FRDD

Forensically-Relevant Drug Database

NPS Discovery

N-Pyrrolidino Protonitazene

Description

Preferred Drug Name

N-Pyrrolidino Protonitazene

Brief Description

N-Pyrrolidino protonitazene is a novel synthetic opioid bearing structural resemblance to protonitazene, N-pyrrolidino etonitazene, and other nitazene (2-benzylbenzimidazole) analogues and is an isomer of N-pyrrolidino isotonitazene. In January 2023, N-pyrrolidino protonitazene was detected for the first time in the United States. Limited information regarding the pharmacology of N-pyrrolidino protonitazene is currently known. Based on structural similarity, N-pyrrolidino protonitazene is expected to exhibit similar adverse effects to other nitazene analogues and is not explicitly scheduled in the United States.

 

Structure


Nomenclature

Formal Name (IUPAC)

5-nitro-2-[(4-propoxyphenyl)methyl]-1-(2-pyrrolidin-1-ylethyl)benzimidazole

Synonyms

Protonitazepyne

Identifiers

CAS Numbers

3038401-95-2

Chemistry

Chemical Formula

C23H28N4O3

Molecular Mass

408.49

Molecular Ion

408

Exact Mass

409.2234

SMILES

CCCOC(C=C1)=CC=C1CC2=NC3=CC([N+]([O-])=O)=CC=C3N2CCN4CCCC4

InChI String

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

InChI Key

KCRWXNIIXGBPID-UHFFFAOYSA-N

Classifications

Drug Class

Opioid

Structural Classes

Nitazene Analogue

Drug Types

Parent Drug

GCMS Analytics

Lab

CFSRE (Willow Grove, PA)

Comments

Sample Preparation: 

Sample: Acid / base extraction

Standard (above): Diluted in methanol

Instrument:Agilent 5975 Series GC/MSD
Methods:http://www.cfsre.org/nps-discovery/monographs

 

Images

Fragments

84
107
42

HRMS Analytics

Lab

CFSRE (Willow Grove, PA)

Comments

Sample Preparation:Acid / base extraction
Instrument: Sciex TripleTOF® 5600+ LC-QTOF-MS
Methods:https://www.cfsre.org/nps-discovery/monographs

 

Images

Fragments

98.0956
409.223

Drug Origins and Uses

Drug Origins and Uses

Illicit, Synthetic

Biological Effects

Biological Effects

Analgesic, Depressant

Target Receptor or Neurotransmitter

Target Receptor or Neurotransmitter

MOR

Pharmacodynamics

Pharmacodynamics

Agonist

Toxicology Postmortem Fatal

Source

The American Journal of Forensic Medicine and Pathology

Title

New and Emerging “Nitazene” Analogues Appearing in Medicolegal Death Investigations N-Pyrrolidino Protonitazene and N-Desethyl Isotonitazene

Reference Link


Toxicology Data Clinical Nonfatal

Source

Drug Testing and Analysis

Title

Identification of N-pyrrolidino protonitazene in powders sold as heroin and associated with overdose clusters in Dublin and Cork, Ireland

Reference Link


Drug Control

US Controlled Substance Schedule

Schedule I


Analytical Literature

Source

National Forensic Laboratory

Title

N-Pyrrolidino Protonitazene (C23H28N4O3)

Reference Link


Published October 05, 2026