Ethylone

Ethylone, also known as 3,4-methylenedioxy-N-ethylcathinone (MDEC, βk-MDEA), is a recreational designer drug classified as an entactogen, stimulant, and psychedelic of the phenethylamine, amphetamine, and cathinone chemical classes. It is the β-keto analogue of MDEA ("Eve"). Ethylone has only a short history of human use and is reported to be less potent than its relative methylone. In the United States, it began to be found in cathinone products in late 2011.[1]

Ethylone
Clinical data
Pregnancy
category
  • N (US)
Routes of
administration		Oral, nasal, IV
Legal status
Legal status
  • DE: Anlage I (Authorized scientific use only)
  • UK: Class B
Identifiers
IUPAC name
  • (RS)-1-(1,3-benzodioxol-5-yl)-2-(ethylamino)propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H15NO3
Molar mass221.256 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
SMILES
  • CC(NCC)C(=O)c1ccc2OCOc2c1
InChI
  • InChI=1S/C12H15NO3/c1-3-13-8(2)12(14)9-4-5-10-11(6-9)16-7-15-10/h4-6,8,13H,3,7H2,1-2H3 N
  • Key:MJEMIOXXNCZZFK-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

Very little data exists about the pharmacological properties, metabolism, and toxicity of ethylone, and although several ethylone-related deaths have been reported, the cause of death was not due to ingestion of ethylone.[1]


Pharmacokinetics

Analysis of human and rat urine for the metabolites of bk-amphetamines suggested that ethylone was degraded in the following metabolic steps:[2]

  1. N-deethylation to the primary amine.
  2. Reduction of the keto moiety to the respective alcohol.

As of October 2015 Ethylone is a controlled substance in China.[3]

See also

References
  1. Lee D, Chronister CW, Hoyer J, Goldberger BA (September 2015). "Ethylone-Related Deaths: Toxicological Findings". Journal of Analytical Toxicology. 39 (7): 567–71. doi:10.1093/jat/bkv053. PMID 26025164.
  2. Meyer MR, Wilhelm J, Peters FT, Maurer HH (June 2010). "Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry". Analytical and Bioanalytical Chemistry. 397 (3): 1225–33. doi:10.1007/s00216-010-3636-5. PMID 20333362. S2CID 21471611.
  3. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015.
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