Asoxime Chloride

Title: Asoxime Chloride
CAS Registry Number: 34433-31-3; 124051-64-5 (free base)
CAS Name: 1-[[[4-(Aminocarbonyl)pyridinio]methoxy]methyl]-2-[(hydroxyimino)methyl]pyridinium dichloride
Additional Names: 4¢-carbamoyl-2-formyl-1,1¢-(oxydimethylene)dipyridinium chloride 2-oxime; 1-(2-hydroxyiminomethyl-1-pyridinio)-3-(4-carbamoyl-1-pyridinio)-2-oxapropane dichloride; HI-6
Molecular Formula: C14H16Cl2N4O3
Molecular Weight: 359.21
Percent Composition: C 46.81%, H 4.49%, Cl 19.74%, N 15.60%, O 13.36%
Literature References: Cholinesterase reactivator. Prepn: I. Hagedorn, US 3773775 (1973 to E. Merck); L. Y. Y. Hsiao, H. A. Musallam, US 5130438 (1992 to U.S.A. Secy. of Army). Chemical stability study: P. Eyer et al., Arch. Toxicol. 59, 266 (1986). Dissolution properties: H. Thiermann et al., Int. J. Pharm. 137, 167 (1996). HPLC determn in plasma: M. P. McCluskey et al., J. Anal. Toxicol. 14, 239 (1990). Metabolism study: D. J. Ecobichon et al., Can. J. Physiol. Pharmacol. 68, 614 (1990). Clinical pharmacokinetics and safety: J. G. Clement et al., Biopharm. Drug Dispos. 16, 415 (1995). Clinical evaluation in insecticide poisoning: R. Kusic et al., Hum. Exp. Toxicol. 10, 113 (1991). Review of pharmacology: C. G. Rousseaux, A. K. Dua, Can. J. Physiol. Pharmacol. 67, 1183-1189 (1989); of physical properties and acute toxicity: J. G. Clement et al., Arch. Toxicol. 62, 220-223 (1988).
Derivative Type: Monohydrate
CAS Registry Number: 82504-20-9
Properties: Crystals from water/ethanol (20:75), mp 145-147°. uv max (H2O): 350, 300, 270, 218 nm (log e 3.093, 4.018, 3.966, 4.181).
Melting point: mp 145-147°
Absorption maximum: uv max (H2O): 350, 300, 270, 218 nm (log e 3.093, 4.018, 3.966, 4.181)
Derivative Type: Dimethanesulfonate
CAS Registry Number: 144252-71-1
Molecular Formula: C14H16N4O3.2CH3O3S
Molecular Weight: 478.50
Percent Composition: C 40.16%, H 4.63%, N 11.71%, O 30.09%, S 13.40%
Literature References: Comparative studies of in vitro reactivation: S. Krummer et al., Arch. Toxicol. 76, 589 (2002); of in vivo pharmacokinetics and efficacy: P. M. Lundy et al., Toxicology 208, 399 (2005).
Therap-Cat: Antidote (organophosphate poisoning).
Keywords: Antidote (Organophosphate Poisoning); Cholinesterase Reactivator.
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