Ethylone

Ethylone
Clinical data
Pregnancy; category	N (US);
Routes of; administration	Oral, nasal, IV
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics); DE: Anlage I (Authorized scientific use only); UK: Class B; UN: Psychotropic Schedule II;
Identifiers
	IUPAC name (RS)-1-(1,3-benzodioxol-5-yl)-2-(ethylamino)propan-1-one;
CAS Number	1112937-64-0 ;
PubChem CID	57252245;
ChemSpider	21106271 ;
UNII	L91C78FW96;
KEGG	C22709 ;
CompTox Dashboard (EPA)	DTXSID20894842 ;
Chemical and physical data
Formula	C12H15NO3
Molar mass	221.256 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic 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 ; Key:MJEMIOXXNCZZFK-UHFFFAOYSA-N ;
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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]

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

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

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

Legal Status

As of October 2015 Ethylone is a controlled substance in China.^[5]

References

^ 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.
^ "Substance Details Ethylone". Retrieved 2024-01-22.
^ ^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.
^ 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.
^ "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.