Dexfenfluramine
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| Trade names | Redux |
| Other names | Dextrofenfluramine; d-Fenfluramine; (S)-Fenfluramine; S-Fenfluramine; (+)-Fenfluramine; S(+)-Fenfluramine; (S)-(+)-Fenfluramine |
| MedlinePlus | a682088 |
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| Pharmacokinetic data | |
| Protein binding | 36% |
| Metabolites | Dexnorfenfluramine |
| Elimination half-life | 17–20 hours |
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| Formula | C12H16F3N |
| Molar mass | 231.262 g·mol−1 |
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Dexfenfluramine, formerly sold under the brand name Redux, is a serotonergic drug that was used as an appetite suppressant to promote weight loss.[2] It is the d-enantiomer of fenfluramine and is structurally similar to amphetamine, but lacks any psychologically stimulating effects.
Dexfenfluramine was, for some years in the mid-1990s, approved by the United States Food and Drug Administration (FDA) for the purposes of weight loss. However, following multiple concerns about its cardiovascular side effects,[2] the FDA withdrew the approval in 1997.[3] After it was removed in the US, dexfenfluramine was also pulled out in other global markets. It was later superseded by sibutramine, which, although initially considered a safer alternative to both dexfenfluramine and fenfluramine,[4][5][6] was likewise removed from the US market in 2010.[7][8]
The drug was developed by Interneuron Pharmaceuticals, a company co-founded by Richard Wurtman, aimed at marketing discoveries by Massachusetts Institute of Technology scientists.[9] Interneuron licensed the patent to Wyeth-Ayerst Laboratories.[10] Although at the time of its release, some optimism prevailed that it might herald a new approach,[11] there remained some reservations amongst neurologists, twenty-two of whom petitioned the FDA to delay approval. Their concern was based on the work of George A. Ricaurte, whose techniques and conclusions were later questioned.[12]
- ^ Anvisa (24 July 2023). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 25 July 2023). Archived from the original on 27 August 2023. Retrieved 27 August 2023.
- ^ a b Fox SI (2011). Human Physiology (Twelfth ed.). McGraw Hill. p. 665.
- ^ FDA 15 September 1997. FDA Announces Withdrawal Fenfluramine and Dexfenfluramine (Fen-Phen)
- ^ "Dexfenfluramine". PubChem. U.S. Library of Medicine. Retrieved 29 March 2023.
- ^ Hanotin C, Thomas F, Jones SP, Leutenegger E, Drouin P (July 1998). "A comparison of sibutramine and dexfenfluramine in the treatment of obesity". Obesity Research. 6 (4): 285–291. doi:10.1002/j.1550-8528.1998.tb00351.x. PMID 9688105.
- ^ Lean ME (March 1997). "Sibutramine--a review of clinical efficacy". International Journal of Obesity and Related Metabolic Disorders. 21 (Suppl 1): S30–6, discussion 37–9. PMID 9130039.
- ^ "Abbott Pulls Diet Drug Meridia Off US Shelves". The Wall Street Journal. 8 October 2010. Archived from the original on 23 October 2010.
- ^ Li MF, Cheung BM (February 2011). "Rise and fall of anti-obesity drugs". World Journal of Diabetes. 2 (2): 19–23. doi:10.4239/wjd.v2.i2.19. PMC 3083904. PMID 21537456.
- ^ Cite error: The named reference
LemonickEtal1996p4was invoked but never defined (see the help page). - ^ Cite error: The named reference
LemonickeEtal1997p6was invoked but never defined (see the help page). - ^ Davis R, Faulds D (November 1996). "Dexfenfluramine. An updated review of its therapeutic use in the management of obesity". Drugs. 52 (5): 696–724. doi:10.2165/00003495-199652050-00007. PMID 9118819. S2CID 261029109.
- ^ Philipkoski K (2 March 2004). "DEA Accedes to Ecstasy Test". Wired. Archived from the original on 10 January 2006.