Document Type and Number:
Japanese Patent JPS4948310
Kind Code:
B1
Abstract:
1325056 Phenylcyclohexane carboxylic acid derivatives BRISTOL-MYERS CO 24 Aug 1970 [22 Aug 1969 4 May 1970] 40679/70 Heading C2C Novel compounds XIV and XV wherein R is OH, 1-12C alkyl, trihalomethyl, 3-10C cycloalkyl, or OR3 ; R3 is 1-12C alkyl, 1-12C aminoalkyl, 1-12C alkanoyl, or 3-10C cycloalkyl; R1 is 1-12C alkyl; Z is COOR2 or R4 ; R2 is H, 1-12C alkyl, or 1-12C aminoalkyl; R4 is -CHO, tetrazolyl, or CH 2 OR5 ; R5 is H or -COR6 ; and R6 is 1-12C alkyl are prepared by reacting compounds I with compounds II in which Ar is R substituted phenyl and Hal is halo, or with compounds III to give compounds IV dehydrating compounds IV to give compounds V optionally hydrogenating compounds V to give compounds VI and epimerizing the so-produced 1, 2-cis isomers to the 1,2-trans isomers by esterification, refluxing the esters with anhydrous base and hydrolysing the esters to give compounds VII. If desired the compounds so produced may be conventionally modified to give other products XIV and XV. cis - Ethyl - 2 - methyl - 4 - oxo - cyclohexanecarboxylate is prepared by hydrogenation of 4- carbethoxy - 3 - methyl - 2 - oyclohexen - 1- one. cis - 2 - Methyl - 4 - oxo - cyclohexanecarboxylic acid is prepared by hydrolysis of the former intermediate. Pharmaceutical compositions comprise one of the novel compounds XIV or XIV together with a suitable excipient and are used in treatment of prostate hypertrophy and hypercholesterolemia.
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Application Number:
JP7285870A
Publication Date:
December 20, 1974
Filing Date:
August 21, 1970
Export Citation:
International Classes:
C07C69/02; A61K31/19; A61K31/195; A61K31/215; A61K31/22; A61P3/06; A61P13/02; A61P15/00; C07C27/00; C07C29/147; C07C33/34; C07C33/50; C07C37/00; C07C37/055; C07C39/23; C07C39/42; C07C41/00; C07C43/253; C07C51/00; C07C61/39; C07C62/06; C07C62/12; C07C67/00; C07C213/00; C07C217/18; C07C231/00; C07C235/40; C07D257/04; (IPC1-7): C07C103/19