Avizafone

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Avizafone
Avizafone.svg
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 YesY
ATC code none
PubChem CID: 71968
ChemSpider 64974 YesY
UNII 65NK71K78P YesY
ChEMBL CHEMBL2103985 N
Chemical data
Formula C22H27ClN4O3
Molecular mass 430.928 g/mol
  • Clc1cc(c(N(C(=O)CNC(=O)[C@@H](N)CCCCN)C)cc1)C(=O)c2ccccc2
  • 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 YesY
  • Key:LTKOVYBBGBGKTA-SFHVURJKSA-N YesY
 NYesY (what is this?)  (verify)

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

References

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  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.
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