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Details

Stereochemistry ACHIRAL
Molecular Formula C22H28N4O3
Molecular Weight 396.4836
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETONITAZENE

SMILES

CCN(CC)CCn1c2ccc(cc2nc1Cc3ccc(cc3)OCC)N(=O)=O

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

Molecular Formula C22H28N4O3
Molecular Weight 396.4836
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Effects of etonitazene upon respiratory neurons.
1967 Jan 15
Photoactivatable opiate derivatives as irreversible probes of the mu-opioid receptor.
1990 Sep
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.
Substance Class Chemical
Created
by admin
on Sat Jun 26 05:22:24 UTC 2021
Edited
by admin
on Sat Jun 26 05:22:24 UTC 2021
Record UNII
9U3GT3353T
Record Status Validated (UNII)
Record Version
  • Download
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
ETONITAZENE [WHO-DD]
Common Name English
NIH 7607
Code English
NIH-7607
Code English
IDS-NE-006
Code English
ETOBEDOLUM
Common Name English
ACSCN-9624
Common Name English
ETONITAZINE
Common Name English
Classification Tree Code System Code
DEA NO. 9624
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
NCI_THESAURUS C241
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
Code System Code Type Description
WIKIPEDIA
ETONITAZENE
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
DRUG BANK
DB01462
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
MERCK INDEX
M5197
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY Merck Index
PUBCHEM
13493
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
MESH
C084835
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
FDA UNII
9U3GT3353T
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
INN
1073
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
ChEMBL
CHEMBL312040
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
EVMPD
SUB07334MIG
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
CAS
911-65-9
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
NCI_THESAURUS
C65596
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
EPA CompTox
911-65-9
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
ECHA (EC/EINECS)
213-009-1
Created by admin on Sat Jun 26 05:22:24 UTC 2021 , Edited by admin on Sat Jun 26 05:22:24 UTC 2021
PRIMARY
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