Ethylone

Ethylone

Clinical data
Other names	3,4-Methylenedioxy-N-ethylcathinone; MDEC; βk-MDEA
Pregnancy category	N (US)
Routes of administration	Oral[1]
Drug class	Serotonin–norepinephrine–dopamine releasing agent; Entactogen
ATC code	None
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics)[2] DE: Anlage I (Authorized scientific use only) UK: Class B UN: Psychotropic Schedule II[3]
Pharmacokinetic data
Duration of action	2–4 hours[1]
Identifiers
IUPAC name (RS)-1-(1,3-benzodioxol-5-yl)-2-(ethylamino)propan-1-one
CAS Number	1112937-64-0^N
PubChem CID	57252245
ChemSpider	21106271^N
UNII	L91C78FW96
KEGG	C22709^N
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^N Key:MJEMIOXXNCZZFK-UHFFFAOYSA-N^N
^NY (what is this?)  (verify)

Ethylone, also known as 3,4-methylenedioxy-N-ethylcathinone (MDEC, βk-MDEA), is a recreational designer drug of the phenethylamine, amphetamine, and cathinone chemical classes.^[1] 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.^[4]

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.^[4]

Interactions

Pharmacology

Pharmacokinetics

Analysis of human and rat urine for the metabolites of bk-amphetamines suggested that ethylone was degraded in the following metabolic steps:^[5]

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

Society and culture

Legal status

As of October 2015 Ethylone is a controlled substance in China.^[6]

See also

• Substituted methylenedioxyphenethylamine
• Substituted cathinone
• 5-Methylethylone
• Benzylone

References

1. Oeri HE (May 2021). "Beyond ecstasy: Alternative entactogens to 3,4-methylenedioxymethamphetamine with potential applications in psychotherapy". J Psychopharmacol. 35 (5): 512–536. doi:10.1177/0269881120920420. PMC 8155739. PMID 32909493.
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. "Substance Details Ethylone". Retrieved 2024-01-22.
4. 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.
5. 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.
6. "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.

External links

• Ethylone - Isomer Design
• Ethylone - PsychonautWiki