Amfecloral (INN), also known as amphecloral (USAN), is a central nervous system (CNS) stimulant drug of the phenethylamine and amphetamine chemical classes that was used as an appetite suppressant under the brand name Acutran, but is now no longer marketed.[1] It was classified as an anorectic drug with little to no stimulant activity in a 1970 review.[2] The British Pharmacopoeia Commission approved the name in 1970.[3] The raw ingredients used in manufacturing it were dextroamphetamine and chloral hydrate.[4]

Amfecloral
Clinical data
Trade namesAcutran
Other namesalpha-methyl-N-(2,2,2-trichloroethylidene)phenethylamine;
N-(2,2,2-trichloroethylidene)amphetamine
Drug class
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
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC11H12Cl3N
Molar mass264.57 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
 ☒NcheckY (what is this?)  (verify)

Pharmacology

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Amfecloral is metabolised to both d-(S)- and l-(R)-amphetamine and, most likely, also to chloral hydrate.[5] Amphetamine is a stimulant, whereas chloral hydrate is a sedative/hypnotic drug.

The extent of metabolism and in-vivo contribution of a chloral hydrate metabolism to its purported "little to no stimulant activity" is unknown.

See also

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References

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  1. ^ a b Ganellin CR, Triggle DJ (1996). Dictionary of pharmacological agents, Volumes 1-2. Chapman & Hall. p. 67. ISBN 9780412466304.
  2. ^ Van Rossum JM (1970). "Mode of action of psychomotor stimulant drugs". International Review of Neurobiology. 12: 307–83. doi:10.1016/s0074-7742(08)60065-3. ISBN 9780123668127. PMID 4918147.
  3. ^ "Notes and News". The Lancet. 296 (7675): 730–732. October 1970. doi:10.1016/S0140-6736(70)92010-6.
  4. ^ McPherson EM (2007). Pharmaceutical Manufacturing Encyclopedia (3rd ed.). Burlington: Elsevier. p. 244. ISBN 9780815518563.
  5. ^ "NCATS Inxight Drugs — AMFECLORAL, (+)-". drugs.ncats.io. Retrieved 2024-07-16.