Amphecloral

Title: Amphecloral
CAS Registry Number: 5581-35-1
CAS Name: a-Methyl-N-(2,2,2-trichloroethylidene)benzeneethanamine
Additional Names: a-methyl-N-(2,2,2-trichloroethylidene)phenethylamine; N-[2-(1-phenylpropyl)]-2,2,2-trichloroethylidenimine; amfecloral
Molecular Formula: C11H12Cl3N
Molecular Weight: 264.58
Percent Composition: C 49.93%, H 4.57%, Cl 40.20%, N 5.29%
Literature References: Prepn: Cavallito, US 2923661 (1960 to Irwin, Neisler).
Derivative Type: dl-Form
Properties: bp0.5 95°. nD25 1.530.
Boiling point: bp0.5 95°
Index of refraction: nD25 1.530
Derivative Type: d-Form
Properties: [a]D +49.9±0.3° (c = 5 in dioxane).
Optical Rotation: [a]D +49.9±0.3° (c = 5 in dioxane)
Therap-Cat: Anorexic.
Keywords: Anorexic.
Status: This monograph has been retired and is no longer subject to revision or update.
Amphenidone Amphenone B Amphetaminil Amphomycin Amphotalide

Amfecloral
Amfecloral.png
Systematic (IUPAC) name
2,2,2-trichloro-N-(1-phenylpropan-2-yl)ethanimine
Clinical data
Legal status  ?
Identifiers
CAS number 5581-35-1 YesY
ATC code None
PubChem CID 21759
ChemSpider 20451 YesY
UNII 6015XOA0BI YesY
KEGG D02926 YesY
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 (what is this?)  (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.