Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H27ClN4O3.2ClH |
| Molecular Weight | 503.85 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.Cl.CN(C(=O)CNC(=O)[C@@H](N)CCCCN)C1=CC=C(Cl)C=C1C(=O)C2=CC=CC=C2
InChI
InChIKey=OVKGTIITDUZFJC-NTEVMMBTSA-N
InChI=1S/C22H27ClN4O3.2ClH/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);2*1H/t18-;;/m0../s1
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| 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
| Title | Date | PubMed |
|---|---|---|
| Pharmacokinetic profile and quantitation of protection against soman poisoning by the antinicotinic compound MB327 in the guinea-pig. | 2016-02-26 |
|
| Human plasma-derived BuChE as a stoichiometric bioscavenger for treatment of nerve agent poisoning. | 2013-03-25 |
|
| Pharmacokinetic analysis of pralidoxime after its intramuscular injection alone or in combination with atropine-avizafone in healthy volunteers. | 2010-12 |
|
| Prediction of soman-induced cerebral damage by distortion product otoacoustic emissions. | 2010-11-09 |
|
| Bioavailability of diazepam after intramuscular injection of its water-soluble prodrug alone or with atropine-pralidoxime in healthy volunteers. | 2009-08 |
|
| 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. | 2008-10-15 |
|
| Pyridinium oximes: rationale for their selection as causal antidotes against organophosphate poisonings and current solutions for auto-injectors. | 2006-12 |
|
| Protection against soman-induced neuropathology and respiratory failure: a comparison of the efficacy of diazepam and avizafone in guinea pig. | 2006-08-01 |
|
| LC-UV and LC-MS evaluation of stress degradation behaviour of avizafone. | 2006-06-16 |
|
| Efficacy of immediate and subsequent therapies against soman-induced seizures and lethality in rats. | 2006-02 |
|
| Comparative efficacy of diazepam and avizafone against sarin-induced neuropathology and respiratory failure in guinea pigs: influence of atropine dose. | 2003-06-30 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 21:25:16 GMT 2025
by
admin
on
Wed Apr 02 21:25:16 GMT 2025
|
| Record UNII |
2L9ET3PXH9
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Code | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
2L9ET3PXH9
Created by
admin on Wed Apr 02 21:25:16 GMT 2025 , Edited by admin on Wed Apr 02 21:25:16 GMT 2025
|
PRIMARY | |||
|
70560365
Created by
admin on Wed Apr 02 21:25:16 GMT 2025 , Edited by admin on Wed Apr 02 21:25:16 GMT 2025
|
PRIMARY | |||
|
60067-16-5
Created by
admin on Wed Apr 02 21:25:16 GMT 2025 , Edited by admin on Wed Apr 02 21:25:16 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
PARENT -> SALT/SOLVATE |
|
