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Designer drug of the cathinone class
Pharmaceutical compound
Eutylone
Clinical data
ATC code
  • None
Legal status
Legal status
Identifiers
  • (±)-1-(1,3-benzodioxol-5-yl)-2-(ethylamino)butan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H17NO3
Molar mass235.283 g·mol−1
3D model (JSmol)
  • CCC(C(=O)C1=CC2=C(C=C1)OCO2)NCC
  • InChI=1S/C13H17NO3/c1-3-10(14-4-2)13(15)9-5-6-11-12(7-9)17-8-16-11/h5-7,10,14H,3-4,8H2,1-2H3 X markN
  • Key:YERSNXHEOIYEGX-UHFFFAOYSA-N X markN
 X markNcheckY (what is this?)  (verify)

Eutylone (also known as β-keto-1,3-benzodioxolyl-N-ethylbutanamine, bk-EBDB, and N-ethylbutylone) is a stimulant and empathogenic drug of the phenethylamine, amphetamine, phenylisobutylamine, and cathinone families. It was developed in the 1960s[3][4] and first reported to the EMCDDA in 2014.[5] Eutylone is a designer drug[6] which became widespread internationally in 2019–2020 following bans on the related compound ephylone.[7][8][9] It is a synthetic cathinone.[9] In 2021, eutylone was the most common cathinone identified by the Drug Enforcement Administration in the United States.[10]

Pharmacology

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IC50 inhibition values at monoamine transporters (nM)[4]
DAT NET SERT
120 ± 101280 ± 140690 ± 50
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Sweden's public health agency suggested classifying eutylone as a hazardous substance on September 25, 2019.[11]

In the United States Eutylone is considered a schedule 1 controlled substance as a positional isomer of Pentylone.[12][13]

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 Eutylone". Retrieved 2024-01-22.
  3. ↑ GB 108513, "Aryl-α-aminoketone derivatives", published 1967-09-27, assigned to Boehringer Ingelheim 
  4. 1 2 Glatfelter GC, Walther D, Evans-Brown M, Baumann MH (April 2021). "Eutylone and Its Structural Isomers Interact with Monoamine Transporters and Induce Locomotor Stimulation". ACS Chemical Neuroscience. 12 (7): 1170–1177. doi:10.1021/acschemneuro.0c00797. PMC 9423000. PMID 33689284. S2CID 232192447.
  5. ↑ Krotulski AJ, Papsun DM, Chronister CW, Homan J, Crosby MM, Hoyer J, et al. (August 2020). "Eutylone Intoxications-An Emerging Synthetic Stimulant in Forensic Investigations". Journal of Analytical Toxicology. 45 (1): 8–20. doi:10.1093/jat/bkaa113. PMID 33325503.
  6. ↑ "Eutylone". New Synthetic Drugs Database. 12 November 2023.
  7. ↑
  8. ↑ Chen HY, Chien WC, Huang MN, Fang CC, Weng TI (January 2021). "Analytically confirmed eutylone (bk-EBDB) exposure in emergency department patients". Clinical Toxicology. 59 (9): 846–848. doi:10.1080/15563650.2020.1868491. PMID 33448882. S2CID 231611658.
  9. 1 2 Nakamura M, Takaso M, Takeda A, Hitosugi M (September 2022). "A fatal case of intoxication from a single use of eutylone: Clinical symptoms and quantitative analysis results". Leg Med (Tokyo). 58 102085. doi:10.1016/j.legalmed.2022.102085. hdl:10422/00013302. PMID 35537301. S2CID 248602483.
  10. ↑ "Emerging Threat Report" (PDF). 2021.
  11. ↑ "Tretton ämnen föreslås klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. 25 September 2019. Archived from the original on 31 October 2019. Retrieved 11 November 2019.
  12. ↑ Lists of: Scheduling Actions. Controlled Substances. Regulated Chemicals
  13. ↑ "Federal Register :: Request Access". 10 April 2023.
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