Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2005-05-19
2008-08-19
Davis, Zinna N (Department: 1625)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C546S329000
Reexamination Certificate
active
07414135
ABSTRACT:
A halide salt of a 1-(hydroxyiminomethyl-1-pyridino)-3-(halomethyl)-2-oxapropane is prepared by adding a pyridinealdoxime to a bis-halomethylether in such a manner that the bis-halomethylether is maintained in excess throughout the addition. This procedure produces the halide salt of a 1-(hydroxyiminomethyl-1-pyridino)-3-(halomethyl) -2-oxapropanein high yield and purity, which facilitates its use as an intermediate in the manufacture of an asymmetrically substituted 1,3-di (1-pyridino)-2-oxapropane, a class of compounds that are generally useful antidotes to various toxic agents. A prominent member of the class is the dimethylsulfonate salt of 1-(2-hydroxyiminomethyl-1-pyridino)-3 -(4-carbamoyl-1-pyridino)-2-oxapropane. The use of mercaptoalkyl-functionalized polymers is disclosed as a preferred metal ion scavenger for a final purification step in the manufacture of these compounds.
REFERENCES:
patent: 3137702 (1964-06-01), Luttringhaus et al.
patent: 3773775 (1973-11-01), Hagedorn
patent: 3852294 (1974-12-01), Hagedorn
patent: 4128651 (1978-12-01), Hagedorn
patent: 4677204 (1987-06-01), Sommer et al.
patent: 5130438 (1992-07-01), Hsiao et al.
patent: 2006/0183777 (2006-08-01), Huang et al.
Yang, Garp Yeol et al.; “Synthesis of Bis-pyridinium Oxime Antidotes Using Bis(methylsulfonoxymethyl) Ether for Organophosphate Nerve Agents”; 2003,Bull. Korean Chem. Soc., vol. 24, No. 9, pp. 1368-1370.
Dirks, E. et al.; “Beziehung zwischen chemischer Struktur und Cholinesterase-reaktivierender Wirkung bei einer Reihe neuer unsymmetrischer Pyridinumsalze”; 1970,Arneim Forsch, vol. 20, no. 1, pp. 55-62.
Eyer, P. et al.; “HLo7 dimethanesulfonate, a potent bispyridinium-dioxime against anticholinesterases”; 1992,Arch Toxicol, vol. 66, No. 9, pp. 603-621.
Hagedorn, Von I. et al.; “Reaktivierung phosphorylierter Acetylcholin-Esterase”; 1978,Arzneim-Forsch., vol. 28, No. 11, pp. 2055-2057.
Dapremont Olivier
Gettys George R.
Huang Der-Shing
Malik Aslam A.
Aerojet Fine Chemicals LLC
Davis Zinna N
Townsend and Townsend / and Crew LLP
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