.g., 6382:Others: 6303:Doxepin 6256:cocaine 6254:(e.g., 6202:NS-2359 6197:Nefopam 6152:HDMP-28 6142:EXP-561 6102:Cocaine 6026:McN5652 5945:LR-5182 5707:NS-2359 5697:Nefopam 5657:LR-5182 5602:EXP-561 5477:Others: 5429:RTI-336 5424:RTI-229 5419:RTI-177 5414:RTI-150 5409:RTI-126 5404:RTI-121 5399:RTI-113 5394:RTI-112 5354:Cocaine 5252:HDMP-28 5171:DBL-583 4940:Lithium 4508:Doxepin 4040:and/or 3710:AMG 133 3499:Yohimbe 3475:Ephedra 3362:Ephedra 3317:Cathine 3156:NPR.org 2917:CNN.com 2867:2680571 2459:Bibcode 2307:9758240 2235:2695569 2101:8094237 2029:fda.gov 1998:2851857 1378:isozyme 1314:to two 1312:prodrug 1282:satiety 1041:opioids 989:dyspnea 920:strokes 876:Seizure 714:obesity 710:adjunct 694:Meridia 570:Formula 423:DB01105 369:PubChem 276:Hepatic 261:& M 172:) 166: ( 164:A08AA10 125: C 102:a601110 9480:IP-LAD 9400:AL-LAD 9172:6-OHDA 8707:(also 8700:DiFMDA 8618:6-MAPB 8608:6-EAPB 8598:6-APDB 8583:5-MAPB 8573:5-EAPB 8568:5-APDB 8173:MMDA-2 8073:3C-MAL 8025:MDMPEA 7876:DESOXY 7854:2C-TFM 7849:2C-TFE 7729:2C-T-9 7724:2C-T-8 7719:2C-T-7 7714:2C-T-6 7709:2C-T-5 7704:2C-T-4 7699:2C-T-3 7694:2C-T-2 7669:2C-O-4 7659:2C-NH2 7634:2C-G-N 7629:2C-G-6 7624:2C-G-5 7619:2C-G-4 7614:2C-G-3 7609:2C-G-2 7604:2C-G-1 7381:Others 6936:PRC200 6881:HP-505 6624:PIM-35 6212:PRC200 6157:HP-505 5965:O-2172 5712:O-2172 5389:RTI-55 5065:WHO-EM 4778:Mixed: 4635:Others 4319:Others 4227:NaSSAs 3954:WHO-EM 3883:Others 3805:5-HT2C 3782:DACRAs 2874:  2864:  2689:  2521:  2513:  2477:  2433:  2396:  2373:  2365:  2305:  2242:  2232:  2193:  2185:  2108:  2098:  2004:  1996:  1627:Anvisa 1559:et al. 1385:amines 1381:CYP3A4 1371:plasma 1250:(nM). 1048:CYP3A4 977:rigors 965:melena 931:nausea 853:(TIA)) 635:SMILES 602:279.85 494:ChEMBL 483:D08513 280:CYP3A4 220: 199: 9515:MT-45 9268:-DOPS 9259:-DOPA 9200:-DOPA 9167:6-FNE 9110:MOPVP 9105:MOPPP 9080:MDPPP 9075:MDPBP 9070:α-PVP 9065:α-PPP 9060:α-PHP 9055:α-PBP 8997:4-MAB 8992:4-CAB 8946:3-MMC 8844:4-MPD 8834:4-MEC 8829:4-FMC 8824:4-EMC 8819:4-CMC 8814:4-BMC 8804:3-FMC 8776:MDMPH 8673:MMDMA 8653:MDHMA 8593:6-APB 8563:5-APB 8558:4-MTA 8553:4-MMA 8543:4-FMA 8215:3-FMA 8205:2-FMA 8158:DOTFM 8113:DMMDA 8108:DMCPA 8083:Aleph 8063:3C-BZ 8058:3C-AL 8037:DMPEA 8020:MDPEA 7931:TCB-2 7901:MEPEA 7859:2C-YN 7684:2C-SE 7679:2C-Ph 7649:2C-iP 7589:2C-EF 7574:2C-CP 7569:2C-CN 7559:2C-Bu 7554:2C-Bn 7252:VMATs 5464:WF-33 5459:WF-31 5454:WF-23 5449:WF-11 5035:5-HTP 4599:TeCAs 4260:SARIs 4194:NDRIs 4113:SNRIs 4055:SSRIs 3940:Water 3815:5-HTP 3690:GLP-1 3509:Other 3197:from 3132:MSNBC 2900:WebMD 2756:(PDF) 2749:(PDF) 2732:(PDF) 2709:(PDF) 2657:(PDF) 2519:S2CID 2371:S2CID 2271:(PDF) 2264:(PDF) 2191:S2CID 2002:S2CID 1862:(PDF) 1855:(PDF) 1460:Boots 1445:g/L. 1235:4,300 1177:9,200 993:edema 860:(TIA) 803:mania 749:Boots 655:InChI 611:JSmol 9125:MPPP 9120:MPHP 9115:MPBP 9085:MDPV 9027:MBDB 9017:EBDB 8809:4-MC 8771:MDPH 8663:MDOH 8648:MDEA 8613:6-IT 8578:5-IT 8548:4-MA 8538:4-FA 8481:PMMA 8476:PMEA 8461:PFMA 8210:3-FA 8200:2-FA 8188:TeMA 8168:MMDA 8153:DOPR 8133:DOET 8128:DOEF 8078:3C-P 8068:3C-E 7864:2C-V 7689:2C-T 7674:2C-P 7664:2C-O 7654:2C-N 7644:2C-I 7639:2C-H 7599:2C-G 7594:2C-F 7584:2C-E 7579:2C-D 7564:2C-C 7544:2C-B 7292:AZIK 7281:MDMA 6770:PPPA 6513:SRIs 6502:SERT 6046:PPPA 5803:NRIs 5303:MDPV 5150:DRIs 5001:SAMe 4441:TCAs 4426:and 4161:NRIs 4023:N06A 3397:Khat 3112:2012 2954:2010 2872:PMID 2827:2019 2787:2017 2687:PMID 2511:PMID 2475:PMID 2431:PMID 2394:ISBN 2363:PMID 2303:PMID 2279:2016 2240:PMID 2183:PMID 2106:PMID 1994:PMID 1929:2010 1838:2014 1590:MHRA 1403:salt 1347:5-HT 1292:and 1220:8.9 1183:180 1086:SERT 1054:and 1035:and 991:and 918:and 720:and 718:diet 474:KEGG 454:UNII 443:5021 403:2586 383:5210 234:data 144:Oral 78:AHFS 9135:PEP 9007:BDB 8909:NEB 8683:TAP 8633:IAP 8628:EDA 8471:PMA 8466:PIA 8456:PFA 8451:PCA 8446:PBA 8403:MMA 8183:TMA 8148:DON 8143:DOM 8138:DOI 8123:DOC 8118:DOB 8103:DMA 8032:BOH 7287:APP 5792:NET 5510:BTQ 5349:CFT 5139:DAT 4964:), 4852:MAO 4792:MAO 4293:SMS 3694:GIP 3271:and 3251:A08 2862:PMC 2854:doi 2850:106 2721:doi 2677:hdl 2669:doi 2665:363 2560:FDA 2503:doi 2467:doi 2423:doi 2419:397 2355:doi 2230:PMC 2222:doi 2175:doi 2096:PMC 2088:doi 1986:doi 1462:in 1421:by 1264:of 1241:12 1214:140 1199:45 1180:870 1162:12 1141:49 1106:DAT 1096:NET 751:in 519:EPA 373:CID 169:WHO 9587:: 8315:, 8246:, 7454:• 7450:• 7446:• 7442:• 7438:• 7434:• 7411:; 7279:, 7275:, 7229:, 7225:, 7221:, 7217:, 7213:, 7144:, 7140:, 7136:, 7132:, 7118:, 7104:, 7100:, 7096:, 7092:, 7088:, 7084:, 6484:, 6480:, 6476:, 6472:, 6468:, 6427:, 6413:, 6399:, 6395:, 6391:, 5078:: 5017:, 4972:)) 4968:(T 4960:(T 4946:, 4927:, 4923:, 4919:, 4915:, 4911:, 3967:: 3696:, 3692:, 3158:. 3154:. 3129:. 3098:. 3073:. 3069:. 3044:. 3040:. 2999:. 2974:. 2970:. 2915:. 2898:, 2870:. 2860:. 2848:. 2844:. 2777:. 2773:. 2717:27 2715:. 2711:. 2685:. 2675:. 2663:. 2659:. 2633:. 2592:. 2588:. 2562:. 2558:. 2546:^ 2517:. 2509:. 2499:12 2497:. 2473:. 2465:. 2455:20 2453:. 2429:. 2417:. 2369:. 2361:. 2351:86 2349:. 2299:22 2297:. 2252:^ 2238:. 2228:. 2216:. 2212:. 2189:. 2181:. 2169:. 2118:^ 2104:. 2094:. 2082:. 2078:. 2048:^ 2031:. 2027:. 2014:^ 2000:. 1992:. 1982:12 1980:. 1966:^ 1949:. 1945:. 1915:. 1885:. 1744:. 1662:. 1604:. 1405:. 1353:. 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2281:. 2246:. 2224:: 2218:8 2197:. 2177:: 2171:1 2142:. 2112:. 2090:: 2084:1 2042:. 2008:. 1988:: 1960:. 1931:. 1900:. 1871:. 1840:. 1814:. 1793:. 1772:. 1721:. 1677:. 1648:. 1443:μ 1431:μ 1425:- 1415:N 1332:S 1328:R 1248:i 1229:S 1227:( 1208:R 1206:( 1171:S 1169:( 1159:4 1150:R 1148:( 613:) 590:N 581:H 575:C 521:) 517:( 303:) 301:2 297:1 278:( 265:) 263:2 259:1 218:: 197:: 150:) 146:( 123:: 80:/ 46:S 44:(

Index



Trade names
AHFS
Drugs.com
Monograph
MedlinePlus
a601110
Pregnancy
category

Routes of
administration

Oral
capsules
ATC code
A08AA10
WHO
Legal status
Class B2
Schedule IV
Pharmacokinetic
Bioavailability
first-pass metabolism
Protein binding
Metabolism
Hepatic
CYP3A4
Elimination half-life
Excretion
IUPAC name
CAS Number
106650-56-0

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