Protonitazepyne

Protonitazepyne
Identifiers
	IUPAC name 5-nitro-2-(4-propoxybenzyl)-1-(2-(pyrrolidin-1-yl)ethyl)-1H-benzo[d]imidazole;
PubChem CID	168322728;
ChemSpider	115005635;
Chemical and physical data
Formula	C23H28N4O3
Molar mass	408.502 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCOC1=CC=C(C=C1)CC2=NC3=C(N2CCN4CCCC4)C=CC(=C3)[N+](=O)[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.^[1] 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.^[2]^[3]

References

^ Killoran S, McNamara S, Kavanagh P, O'Brien J, Lakes R. Identification of N-pyrrolidino protonitazene in powders sold as heroin and associated with overdose clusters in Dublin and Cork, Ireland. Drug Test Anal. 2024 May 20. 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.

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[1] Killoran S, McNamara S, Kavanagh P, O'Brien J, Lakes R. Identification of N-pyrrolidino protonitazene in powders sold as heroin and associated with overdose clusters in Dublin and Cork, Ireland. Drug Test Anal. 2024 May 20. doi:10.1002/dta.3707 PMID 38769669

[2] "Early signal alert: Emergence of online mentions of Protonitazepyne". National Drug Early Warning System. 29 July 2022.

[3] "Analyzed Drug Report" (PDF). Drug Analysis Service and Cannabis Laboratories. Health Canada. April–June 2023.

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See also

References