Amfecloral

Amfecloral

Amfecloral
Systematic (IUPAC) name
2,2,2-trichloro-N-(1-phenylpropan-2-yl)ethanimine
Clinical data
Legal status
  • ?
Identifiers
CAS number  YesY
ATC code None
PubChem
ChemSpider  YesY
UNII  YesY
KEGG  YesY
ChEMBL
Synonyms alpha-methyl-N-(2,2,2-trichloroethylidene)phenethylamine;
N-(2,2,2-trichloroethylidene)amphetamine
Chemical data
Formula C11H12Cl3N 
Mol. mass 264.58 g/mol
 YesY   

Amfecloral (INN), also known as amphecloral (USAN), is a stimulant drug of the phenethylamine and amphetamine chemical classes that was used as an appetite suppressant under the trade name Acutran, but is now no longer marketed.[1] It acts as a prodrug which splits to form amphetamine and chloral hydrate, similarly to clobenzorex and related compounds, except that the N-substituent in this case yields a compound that is active in its own right. The chloral hydrate metabolite is a gabaminergic sedative/hypnotic, and would in theory counteract some of the stimulant effects of the amphetamine metabolite. This would produce an effect similar to the amphetamine/barbiturate combinations previously used in psychiatric medications.

Synthesis

Amphetamine + Chloral hydrate → 1-phenyl-N-(2,2,2-trichloroethylidene)propan-2-amine.

  • C. Cavallito, U.S. Patent 2,923,661 (1960);
  • Chem. Abstr., 54: 9846c (1966).

See also

References

  1. ^ Ganellin, C. R.; Triggle, David J. (1996). Dictionary of pharmacological agents, Volumes 1-2. Chapman & Hall. p. 67.