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 Y
ATC code A08AA03
PubChem CID 7029
DrugBank DB00937
ChemSpider 6762 Y
UNII 19V2PL39NG Y
KEGG D07444 N
ChEBI CHEBI:4530 Y
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

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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

References