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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

Molecular Formula C22H27ClN4O3
Molecular Weight 430.928
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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
High-performance liquid chromatography coupled with electrospray tandem mass spectrometry (LC/MS/MS) method for the simultaneous determination of diazepam, atropine and pralidoxime in human plasma.
2008 Oct 15
Pharmacokinetic analysis of pralidoxime after its intramuscular injection alone or in combination with atropine-avizafone in healthy volunteers.
2010 Dec
Human plasma-derived BuChE as a stoichiometric bioscavenger for treatment of nerve agent poisoning.
2013 Mar 25
Pharmacokinetic profile and quantitation of protection against soman poisoning by the antinicotinic compound MB327 in the guinea-pig.
2016 Feb 26
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 16 17:48:00 UTC 2022
Edited
by admin
on Fri Dec 16 17:48:00 UTC 2022
Record UNII
65NK71K78P
Record Status Validated (UNII)
Record Version
  • Download
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 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
NCI_THESAURUS C29756
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
Code System Code Type Description
FDA UNII
65NK71K78P
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
EVMPD
SUB05616MIG
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
ChEMBL
CHEMBL2103985
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
MESH
C065249
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
PUBCHEM
71968
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
EPA CompTox
DTXSID90215868
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
WIKIPEDIA
AVIZAFONE
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
CAS
65617-86-9
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
INN
6723
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
NCI_THESAURUS
C72708
Created by admin on Fri Dec 16 17:48:02 UTC 2022 , Edited by admin on Fri Dec 16 17:48:02 UTC 2022
PRIMARY
Related Record Type Details
METABOLITE ACTIVE -> PRODRUG