Amfecloral

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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
ChEMBL CHEMBL2105544 N
Synonyms alpha-methyl-N-(2,2,2-trichloroethylidene)phenethylamine;
N-(2,2,2-trichloroethylidene)amphetamine
Chemical data
Formula C11H12Cl3N
Molecular mass 264.58 g/mol
  • 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+ YesY
  • Key:VBZDETYCYXPOAK-OVCLIPMQSA-N YesY
 NYesY (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. Amfecloral can be prepared by the reaction of amphetamine with chloral hydrate.[2][3]

See also

References

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


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