List of benzimidazole opioids

Benzimidazole opioids, also known as nitazenes, are a class of synthetic opioids with an unusual benzimidazole structure; These chemicals are often called opioid NPS (or opioid New Psychoactive Substances). 

The best known of these opioids is etonitazene. Benzimidazole opioids bind the mu-opioid receptor and may show potency up to several hundred times that of morphine.

These opioids have been used in research, and also are being used for drug abuse.  Isotonitazine has been implicated in opioid overdose deaths in Europe, Canada, and the United States beginning in 2019. 

List of benzimidazole opioids

Nitazene; Ring substitution, hydrogen. The chemical structure can be drawn, as follows,
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Drug nameRing substitutionPotency incomparisontomorphineMore infoChemical structure
 Etonitazepyne4-ethoxy140pxEtonitazepipneVandeputte MM, Verougstraete N, Walther D, Glatfelter GC, Malfliet J, Baumann MH, Verstraete AG, Stove CP. First identification, chemical analysis and pharmacological characterization of N-piperidinyl etonitazene (etonitazepipne), a recent addition to the 2-benzylbenzimidazole opioid subclass. Arch Toxicol. 2022 Jun;96(6):1865-1880.  4-ethoxy190140pxEtonitazene morpholine analogue 4-ethox 140pxProtonitazene140pxProtonitazepyne4-(n-propoxy)Pubchem140pxIsotonitazene4-isopropoxyPubchem140px Isotonitazepyne4-isopropoxyPubchem140px N-Desethylisotonitazene4-isopropoxy~1000 times strongerPubchem140px Butonitazene4-butoxy5Pubchem140pxEtoetonitazene4-ethoxyethoxy50Pubchem140pxFlunitazene4-fluoroAs potentas morphinePubchem140pxClonitazene4-chloro3Pubchem140px 

Metodesnitazene (Metazene); Ring substitution, 4-methoxy; Structural formula, 140px

Etodesnitazene (Etazene); 4-ethoxy. 140px 

Metonitazene,https://www.vg.no/nyheter/i/15Ao9e/tolletaten-om-doedsdopet-skremmende-utvikling. VG.no. Retrieved 2023-11-05 4-methoxy. 140px

Etonitazene, 4-ethoxy. 140px 

N-Desethyletonitazene (NDE); 4-ethoxy. 140px 

Etomethazene, 4-ethoxy. 140px 

Etonitazene 5-cyano analogue (Etocyanazene).Chimica Therapeutica 2(16): 1967. 4-ethoxy, 140px 

Etonitazene 5-acetyl analogue (Etoacetazene).A review of the evidence on the use and harms of 2-benzyl benzimidazole (‘nitazene’) and piperidine benzimidazolone (‘brorphine-like’) opioids. Advisory Council on the Misuse of Drugs, UK. July 2022 4-ethoxy; 140px

Sources

Category:Chemistry lists
Category:Benzimidazoles