U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H27ClN4O3
Molecular Weight 430.928
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AVIZAFONE

SMILES

CN(C(=O)CNC(=O)[C@@H](N)CCCCN)C1=CC=C(Cl)C=C1C(=O)C2=CC=CC=C2

InChI

InChIKey=LTKOVYBBGBGKTA-SFHVURJKSA-N
InChI=1S/C22H27ClN4O3/c1-27(20(28)14-26-22(30)18(25)9-5-6-12-24)19-11-10-16(23)13-17(19)21(29)15-7-3-2-4-8-15/h2-4,7-8,10-11,13,18H,5-6,9,12,14,24-25H2,1H3,(H,26,30)/t18-/m0/s1

HIDE SMILES / InChI
Avizafone is a water-soluble peptide prodrug of diazepam that is hydrolyzed by an aminopeptidase to liberate lysine and diazepam Avizafone was developed by the French military to terminate seizures caused by battlefield nerve agents. Diazepam has a faster entry to the general circulation and achieved higher maximum concentration after injection of prodrug than after the parent drug and this is extremely valuable in nerve agents poisoning conditions.

Approval Year

PubMed

PubMed

TitleDatePubMed
Protection against soman-induced neuropathology and respiratory failure: a comparison of the efficacy of diazepam and avizafone in guinea pig.
2006 Aug 1
Pyridinium oximes: rationale for their selection as causal antidotes against organophosphate poisonings and current solutions for auto-injectors.
2006 Dec
Efficacy of immediate and subsequent therapies against soman-induced seizures and lethality in rats.
2006 Feb
LC-UV and LC-MS evaluation of stress degradation behaviour of avizafone.
2006 Jun 16
Pharmacokinetic profile and quantitation of protection against soman poisoning by the antinicotinic compound MB327 in the guinea-pig.
2016 Feb 26
Patents
Name Type Language
AVIZAFONE
INN   MART.  
INN  
Official Name English
Avizafone [WHO-DD]
Common Name English
2'-BENZOYL-4'-CHLORO-2-((S)-2,6-DIAMINOHEXANAMIDO)-N-METHYLACETANILIDE
Systematic Name English
RO-037355000
Code English
RO-03-7355/000
Code English
avizafone [INN]
Common Name English
AVIZAFONE [MART.]
Common Name English
RO 03-7355/000
Code English
Classification Tree Code System Code
NCI_THESAURUS C28197
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
NCI_THESAURUS C29756
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
Code System Code Type Description
FDA UNII
65NK71K78P
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
EVMPD
SUB05616MIG
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
ChEMBL
CHEMBL2103985
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
MESH
C065249
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
PUBCHEM
71968
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID90215868
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
SMS_ID
100000086642
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
WIKIPEDIA
AVIZAFONE
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
CAS
65617-86-9
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
INN
6723
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY
NCI_THESAURUS
C72708
Created by admin on Fri Dec 15 15:40:15 GMT 2023 , Edited by admin on Fri Dec 15 15:40:15 GMT 2023
PRIMARY