Fenproporex

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Fenproporex
Fenproporex.svg
Systematic (IUPAC) name
3-(1-phenylpropan-2-ylamino)propanenitrile
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
Routes of
administration
oral[1]
Pharmacokinetic data
Metabolism partly converted to amphetamine (30 to 60%)[1]
Excretion urine, mainly as amphetamine, about 5 to 9% unchanged[1]
Identifiers
CAS Number 16397-28-7 YesY
ATC code none
PubChem CID: 61810
DrugBank DB01550 YesY
ChemSpider 55690 YesY
UNII W0194S5FOA YesY
KEGG D07947 YesY
ChEMBL CHEMBL2105566
Chemical data
Formula C12H16N2
Molecular mass 188.269
  • N#CCCNC(Cc1ccccc1)C
  • InChI=1S/C12H16N2/c1-11(14-9-5-8-13)10-12-6-3-2-4-7-12/h2-4,6-7,11,14H,5,9-10H2,1H3 YesY
  • Key:IQUFSXIQAFPIMR-UHFFFAOYSA-N YesY
  (verify)

Fenproporex (Perphoxene) is a stimulant drug of the phenethylamine and amphetamine chemical classes which was developed in the 1960s. It is used as an appetite suppressant for the treatment of obesity.[2]

Fenproporex produces amphetamine as a metabolite,[3][4] and was withdrawn in many countries following problems with abuse,[5] but it is still prescribed in some countries. It is sometimes combined with benzodiazepines, antidepressants and other compounds to create the "Brazilian diet pill".[6][7]

Fenproporex has never been approved by the US Food and Drug Administration (FDA) for sale in the US due to lack of efficacy and safety data. However, in March 2009 the FDA warned consumers that it has been detected as an unlabeled component of diet pills available over the Internet.[8] Fenproporex is designated a Schedule IV controlled substance in the US pursuant to the Controlled Substances Act.[9]

Fenproporex is on the list of substances banned by the World Anti-Doping Agency, and any sportsperson testing positive for the substance faces a ban from competition.[10]

References

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  2. Warembourg H, Jaillard J. Clinical experimentation with fenproporex in the treatment of obesity. Apropos of 40 cases. (French). Journal de la Faculte de médecine et de pharmacie de l'Universite de Lille. 1968 Mar;13(3):Suppl:273-6.
  3. Tognoni G, Morselli PL, Garattini S. Amphetamine concentrations in rat brain and human urine after fenproporex administration. European Journal of Pharmacology. 1972 Oct;20(1):125-6.
  4. Cody JT. Metabolic precursors to amphetamine and methamphetamine. Forensic Science Reviews 1993; 5:109.
  5. Pelissier-Alicot AL, Piercecchi-Marti MD, Bartoli C, Kuhlmann E, Coiffait PE, Sanvoisin A, Giocanti D, Leonetti G. Abusive prescription of psychostimulants: a study of two cases. Journal of Forensic Science. 2006 Mar;51(2):407-10.
  6. Cohen PA. Imported fenproporex-based diet pills from Brazil: a report of two cases. Journal of General Internal Medicine 2009; 24(3):430-3.
  7. Cohen PA, McCormick D, Casey C, Dawson G, Hacker KA. Imported compounded diet pill use among Brazilian women immigrants in the United States. Journal of Immigrant and Minority Health 2009; 11(3):229-236.
  8. http://www.fda.gov/cder/consumerinfo/weight_loss_products.htm
  9. Lua error in package.lua at line 80: module 'strict' not found.
  10. The 2009 Prohibited List International Standard. World Anti-Doping Agency (2009). Retrieved on 2009-08-18.