etonitazepyne

{{Short description|Chemical compound}}

{{drugbox

| drug_name = Etonitazepyne

| image = Etonitazepyne.svg

| legal_BR = F1

| legal_UK = PSA

| legal_US = Schedule I

| legal_DE = Anlage II

| C = 22 | H = 26 | N = 4 | O = 3

| IUPAC_name = 2-[(4-Ethoxyphenyl)methyl]-5-nitro-1-(2-pyrrolidin-1-ylethyl)benzimidazole

| CAS_number = 2785346-75-8

| ChemSpiderID = 103835282

| PubChem = 155804760

| UNII = 8HY67JQ9ZH

| KEGG = C22701

| smiles = [O-][N+](=O)c1cc2nc(Cc3ccc(OCC)cc3)n(CCN3CCCC3)c2cc1

| StdInChI=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

| StdInChIKey = 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.{{cite journal | vauthors = Blanckaert P, Balcaen M, Vanhee C, Risseeuw M, Canfyn M, Desmedt B, Van Calenbergh S, Deconinck E | display-authors = 6 | title = Analytical characterization of "etonitazepyne," a new pyrrolidinyl-containing 2-benzylbenzimidazole opioid sold online | journal = Drug Testing and Analysis | volume = 13 | issue = 9 | pages = 1627–1634 | date = September 2021 | pmid = 34145779 | doi = 10.1002/dta.3113 | hdl-access = free | s2cid = 235479893 | hdl = 1854/LU-8737722 }}{{cite report | vauthors = Krotulski AJ, Papsun DM, Walton SE, Logan BK | title=New High Potency Synthetic Opioid N-Pyrrolidino Etonitazene (Etonitazepyne) Linked to Overdoses Across United States | journal = | year = 2021 | volume = | issue = | pages = | doi = | url=https://www.npsdiscovery.org/wp-content/uploads/2021/06/Public-Alert_N-Pyrrolidino-Etonitazene_NPS-Discovery_061721.pdf | publisher = U.S. Department of Justice }}{{cite journal | vauthors = Montanari E, Madeo G, Pichini S, Busardò FP, Carlier J | title = Acute Intoxications and Fatalities Associated With Benzimidazole Opioid (Nitazene Analog) Use: A Systematic Review | journal = Therapeutic Drug Monitoring | volume = 44 | issue = 4 | pages = 494–510 | date = August 2022 | pmid = 35149665 | doi = 10.1097/FTD.0000000000000970 | s2cid = 246776288 }}{{cite journal | vauthors = Vandeputte MM, Krotulski AJ, Walther D, Glatfelter GC, Papsun D, Walton SE, Logan BK, Baumann MH, Stove CP | display-authors = 6 | title = Pharmacological evaluation and forensic case series of N-pyrrolidino etonitazene (etonitazepyne), a newly emerging 2-benzylbenzimidazole 'nitazene' synthetic opioid | journal = Archives of Toxicology | volume = 96 | issue = 6 | pages = 1845–1863 | date = June 2022 | pmid = 35477798 | doi = 10.1007/s00204-022-03276-4 | hdl-access = free | s2cid = 248416539 | hdl = 1854/LU-01GS866C8Q94ZVNMPTG3CQCK3J | url = https://biblio.ugent.be/publication/01GS866C8Q94ZVNMPTG3CQCK3J }}