Obidoxime Chloride
Title: Obidoxime Chloride
CAS Registry Number: 114-90-9
CAS Name: 1,1¢-[Oxybis(methylene)]bis[4-(hydroxyimino)methyl]pyridinium dichloride
Additional Names: 1,1¢-(oxydimethylene)bis[4-formylpyridinium]dichloride dioxime; N,N-dimethyleneoxidebis(pyridinium-4-aldoxime) dichloride; bis(4-hydroxyiminomethylpyridinium-1-methyl) ether dichloride; bis(isonicotinaldoxime 1-methyl) ether dichloride
Manufacturers' Codes: BH-6; LüH6
Trademarks: Toksobidin (Polfa); Toxogonin (Merck KGaA)
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 from pyridine aldoxime and a,-dichlorodimethyl ether: GB 930040; Lüttringhaus et al., US 3137702 (1963, 1964 to E. Merck); Lüttringhaus, Hagedorn, Arzneim.-Forsch. 14, 1 (1964). Pharmacology and toxicology: W. D. Erdman, H. Engelhard, ibid. 5; Mayer, Michalek, Biochem. Pharmacol. 20, 3029 (1971); Bajgar et al., Eur. J. Pharmacol. 19, 199 (1972). Hydrolysis studies: Christenson, Acta Pharm. Suec. 9, 309 (1972).
Properties: Occurs in two interchangeable isomeric forms (syn and anti). Crystals from HCl contg 70% alcohol, dec 225°. Also reported as syn, mp 235-236°; anti, mp 218-220° [Leitis et al., C.A. 71, 81098d (1969)]. Freely sol in water, stable in 1-10% aq solns. LD50 in mice, rats (mg/kg): 70, 133 i.v.; 150, 225 i.p.; >2240, >4000 orally; in mice (mg/kg): 172 i.m. (Erdman, Engelhard).
Melting point: mp 235-236°; mp 218-220° [Leitis et al., C.A. 71, 81098d (1969)]
Toxicity data: LD50 in mice, rats (mg/kg): 70, 133 i.v.; 150, 225 i.p.; >2240, >4000 orally; in mice (mg/kg): 172 i.m. (Erdman, Engelhard)
 
Derivative Type: Dibromide
Molecular Formula: C14H16Br2N4O3
Molecular Weight: 448.11
Percent Composition: C 37.52%, H 3.60%, Br 35.66%, N 12.50%, O 10.71%
Properties: Dec 202-203°.
 
Therap-Cat: Antidote (organophosphate insecticide poisoning).
Keywords: Cholinesterase Reactivator; Antidote (Organophosphate Poisoning).

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