C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
167/227, 260/237
C07D 489/02 (2006.01) A61K 31/485 (2006.01)
Patent
CA 1313868
Abstract Stereoisomerically pure forms of normorphine analogs which have superior or analgesic and nonaddicting qualities are described. In addition, a method of separating diastereomeric forms of N-sec-alkyl- substituted analogs utilizes the hydrocarbyl(1-8C) diesters of the normorphine derivatives. A new method for preparing the N-methylalkylmethyl derivatives of normorphine and norcodeine and their conventional analogs is also disclosed. This method employs the corresponding methyl alkyl ketones and a reducing agent. The invention relates to compounds of the formula: Image (1) and the pharmaceutically acceptable acid addition salts thereof. wherein Y is OH or OMe; the dotted line indicates the presence or absence of a .pi. bond; X is -OH or =0; with the proviso that the dotted line indicates a .pi. bond, X must be OH; and wherein the compound of Formula 1 is in a stereoisomerically pure form which corresponds to that of N-.alpha.-methylcyclopropylmethyl normorphine which melts at 188-189°C.
532714
Degraw Joseph Irving
Lawson John Arthur
Loew Gilda Harris
Commtech International
Kirby Eades Gale Baker
LandOfFree
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