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.[citation needed] In the United States, it began to be found in cathinone products in late 2011.[3]

Ethylone
Clinical data
Pregnancy
category
  • N (US)
Routes of
administration
Oral, nasal, IV
Legal status
Legal status
Identifiers
  • (RS)-1-(1,3-benzodioxol-5-yl)-2-(ethylamino)propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H15NO3
Molar mass221.256 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • CC(NCC)C(=O)c1ccc2OCOc2c1
  • 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
 ☒NcheckY (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.[3]

Pharmacokinetics

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Analysis of human and rat urine for the metabolites of bk-amphetamines suggested that ethylone was degraded in the following metabolic steps:[4]

  1. N-deethylation to the primary amine.
  2. Reduction of the keto moiety to the respective alcohol.
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As of October 2015 Ethylone is a controlled substance in China.[5]

See also

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References

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  1. ^ 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.
  2. ^ "Substance Details Ethylone". Retrieved 2024-01-22.
  3. ^ a b 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.
  4. ^ 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.
  5. ^ "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. Archived from the original on 1 October 2015. Retrieved 1 October 2015.
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