Metamfepramone

Metamfepramone (INN, also known as dimethylcathinone, dimethylpropion, and dimepropion (BAN)) is a stimulant drug of the phenethylamine, and cathinone chemical classes. Dimethylcathinone was evaluated as an appetite suppressant and for the treatment of hypotension, but was never widely marketed.[2]

Metamfepramone
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
IUPAC name
  • (RS)-2-dimethylamino-1-phenylpropan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.035.788
Chemical and physical data
FormulaC11H15NO
Molar mass177.247 g·mol−1
3D model (JSmol)
SMILES
  • CC(C(=O)C1=CC=CC=C1)N(C)C
InChI
  • InChI=1S/C11H15NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9H,1-3H3 N
  • Key:KBHMHROOFHVLBA-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

It was used as a recreational drug in Israel under the name rakefet, but was made illegal in 2006.[3]

Metamfepramone is metabolized to produce N-methylpseudoephedrine and methcathinone.[4] It has also been found to be about 1.6 times less potent than methcathinone, making it roughly equipotent to cathinone itself.[5]

See also

References
  1. "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )". Internetowy System Aktów Prawnych. Retrieved 17 June 2011.
  2. Soholing, WE (18 February 1982). "[Therapy of the orthostatic syndrome. Studies using dimepropion-HCI]". Fortschritte der Medizin (in German). 100 (7): 289–93. PMID 7042502.
  3. Siegel-Itzkovich, Judy (22 February 2006). "Recreational drug 'rakefet' banned". The Jerusalem Post.
  4. Thevis M, Sigmund G, Thomas A, Gougoulidis V, Rodchenkov G, Schänzer W (2009). "Doping control analysis of metamfepramone and two major metabolites using liquid chromatography-tandem mass spectrometry". European Journal of Mass Spectrometry. 15 (4): 507–15. doi:10.1255/ejms.1010. PMID 19661559. S2CID 41715902.
  5. Dal Cason, Terry A; Young, Richard; Glennon, Richard A (December 1997). "Cathinone: An Investigation of Several N-Alkyl and Methylenedioxy-Substituted Analogs". Pharmacology Biochemistry and Behavior. 58 (4): 1109–1116. doi:10.1016/s0091-3057(97)00323-7. PMID 9408221. S2CID 9704972.
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