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Details

Stereochemistry ACHIRAL
Molecular Formula C22H28N4O3
Molecular Weight 396.4827
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETONITAZENE

SMILES

CCOC1=CC=C(CC2=NC3=C(C=CC(=C3)[N+]([O-])=O)N2CCN(CC)CC)C=C1

InChI

InChIKey=PXDBZSCGSQSKST-UHFFFAOYSA-N
InChI=1S/C22H28N4O3/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

HIDE SMILES / InChI
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.5 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.
1998 Mar
Intravenous self-administration of etonitazene alone and combined with cocaine in rhesus monkeys: comparison with heroin and antagonism by naltrexone and naloxonazine.
2009 Jun
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
Patents

Sample Use Guides

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
INN   MI   WHO-DD  
INN  
Official Name English
1-(2-DIETHYLAMINOETHYL)-2-(P-ETHOXYBENZYL)-5-NITROBENZIMIDAZOLE
Common Name English
ETONITAZENE [MI]
Common Name English
etonitazene [INN]
Common Name English
1H-BENZIMIDAZOLE-1-ETHANAMINE, 2-((4-ETHOXYPHENYL)METHYL)-N,N-DIETHYL-5-NITRO-
Systematic Name English
CIBA 20-684BA
Common Name English
ARC 1G2
Common Name English
BA-20684
Code English
NIH 7607
Code English
NIH-7607
Code English
IDS-NE-006
Code English
ETOBEDOLUM
Common Name English
ACSCN-9624
Common Name English
Etonitazene [WHO-DD]
Common Name English
ETONITAZINE
Common Name English
Classification Tree Code System Code
DEA NO. 9624
Created by admin on Fri Dec 15 16:10:58 GMT 2023 , Edited by admin on Fri Dec 15 16:10:58 GMT 2023
NCI_THESAURUS C241
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WIKIPEDIA Designer-drugs-Etonitazene
Created by admin on Fri Dec 15 16:10:58 GMT 2023 , Edited by admin on Fri Dec 15 16:10:58 GMT 2023
Code System Code Type Description
WIKIPEDIA
ETONITAZENE
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DRUG BANK
DB01462
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MERCK INDEX
m5197
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PRIMARY Merck Index
PUBCHEM
13493
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SMS_ID
100000082109
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MESH
C084835
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FDA UNII
9U3GT3353T
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INN
1073
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ChEMBL
CHEMBL312040
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EVMPD
SUB07334MIG
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CAS
911-65-9
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NCI_THESAURUS
C65596
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EPA CompTox
DTXSID6048919
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ECHA (EC/EINECS)
213-009-1
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