Etomethazene

Etomethazene
Identifiers
	IUPAC name 2-[(4-ethoxyphenyl)methyl]-N,N-diethyl-5-methyl-1H-benzimidazole-1-ethanamine;
CAS Number	95293-25-7;
PubChem CID	168310446;
ChemSpider	128918644;
UNII	K2MJV9DE7T;
Chemical and physical data
Formula	C23H31N3O
Molar mass	365.521 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCOc3ccc(Cc2nc1cc(C)ccc1n2CCN(CC)CC)cc3;
	InChI InChI=1S/C23H31N3O/c1-5-25(6-2)14-15-26-22-13-8-18(4)16-21(22)24-23(26)17-19-9-11-20(12-10-19)27-7-3/h8-13,16H,5-7,14-15,17H2,1-4H3; Key:ZARKNPABJGEAOQ-UHFFFAOYSA-N;

Etomethazene (5-methyldesnitroetonitazene, 5-methyl etodesnitazene, Eto) is a benzimidazole derivative with opioid effects which has been sold as a designer drug over the internet since 2022, first being definitively identified in Sweden in January 2023.^[1]^[2] It is an analogue of etonitazene where the nitro (NO₂) group has been replaced by a methyl (CH₃) group. It is less potent than etonitazene itself but still has around twice the potency of fentanyl.^[3] Etomethazene has a relatively short duration of action of about 120 min.^[4]^[5]^[6]

References

↑ De Vrieze LM, Walton SE, Pottie E, Papsun D, Logan BK, Krotulski AJ, et al. (June 2024). "In vitro structure-activity relationships and forensic case series of emerging 2-benzylbenzimidazole 'nitazene' opioids". Archives of Toxicology. 98 (9): 2999–3018. Bibcode:2024ArTox..98.2999D. doi:10.1007/s00204-024-03774-7. PMC 11324687. PMID 38877156.
↑ "New psychoactive substances - the current situation in Europe" (PDF). European Drug Report. European Union Drugs Agency (EUDA). 2024.
↑ Taoussi O, Carlier J, Gameli PS, Huppertz LM, Bambagiotti G, Tavoletta F, et al. (June 2026). "5-Methyl etodesnitazene human metabolism: LC-ESI^±-HRMS/MS analysis (mono- and di-protonation) of human hepatocyte incubations and positive biospecimens". Analytical and Bioanalytical Chemistry. 418 (12): 3679–3694. doi:10.1007/s00216-026-06472-8. PMC 13221404. PMID 42050027.
↑ "Early signal alert: Emergence of online mentions of etomethazene" (PDF). National Drug Early Warning System. University of Florida, New York University, and Florida Atlantic University. 1 July 2022.
↑ "5-methyl Etodesnitazene (citrate)". Cayman.
↑ "Klassificeringsdokument Narkotika. Etometazen (5-metyletodesnitazen)" (PDF). Folkhälsomyndigheten (The Public Health Authority) (in Swedish).

[pmid38877156-1] De Vrieze LM, Walton SE, Pottie E, Papsun D, Logan BK, Krotulski AJ, et al. (June 2024). "In vitro structure-activity relationships and forensic case series of emerging 2-benzylbenzimidazole 'nitazene' opioids". Archives of Toxicology. 98 (9): 2999–3018. Bibcode:2024ArTox..98.2999D. doi:10.1007/s00204-024-03774-7. PMC 11324687. PMID 38877156.

[2] "New psychoactive substances - the current situation in Europe" (PDF). European Drug Report. European Union Drugs Agency (EUDA). 2024.

[3] Taoussi O, Carlier J, Gameli PS, Huppertz LM, Bambagiotti G, Tavoletta F, et al. (June 2026). "5-Methyl etodesnitazene human metabolism: LC-ESI^±-HRMS/MS analysis (mono- and di-protonation) of human hepatocyte incubations and positive biospecimens". Analytical and Bioanalytical Chemistry. 418 (12): 3679–3694. doi:10.1007/s00216-026-06472-8. PMC 13221404. PMID 42050027.

[4] "Early signal alert: Emergence of online mentions of etomethazene" (PDF). National Drug Early Warning System. University of Florida, New York University, and Florida Atlantic University. 1 July 2022.

[5] "5-methyl Etodesnitazene (citrate)". Cayman.

[6] "Klassificeringsdokument Narkotika. Etometazen (5-metyletodesnitazen)" (PDF). Folkhälsomyndigheten (The Public Health Authority) (in Swedish).

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See also

References