Eutylone
Verifiedfieldschanged
Watchedfieldschanged
Verifiedrevid451555065
Width250px
Atc prefixNone
Legal brF2
Legal br comment[1]
Legal caSchedule I
Legal deAnlage II
Legal ukClass B
Legal usSchedule I
Legal unP II
Legal un comment[2]
Cas number802855-66-9
Index2 labelHCl
Cas number 217764-18-0
Unii 24FNX1J271X
Pubchem57360686
KeggC22708
UniiD6WQJ7NF96
Chemspiderid26716427
Iupac name(±)-1-(1,3-benzodioxol-5-yl)-2-(ethylamino)butan-1-one
C13
H17
N1
O3
SmilesCCC(C(=O)C1=CC2=C(C=C1)OCO2)NCC
Stdinchi1S/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
StdinchikeyYERSNXHEOIYEGX-UHFFFAOYSA-N

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 which was developed in the 1960s,[3][4] which is classified as a designer drug.[5] It was first reported to the EMCDDA in 2014 and became widespread internationally in 2019-2020 following bans on the related compound ephylone.[6][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

IC50 inhibition values at monoamine transporters (nM)[4]
DATNETSERT
120 ± 101280 ± 140690 ± 50

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

References

  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. Archived 2023-08-27 at the Wayback Machine. Retrieved 2023-08-27.
  2. ^ "Substance Details Eutylone". Retrieved 2024-01-22.
  3. ^ "Aryl-α-aminoketone derivatives". No. 108513.
  4. ^ 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. ^ "Eutylone". New Synthetic Drugs Database. 12 November 2023.
  6. ^ Bade R, White JM, Nguyen L, Tscharke BJ, Mueller JF, O'Brien JW, Thomas KV, Gerber C (August 2020). "Determining changes in new psychoactive substance use in Australia by wastewater analysis". The Science of the Total Environment. 731. Bibcode:2020ScTEn.73139209B. doi:10.1016/j.scitotenv.2020.139209. PMID 32417485. S2CID 218680033
  7. ^ Krotulski AJ, Papsun DM, Chronister CW, Homan J, Crosby MM, Hoyer J, Goldberger BA, Logan BK (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
  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. ^ 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. doi:10.1016/j.legalmed.2022.102085. hdl:10422/00013302. PMID 35537301. S2CID 248602483
  10. ^ "Emerging Threat Report". 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.