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Amfecloral Other names alpha-methyl-N -(2,2,2-trichloroethylidene)phenethylamine;N -(2,2,2-trichloroethylidene)amphetamine ATC code Legal status
2,2,2-trichloro-N -(1-phenylpropan-2-yl)ethanimine
CAS Number PubChem CID ChemSpider UNII KEGG ChEMBL Formula C 11 H 12 Cl 3 N Molar mass 264.58 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+
Y Key:VBZDETYCYXPOAK-OVCLIPMQSA-N
Y
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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
Template:Catecholaminergics
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