Amfepramone

Amfepramone
Systematic (IUPAC) name
(RS)-2-diethylamino-1-phenylpropan-1-one
Clinical data
Trade names Tenuate
AHFS/Drugs.com monograph
MedlinePlus a682037
Pregnancy cat. B
Legal status Schedule IV (US)
Routes Oral
Identifiers
CAS number 134-80-5 YesY
ATC code A08AA03
PubChem CID 7029
DrugBank DB00937
ChemSpider 6762 YesY
UNII 19V2PL39NG YesY
KEGG D07444 N
ChEBI CHEBI:4530 YesY
ChEMBL CHEMBL1194666 N
Synonyms Diethylpropion
Chemical data
Formula C13H19NO 
Mol. mass 205.30 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

Amfepramone (INN, other names diethylcathinone and diethylpropion, trade names Anorex, Linea, Nobesine, Prefamone, Regenon, Tepanil, Tenuate), is a stimulant drug of the phenethylamine, amphetamine, and cathinone chemical classes that is used as an appetite suppressant.

Contents

Pharmacology

Amfepramone itself lacks any affinity for the monoamine transporters and instead functions as a prodrug to ethcathinone.[1] Ethcathinone (and therefore amfepramone as well) is a very weak dopaminergic and serotonergic, and is approximately 10x and 20x stronger on norepinephrine in comparison, respectively.[1] As a result, ethcathinone and amfepramone can essentially be considered selective norepinephrine releasing agents (NRAs).

Abuse

Amfepramone is believed to have relatively low abuse potential.[2][3][4][5]

Legality

Amfepramone is classified as a Schedule IV controlled substance in the United States. In the UK Amfepramone is a class C drug.[6]

Chemistry

  1. Propiophenone is brominated to produce α-bromopropiophenone.
  2. This is reacted with diethylamine to yield the product, diethylpropion.

Reference: U.S. Patent 3,001,910 Hyde, J. F.; Browning, E.; Adams, R. (1928). Journal of the American Chemical Society 50 (8): 2287. doi:10.1021/ja01395a032.  edit

See also

  • Substituted cathinone

References


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