AVIZAFONE

Possibly Marketed Outside US

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20804498 | https://www.ncbi.nlm.nih.gov/pubmed/30837282 | https://www.ncbi.nlm.nih.gov/pubmed/19681868 | https://www.ncbi.nlm.nih.gov/pubmed/8164892 |

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

Title	Date	PubMed
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	18805073
Pharmacokinetic analysis of pralidoxime after its intramuscular injection alone or in combination with atropine-avizafone in healthy volunteers.	2010 Dec	20804498
Human plasma-derived BuChE as a stoichiometric bioscavenger for treatment of nerve agent poisoning.	2013 Mar 25	22981459
Pharmacokinetic profile and quantitation of protection against soman poisoning by the antinicotinic compound MB327 in the guinea-pig.	2016 Feb 26	26325216

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

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