Protonitazepyne - Misplaced Pages

Chemical compound

Pharmaceutical compound

Protonitazepyne
Identifiers

IUPAC name 5-nitro-2-(4-propoxybenzyl)-1-(2-(pyrrolidin-1-yl)ethyl)-1H-benzoimidazole
CAS Number	3038401-95-2
PubChem CID	168322728
ChemSpider	115005635
UNII	T3LB6K85C7
Chemical and physical data
Formula	C₂₃H₂₈N₄O₃
Molar mass	408.502 g·mol
3D model (JSmol)	Interactive image
SMILES CCCOC1=CC=C(C=C1)CC2=NC3=C(N2CCN4CCCC4)C=CC(=C3)(=O)
InChI InChI=1S/C23H28N4O3/c1-2-15-30-20-8-5-18(6-9-20)16-23-24-21-17-19(27(28)29)7-10-22(21)26(23)14-13-25-11-3-4-12-25/h5-10,17H,2-4,11-16H2,1H3 Key:KCRWXNIIXGBPID-UHFFFAOYSA-N

Protonitazepyne (N-pyrrolidino protonitazene) is a benzimidazole derivative with opioid effects, which has been sold as a designer drug over the internet, first being mentioned in mid 2022 and definitively identified in drug seizures in Canada in early 2023 and Ireland in late 2023. It is an analogue of etonitazene where the ethoxy group has been extended to propoxy, and the N,N-diethyl substitution has been cyclised into a pyrrolidine ring. While formal studies into its pharmacology have yet to be carried out, it is believed to be slightly less potent than the ethoxy analogue etonitazepyne but still a potent opioid.

References

Killoran S, McNamara S, Kavanagh P, O'Brien J, Lakes R (May 2024). "Identification of N-pyrrolidino protonitazene in powders sold as heroin and associated with overdose clusters in Dublin and Cork, Ireland". Drug Testing and Analysis. doi:10.1002/dta.3707. PMID 38769669.
"Early signal alert: Emergence of online mentions of Protonitazepyne". National Drug Early Warning System. 29 July 2022.
"Analyzed Drug Report" (PDF). Drug Analysis Service and Cannabis Laboratories. Health Canada. April–June 2023.