Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2008-01-29
2008-01-29
Aulakh, Charanjit S. (Department: 1625)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C546S044000, C546S046000
Reexamination Certificate
active
10495503
ABSTRACT:
A method for the catalytic conversion of codeine, morphine or analogs thereof into hydrocodone, hydromorphone or analogs thereof utilizing a transition metal complex of a tertiary phosphine halide as catalyst.
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Bernard Demerseman, Ronan Le Lagadec, Benedicte Guilbert, Corinne Renouard, Pascale Crochet, and Pierre H. Dixneuf; Chelating and Hemilabile Properties of β- and γ- Keto Phosphines: (η6- Arene) ruthenium (II) Derivatives from γ- Keto Phosphines and synthesis and Reactivity of Bis (η2-keto phosphine-P,O) ruthenium (II) Complexes;Advance ACS Abstracts, Organometallics Vo. 13, No. 6, May 1, 1994.
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Annika Rimland, Goran Bergson, Ulf Obenius, Stefan Sjoberg, and Bengt Langstrom;Synthesis of N-[Methyl-11C] Hydromorphone by Using Multivariate Strategies for Optimization of Radiochemical Yields; Appl. Radiat. Isol., vol. 38, No. 8, p. 651-654; 1987.
Katada, Masa; Yakugaku Zasshi, Morphine bases. III. Conversion of Phenylpseudocodeine,Journal of the Pharmaceutical Society of Japan; vol. 62, p. 347-355; Nippon Yakugakkai, Japan, 1942. This Article is relevant since it discloses that codeine was arranged to dihydrocodeinone in 50-79% yields using 10% Palladium black as catalyst, 6% Hydrochloric acid as medium, a temperature of 50-80oC and a current of hydrogen. But the reference is not involved in our claims on isomerization of codeine and morphine by a transition metal complex of a tertiary phosphine halid, [M(PR3)nXm]p. (Abstract is provided in English).
Nippon Yakugakkai; Electrolytic Reduction of Morphine and Codine;Journal of the Pharmaceutical Society of Japan; vol. 56, p. 44-52; Nippon Yakugakkai, Japan, 1936.This Article is relevant since it discloses electronic reduction of codeine and morphine to dihydrocodeine and dihydromorphine, respectively. But the reference is not involved in our claims on isomerization of codeine and morphine by a transition metal complex of a tertiary phosphine halid, [M(PR3)nXm]p. (Abstract is provided in English).
C. Mannich and H. Lowenheim; Archiv der Pharmazie;Arch. Pharm.; vol. 258, p. 295-316; 1920. This Article is relevant since it discloses reduction of codeinnone to dihydrocodeinone in the presence of Pd and hydrogen. But the reference is not involved in our claims on isomerization of codeine and morphine by a transition metal complex of a tertiary phosphine halid, [M(PR3)nXm]p. (Abstract is provided in English).
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Wang Peter Xianqi
White Carl Ray
Aulakh Charanjit S.
Blackwell Sanders LLP
Mallinckrodt Inc.
Pfeifer Vaz Sarah
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