Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H27ClN4O3 |
Molecular Weight | 430.9286 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(c1ccc(cc1C(=O)c2ccccc2)Cl)C(=O)CN=C([C@]([H])(CCCCN)N)O
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
Molecular Formula | C22H27ClN4O3 |
Molecular Weight | 430.9286 |
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 |
---|---|---|
Comparative efficacy of diazepam and avizafone against sarin-induced neuropathology and respiratory failure in guinea pigs: influence of atropine dose. | 2003 Jun 30 |
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Protection against soman-induced neuropathology and respiratory failure: a comparison of the efficacy of diazepam and avizafone in guinea pig. | 2006 Aug 1 |
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Pyridinium oximes: rationale for their selection as causal antidotes against organophosphate poisonings and current solutions for auto-injectors. | 2006 Dec |
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Efficacy of immediate and subsequent therapies against soman-induced seizures and lethality in rats. | 2006 Feb |
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LC-UV and LC-MS evaluation of stress degradation behaviour of avizafone. | 2006 Jun 16 |
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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 |
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Bioavailability of diazepam after intramuscular injection of its water-soluble prodrug alone or with atropine-pralidoxime in healthy volunteers. | 2009 Aug |
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Pharmacokinetic analysis of pralidoxime after its intramuscular injection alone or in combination with atropine-avizafone in healthy volunteers. | 2010 Dec |
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Prediction of soman-induced cerebral damage by distortion product otoacoustic emissions. | 2010 Nov 9 |
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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
Edited
Sat Jun 26 08:38:47 UTC 2021
by
admin
on
Sat Jun 26 08:38:47 UTC 2021
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Record UNII |
65NK71K78P
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C28197
Created by
admin on Sat Jun 26 08:38:47 UTC 2021 , Edited by admin on Sat Jun 26 08:38:47 UTC 2021
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NCI_THESAURUS |
C29756
Created by
admin on Sat Jun 26 08:38:47 UTC 2021 , Edited by admin on Sat Jun 26 08:38:47 UTC 2021
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Code System | Code | Type | Description | ||
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65NK71K78P
Created by
admin on Sat Jun 26 08:38:47 UTC 2021 , Edited by admin on Sat Jun 26 08:38:47 UTC 2021
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SUB05616MIG
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CHEMBL2103985
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C065249
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71968
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65617-86-9
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admin on Sat Jun 26 08:38:47 UTC 2021 , Edited by admin on Sat Jun 26 08:38:47 UTC 2021
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AVIZAFONE
Created by
admin on Sat Jun 26 08:38:47 UTC 2021 , Edited by admin on Sat Jun 26 08:38:47 UTC 2021
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65617-86-9
Created by
admin on Sat Jun 26 08:38:47 UTC 2021 , Edited by admin on Sat Jun 26 08:38:47 UTC 2021
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6723
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C72708
Created by
admin on Sat Jun 26 08:38:47 UTC 2021 , Edited by admin on Sat Jun 26 08:38:47 UTC 2021
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PRIMARY |
Related Record | Type | Details | ||
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METABOLITE ACTIVE -> PRODRUG |