Protonitazene: Difference between revisions

Protonitazene
Legal status
Legal status	DE: Anlage II (Authorized trade only, not prescriptible); UK: Under Psychoactive Substances Act; US: Schedule I;
Identifiers
	IUPAC name N,N-diethyl-2-[5-nitro-2-[(4-propoxyphenyl)methyl]benzimidazol-1-yl]ethanamine;
CAS Number	95958-84-2;
PubChem CID	156589001;
UNII	4A6RZQ7M2V;
Chemical and physical data
Formula	C23H30N4O3
Molar mass	410.518 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCOC1=CC=C(C=C1)CC2=NC3=C(N2CCN(CC)CC)C=CC(=C3)[N+](=O)[O-];
	InChI InChI=1S/C23H30N4O3/c1-4-15-30-20-10-7-18(8-11-20)16-23-24-21-17-19(27(28)29)9-12-22(21)26(23)14-13-25(5-2)6-3/h7-12,17H,4-6,13-16H2,1-3H3; Key:SJHUJFHOXYDSJY-UHFFFAOYSA-N;

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Revision as of 01:47, 12 June 2023

Protonitazene is a benzimidazole derivative with potent opioid effects which has been sold over the internet as a designer drug since around 2021, and has been identified in various European countries, as well as Canada, the USA and Australia. It has been linked to numerous cases of drug overdose, and is a Schedule I drug in the USA.^[1]^[2]^[3]^[4]^[5]

References

^ Schumann JL, Syrjanen R, Alford K, Mashetty S, Castle JW, Rotella J, et al. (August 2022). "Intoxications in an Australian Emergency Department Involving 'Nitazene' Benzylbenzimidazole Synthetic Opioids (Etodesnitazene, Butonitazene and Protonitazene)". Journal of Analytical Toxicology. 47 (1): e6–e9. doi:10.1093/jat/bkac062. PMID 35983900.
^ Kanamori T, Okada Y, Segawa H, Yamamuro T, Kuwayama K, Tsujikawa K, Iwata YT (November 2022). "Analysis of highly potent synthetic opioid nitazene analogs and their positional isomers". Drug Testing and Analysis. 15 (4): 449–457. doi:10.1002/dta.3415. PMID 36437623. S2CID 254042990.
^ Papsun DM, Krotulski AJ, Logan BK (December 2022). "Proliferation of Novel Synthetic Opioids in Postmortem Investigations After Core-Structure Scheduling for Fentanyl-Related Substances". The American Journal of Forensic Medicine and Pathology. 43 (4): 315–327. doi:10.1097/PAF.0000000000000787. PMID 36103391. S2CID 252220135.
^ Walton SE, Krotulski AJ, Logan BK (March 2022). "A Forward-Thinking Approach to Addressing the New Synthetic Opioid 2-Benzylbenzimidazole Nitazene Analogs by Liquid Chromatography-Tandem Quadrupole Mass Spectrometry (LC-QQQ-MS)". Journal of Analytical Toxicology. 46 (3): 221–231. doi:10.1093/jat/bkab117. PMC 8935987. PMID 34792157.
^ "21 CFR Part 1308. [Docket No. DEA–900] Schedules of Controlled Substances: Temporary Placement of Butonitazene, Etodesnitazene, Flunitazene, Metodesnitazene, Metonitazene, N-Pyrrolidino etonitazene, and Protonitazene in Schedule I." (PDF). Federal Register. 87 (70). Drug Enforcement Administration: 21556. 12 April 2022.

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[1] Schumann JL, Syrjanen R, Alford K, Mashetty S, Castle JW, Rotella J, et al. (August 2022). "Intoxications in an Australian Emergency Department Involving 'Nitazene' Benzylbenzimidazole Synthetic Opioids (Etodesnitazene, Butonitazene and Protonitazene)". Journal of Analytical Toxicology. 47 (1): e6–e9. doi:10.1093/jat/bkac062. PMID 35983900.

[2] Kanamori T, Okada Y, Segawa H, Yamamuro T, Kuwayama K, Tsujikawa K, Iwata YT (November 2022). "Analysis of highly potent synthetic opioid nitazene analogs and their positional isomers". Drug Testing and Analysis. 15 (4): 449–457. doi:10.1002/dta.3415. PMID 36437623. S2CID 254042990.

[3] Papsun DM, Krotulski AJ, Logan BK (December 2022). "Proliferation of Novel Synthetic Opioids in Postmortem Investigations After Core-Structure Scheduling for Fentanyl-Related Substances". The American Journal of Forensic Medicine and Pathology. 43 (4): 315–327. doi:10.1097/PAF.0000000000000787. PMID 36103391. S2CID 252220135.

[4] Walton SE, Krotulski AJ, Logan BK (March 2022). "A Forward-Thinking Approach to Addressing the New Synthetic Opioid 2-Benzylbenzimidazole Nitazene Analogs by Liquid Chromatography-Tandem Quadrupole Mass Spectrometry (LC-QQQ-MS)". Journal of Analytical Toxicology. 46 (3): 221–231. doi:10.1093/jat/bkab117. PMC 8935987. PMID 34792157.

[5] "21 CFR Part 1308. [Docket No. DEA–900] Schedules of Controlled Substances: Temporary Placement of Butonitazene, Etodesnitazene, Flunitazene, Metodesnitazene, Metonitazene, N-Pyrrolidino etonitazene, and Protonitazene in Schedule I." (PDF). Federal Register. 87 (70). Drug Enforcement Administration: 21556. 12 April 2022.

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@@ Line 5: / Line 5: @@
 | legal_UK = PSA
 | legal_US = Schedule I
-| legal_DE = NpSG
+| legal_DE = Anlage II
 | C = 23 | H = 30 | N = 4 | O = 3
 | IUPAC_name = N,N-diethyl-2-[5-nitro-2-[(4-propoxyphenyl)methyl]benzimidazol-1-yl]ethanamine

Revision as of 01:47, 12 June 2023

See also

References