Amfecloral

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Vanished user 0x8cSXE0x6 (talk | contribs) at 01:46, 29 August 2014. The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Amfecloral
Clinical data
Other namesalpha-methyl-N-(2,2,2-trichloroethylidene)phenethylamine;
N-(2,2,2-trichloroethylidene)amphetamine
ATC code
  • none
Legal status
Legal status
  • ?
Identifiers
  • 2,2,2-trichloro-N-(1-phenylpropan-2-yl)ethanimine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC11H12Cl3N
Molar mass264.58 g/mol g·mol−1
3D model (JSmol)
  • ClC(Cl)(Cl)/C=N/C(Cc1ccccc1)C
  • InChI=1S/C11H12Cl3N/c1-9(15-8-11(12,13)14)7-10-5-3-2-4-6-10/h2-6,8-9H,7H2,1H3/b15-8+ checkY
  • Key:VBZDETYCYXPOAK-OVCLIPMQSA-N checkY
  (verify)

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.

See also

References

  1. ^ Ganellin, C. R.; Triggle, David J. (1996). Dictionary of pharmacological agents, Volumes 1-2. Chapman & Hall. p. 67. ISBN 0-9630096-0-5.


Template:Catecholaminergics