THC Science

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;
CAS Number	2785346-75-8;
PubChem CID	155804760;
ChemSpider	103835282;
UNII	8HY67JQ9ZH;
KEGG	C22701;
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[edit]

^ Blanckaert P, Balcaen M, Vanhee C, Risseeuw M, Canfyn M, Desmedt B, et al. (September 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) (Report). U.S. Department of Justice.
^ Montanari E, Madeo G, Pichini S, Busardò FP, Carlier J (August 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 MM, Krotulski AJ, Walther D, Glatfelter GC, Papsun D, Walton SE, et al. (June 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. PMID 35477798. S2CID 248416539.

[pmid34145779-1] Blanckaert P, Balcaen M, Vanhee C, Risseeuw M, Canfyn M, Desmedt B, et al. (September 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) (Report). U.S. Department of Justice.

[3] Montanari E, Madeo G, Pichini S, Busardò FP, Carlier J (August 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 MM, Krotulski AJ, Walther D, Glatfelter GC, Papsun D, Walton SE, et al. (June 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. PMID 35477798. S2CID 248416539.

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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
CAS Number	2785346-75-8
PubChem CID	155804760
ChemSpider	103835282
UNII	8HY67JQ9ZH
KEGG	C22701
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