Etonitazepyne

Etonitazepyne
Legal status
Legal status	BR: Class F1 (Prohibited narcotics); DE: Anlage II (Authorized trade only, not prescriptible); UK: Under Psychoactive Substances Act; US: Schedule I;
Identifiers
	IUPAC name 2-[(4-Ethoxyphenyl)methyl]-5-nitro-1-(2-pyrrolidin-1-ylethyl)benzimidazole;
PubChem CID	155804760;
ChemSpider	103835282;
UNII	8HY67JQ9ZH;
CompTox Dashboard (EPA)	DTXSID401336921 ;
Chemical and physical data
Formula	C22H26N4O3
Molar mass	394.475 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [O-][N+](=O)c1cc2nc(Cc3ccc(OCC)cc3)n(CCN3CCCC3)c2cc1;
	InChI InChI=1S/C22H26N4O3/c1-2-29-19-8-5-17(6-9-19)15-22-23-20-16-18(26(27)28)7-10-21(20)25(22)14-13-24-11-3-4-12-24/h5-10,16H,2-4,11-15H2,1H3; Key:LQZWZCJCEPUKCJ-UHFFFAOYSA-N;

Etonitazepyne (N-Pyrrolidino Etonitazene) is a benzimidazole derivative with potent opioid effects which has been sold over the internet as a designer drug and linked to numerous cases of overdose.^[1]^[2]^[3]^[4]

References

^ Blanckaert P, Balcaen M, Vanhee C, Risseeuw M, Canfyn M, Desmedt B, Van Calenbergh S, Deconinck E (June 2021). "Analytical characterization of "etonitazepyne," a new pyrrolidinyl-containing 2-benzylbenzimidazole opioid sold online". Drug Testing and Analysis. 13 (9): 1627–1634. doi:10.1002/dta.3113. hdl:1854/LU-8737722. PMID 34145779. S2CID 235479893.
^ Krotulski AJ, Papsun DM, Walton SE, Logan BK (2021). "New High Potency Synthetic Opioid N-Pyrrolidino Etonitazene (Etonitazepyne) Linked to Overdoses Across United States" (PDF). {{cite journal}}: Cite journal requires |journal= (help)
^ Montanari, Eva; Madeo, Graziella; Pichini, Simona; Busardò, Francesco Paolo; Carlier, Jeremy (February 9, 2022). "Acute intoxications and fatalities associated with benzimidazole opioid (nitazene analog) use: A systematic review". Therapeutic Drug Monitoring. 44 (4): 494–510. doi:10.1097/FTD.0000000000000970. PMID 35149665. S2CID 246776288.
^ Vandeputte, Marthe M.; Krotulski, Alex J.; Walther, Donna; Glatfelter, Grant C.; Papsun, Donna; Walton, Sara E.; Logan, Barry K.; Baumann, Michael H.; Stove, Christophe P. (April 2022). "Pharmacological evaluation and forensic case series of N-pyrrolidino etonitazene (etonitazepyne), a newly emerging 2-benzylbenzimidazole 'nitazene' synthetic opioid". Archives of Toxicology. 96 (6): 1845–1863. doi:10.1007/s00204-022-03276-4. hdl:1854/LU-01GS866C8Q94ZVNMPTG3CQCK3J. ISSN 1432-0738. PMID 35477798. S2CID 248416539.

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[pmid34145779-1] Blanckaert P, Balcaen M, Vanhee C, Risseeuw M, Canfyn M, Desmedt B, Van Calenbergh S, Deconinck E (June 2021). "Analytical characterization of "etonitazepyne," a new pyrrolidinyl-containing 2-benzylbenzimidazole opioid sold online". Drug Testing and Analysis. 13 (9): 1627–1634. doi:10.1002/dta.3113. hdl:1854/LU-8737722. PMID 34145779. S2CID 235479893.

[2] Krotulski AJ, Papsun DM, Walton SE, Logan BK (2021). "New High Potency Synthetic Opioid N-Pyrrolidino Etonitazene (Etonitazepyne) Linked to Overdoses Across United States" (PDF). {{cite journal}}: Cite journal requires |journal= (help)

[3] Montanari, Eva; Madeo, Graziella; Pichini, Simona; Busardò, Francesco Paolo; Carlier, Jeremy (February 9, 2022). "Acute intoxications and fatalities associated with benzimidazole opioid (nitazene analog) use: A systematic review". Therapeutic Drug Monitoring. 44 (4): 494–510. doi:10.1097/FTD.0000000000000970. PMID 35149665. S2CID 246776288.

[4] Vandeputte, Marthe M.; Krotulski, Alex J.; Walther, Donna; Glatfelter, Grant C.; Papsun, Donna; Walton, Sara E.; Logan, Barry K.; Baumann, Michael H.; Stove, Christophe P. (April 2022). "Pharmacological evaluation and forensic case series of N-pyrrolidino etonitazene (etonitazepyne), a newly emerging 2-benzylbenzimidazole 'nitazene' synthetic opioid". Archives of Toxicology. 96 (6): 1845–1863. doi:10.1007/s00204-022-03276-4. hdl:1854/LU-01GS866C8Q94ZVNMPTG3CQCK3J. ISSN 1432-0738. PMID 35477798. S2CID 248416539.

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See also

References