Avizafone

Avizafone

Systematic (IUPAC) name
(2S)-2,6-diamino-N-{[(2-benzoyl-4-chlorophenyl)methylcarbamoyl]methyl}hexanamide
Clinical data
Pregnancy cat.	?
Legal status	?
Routes	Intramuscular injection
Identifiers
CAS number	65617-86-9^Y
ATC code	None
PubChem	CID 71968
ChemSpider	64974^Y
UNII	65NK71K78P^Y
Chemical data
Formula	C₂₂H₂₇Cl N₄O₃
Mol. mass	430.928 g/mol
SMILES	eMolecules & PubChem
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^Y Key:LTKOVYBBGBGKTA-SFHVURJKSA-N^Y
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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]

References

^ DE Patent 2537069
^ 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.
^ 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.
^ 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.

Benzodiazepine derivatives

1,4-Benzodiazepines	Bromazepam Camazepam Carburazepam Chlordiazepoxide Cinolazepam Clonazepam Clorazepate Cyprazepam Delorazepam Demoxepam Devazepide * Diazepam Doxefazepam Elfazepam Ethyl carfluzepate Ethyl dirazepate Ethyl loflazepate Fletazepam Fludiazepam Flunitrazepam Flurazepam Flutemazepam Flutoprazepam Fosazepam Gidazepam Halazepam Iclazepam Ketazolam Lorazepam Lormetazepam Meclonazepam Medazepam Menitrazepam Metaclazepam Motrazepam Nimetazepam Nitrazepam Nitrazepate Nordazepam Nortetrazepam Oxazepam Phenazepam Pinazepam Pivoxazepam Prazepam Proflazepam Quazepam QH-II-66 Reclazepam Ro5-2904 Ro5-4864 * Sulazepam Temazepam Tetrazepam Tifluadom * Tolufazepam Tuclazepam Uldazepam

1,5-Benzodiazepines	Arfendazam Clobazam CP-1414S Lofendazam Triflubazam

2,3-Benzodiazepines *	Girisopam GYKI-52466 GYKI-52895 Nerisopam Talampanel Tofisopam

Triazolobenzodiazepines	Adinazolam Alprazolam Estazolam Flubromazolam Triazolam

Imidazobenzodiazepines	Bretazenil Climazolam FG-8205 Flumazenil Imidazenil L-655,708 Loprazolam Midazolam PWZ-029 Remimazolam Ro15-4513 Ro48-6791 Ro48-8684 Sarmazenil SH-053-R-CH3-2′F

Oxazolobenzodiazepines	Cloxazolam Flutazolam Haloxazolam Mexazolam Oxazolam

Thienodiazepines	Bentazepam Brotizolam Ciclotizolam Clotiazepam Etizolam Olanzapine *

Pyridodiazepines	Lopirazepam Zapizolam

Pyrazolodiazepines	Razobazam * Ripazepam Zolazepam Zomebazam

Pyrrolodiazepines	Premazepam

Tetrahydroisoquinobenzodiazepines	Clazolam

Benzodiazepine prodrugs	Avizafone Rilmazafone

* atypical activity profile (not GABA_A receptor ligands)

Avizafone

See also

References