ETONITAZENE HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H28N4O3.ClH
Molecular Weight	432.944
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CCOC1=CC=C(CC2=NC3=CC(=CC=C3N2CCN(CC)CC)[N+]([O-])=O)C=C1

InChI

InChIKey=JTBRYBUIGVMMQL-UHFFFAOYSA-N

InChI=1S/C22H28N4O3.ClH/c1-4-24(5-2)13-14-25-21-12-9-18(26(27)28)16-20(21)23-22(25)15-17-7-10-19(11-8-17)29-6-3;/h7-12,16H,4-6,13-15H2,1-3H3;1H

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2167979 | https://www.ncbi.nlm.nih.gov/pubmed/4961975 | https://www.unodc.org/pdf/convention_1961_en.pdf

Etonitazene is a potent and selective mu-opioid agonist. It was developed in CIBA. Administration of etonitazene may induce respiratory depression, and therefor etonitazene is not used in humans. Etonitazene is explicitly listed as an illegal drug under UN convention and is illegal throughout the world.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Mu opioid receptor 221 Target ID: CHEMBL233 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2167979	Agonist 2678		0.5 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 614 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2167979	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Effects of etonitazene upon respiratory neurons.	1967 Jan 15	4961975
Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.	1998 Mar	9686407
Intravenous self-administration of etonitazene alone and combined with cocaine in rhesus monkeys: comparison with heroin and antagonism by naltrexone and naloxonazine.	2009 Jun	19225763
Analgesic tolerance to high-efficacy agonists but not to morphine is diminished in phosphorylation-deficient S375A μ-opioid receptor knock-in mice.	2011 Sep 28	21957251

Patents

Sample Use Guides

In Vivo Use Guide

In rat tail-withdrawal assay, etonitazene was administered subcutaneously. ED50 was 0.38 mg/kg.

Route of Administration: Other

In Vitro Use Guide

Binding of etonitazene to mu-opioid receptors from the membrane fraction of rat brains (minus cerebellum) was studied using [3H]DAMGO as a radioligand. Etonitazene binds to mu-opioid receptors with Ki of 0.5 nM.

Name

Type

Language

ETONITAZENE HYDROCHLORIDE

Common Name

English

1H-BENZIMIDAZOLE-1-ETHANAMINE, 2-((4-ETHOXYPHENYL)METHYL)-N,N-DIETHYL-5-NITRO-, MONOHYDROCHLORIDE

Common Name

English

ETONITAZENE HYDROCHLORIDE [MI]

Common Name

English

2-((4-ETHOXYPHENYL)METHYL)-N,N-DIETHYL-5-NITRO-1H-BENZIMIDAZOLE-1-ETHANAMINE HYDROCHLORIDE

Systematic Name

English

C-20684

Code

English

BENZIMIDAZOLE, 1-(2-(DIETHYLAMINO)ETHYL)-2-(P-ETHOXYBENZYL)-5-NITRO-, HYDROCHLORIDE

Common Name

English

Code System Code Type Description

CAS

2053-25-0