Avizafone

Avizafone

Systematic (IUPAC) name
(2S)-2,6-diamino-N-{[(2-benzoyl-4-chlorophenyl)methylcarbamoyl]methyl}hexanamide
Clinical data
Routes of administration	Intramuscular injection
Identifiers
CAS Number	65617-86-9
ATC code	none
PubChem	CID 71968
ChemSpider	64974
UNII	65NK71K78P
ChEMBL	CHEMBL2103985
Chemical data
Formula	C22H27ClN4O3
Molar mass	430.928 g/mol
SMILES Clc1cc(c(N(C(=O)CNC(=O)[C@@H](N)CCCCN)C)cc1)C(=O)c2ccccc2
InChI 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 Key:LTKOVYBBGBGKTA-SFHVURJKSA-N
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Avizafone^[1] (Pro-Diazepam) is a water-soluble prodrug of diazepam. It can be administered intramuscularly.

Avizafone is metabolised by enzymes in the blood to form the active drug diazepam. It is used mainly as an antidote to poisoning with organophosphate nerve agents.^[2][3][4]

See also

• Benzodiazepine
• Rilmazafone

References

1. GB Patent 1517164
2. Karlsson B, Lindgren B, Millquist E, Sandberg M, Sellstrom A. On the use of diazepam and pro-diazepam (2-benzoyl-4-chloro-N-methyl-N-lysylglycin anilide), as adjunct antidotes in the treatment of organophosphorus intoxication in the guinea-pig. Journal of Pharmacy and Pharmacology. 1990 Apr;42(4):247-51.
3. Lallement G, Renault F, Baubichon D, Peoc'h M, Burckhart MF, Galonnier M, Clarencon D, Jourdil N. Compared efficacy of diazepam or avizafone to prevent soman-induced electroencephalographic disturbances and neuropathology in primates: relationship to plasmatic benzodiazepine pharmacokinetics. Archives of Toxicology. 2000 Oct;74(8):480-6.
4. Taysse L, Calvet JH, Buee J, Christin D, Delamanche S, Breton P. Comparative efficacy of diazepam and avizafone against sarin-induced neuropathology and respiratory failure in guinea pigs: influence of atropine dose. Toxicology. 2003 Jun 30;188(2-3):197-209.