HLo-7
Structural Formula Vector Image
Title: HLö-7
CAS Registry Number: 120103-35-7
CAS Name: 1-[[[4-(Aminocarbonyl)pyridinio]methoxy]methyl]-2,4-bis[(hydroxyimino)methyl]pyridinium diiodide
Additional Names: HLoe-7
Molecular Formula: C15H17I2N5O4
Molecular Weight: 585.14
Percent Composition: C 30.79%, H 2.93%, I 43.38%, N 11.97%, O 10.94%
Literature References: Bisquaternary Hagedorn oxime; acetylcholinesterase reactivator. In vitro reactivation of tabun and soman acetylcholinesterase inhibition: L. P. A. de Jong et al., Biochem. Pharmacol. 38, 633 (1989). Stability and decomposition: P. Eyer et al., Arch. Toxicol. 63, 59 (1989). Synthesis, pharmacology and toxicity: eidem, ibid. 66, 603 (1992). Pharmacokinetics: U. Spöhrer et al., ibid. 68, 480 (1994). Efficacy in nerve agent poisoning: B. P. C. Melchers et al., Pharmacol. Biochem. Behav. 49, 781 (1994). MS determn: P. A. D'Agostino et al., Rapid Commun. Mass Spectrom. 10, 805 (1996). Comparative reactivation studies in human acetylcholinesterase inhibition: F. Worek et al., Biochem. Pharmacol. 68, 2237 (2004).
Properties: Crystals from hot water, mp 160° (dec). Soly in water: 20 mg/ml. Aq solns are unstable and liberate iodine even when protected from light. uv max (pH 2): 298, 252, 224 nm ( log e 4.20, 4.20, 4.15); (pH 11) 368 nm (log e 4.35). pKa1 7.04, pKa2 8.52. LD50 i.m. in female mice: 744 mmol/kg (Eyer, 1992).
Melting point: mp 160° (dec)
pKa: pKa1 7.04, pKa2 8.52
Absorption maximum: uv max (pH 2): 298, 252, 224 nm ( log e 4.20, 4.20, 4.15); (pH 11) 368 nm (log e 4.35)
Toxicity data: LD50 i.m. in female mice: 744 mmol/kg (Eyer, 1992)
 
Derivative Type: Dimethanesulfonate
CAS Registry Number: 145613-73-6
Molecular Formula: C15H17N5O4.2CH3O3S
Molecular Weight: 521.52
Percent Composition: C 39.15%, H 4.45%, N 13.43%, O 30.68%, S 12.30%
Properties: Crystals from warm methanol, 173-174 (dec). pH (1% aq soln) ~4. Soly in water: 0.68 g/ml. LD50 i.m. in female mice: 799 mmol/kg (Eyer, 1992).
Toxicity data: LD50 i.m. in female mice: 799 mmol/kg (Eyer, 1992)
 
Therap-Cat: Antidote (organophosphate poisoning).
Keywords: Antidote (Organophosphate Poisoning); Cholinesterase Reactivator.

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