Cathinone

This article is about the specific chemical compound cathinone. For the class of similar substances, see substituted cathinone.
Cathinone
Clinical data
Dependence
liability		Physical: no data Psychological: Low–moderate[1]
ATC code
  • none
Legal status
Legal status
Pharmacokinetic data
Elimination half-life0.7–2.3 h[3]
Identifiers
  • (S)-2-Amino-1-phenylpropan-1-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.163.927 Edit this at Wikidata
Chemical and physical data
FormulaC9H11NO
Molar mass149.193 g·mol−1
3D model (JSmol)
  • O=C(c1ccccc1)[C@@H](N)C
  • InChI=1S/C9H11NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7H,10H2,1H3/t7-/m0/s1 checkY
  • Key:PUAQLLVFLMYYJJ-ZETCQYMHSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Cathinone (/ˈkæθɪnoʊn/; also known as benzoylethanamine, or β-keto-amphetamine) is a monoamine alkaloid found in the shrub Catha edulis (khat) and is chemically similar to ephedrine, cathine, methcathinone and other amphetamines. It is probably the main contributor to the stimulant effect of Catha edulis, also known as khat. Cathinone differs from many other amphetamines in that it has a ketone functional group. Other phenethylamines that share this structure include the stimulants methcathinone, MDPV, mephedrone and the antidepressant bupropion.

  1. ^ Nutt D, King LA, Blakemore C (March 2007). "Development of a rational scale to assess the harm of drugs of potential misuse". Lancet. 369 (9566): 1047–53. doi:10.1016/S0140-6736(07)60464-4. PMID 17382831. S2CID 5903121.
  2. ^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
  3. ^ Toennes SW, Harder S, Schramm M, Niess C, Kauert GF (July 2003). "Pharmacokinetics of cathinone, cathine and norephedrine after the chewing of khat leaves". British Journal of Clinical Pharmacology. 56 (1): 125–130. doi:10.1046/j.1365-2125.2003.01834.x. PMC 1884326. PMID 12848785.