C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/272, 260/242
C07D 453/02 (2006.01) C07C 53/124 (2006.01) C07C 57/12 (2006.01) C07C 59/68 (2006.01) C07D 213/55 (2006.01) C07D 213/80 (2006.01) C07D 473/08 (2006.01)
Patent
CA 1160633
ABSTRACT Esters of 3-hydroxy-quinuclidine with phenoxy carboxylic acids and their pharmaceutically acceptable salts, having the general formula: Image (I) wherein R1 represents a hydrogen atom or a methyl group and R2 represents a hydrogen, chlorine or bromine atom or a radical of an acid selected from the group consisting of oleic, pivalic, nicotinic, clofibric, pyridineacetic and theophyllineacetic acids, are prepared by chlorinating p-(4-chlorobenzoyl)-phenoxy- isobutyric acid with an excess of a chlorinating agent, and reacting the resulting chloride with 3-hydroxy- quinuclidine in an organic solvent at a temperature of up to about 70°C, to obtain the 3-hydroxy-quinuclidine ester of p-(4-chlorobenzoyl)-phenoxy-isobutyric acid. Where a pharmaceutically acceptable salt is desired, the ester thus obtained is further reacted with hydrogen chloride or bromide, methyl chloride or bromide or an acid selected from the group consisting of oleic, pivalic, nicotinic, clofibric, pyridineacetic and theophyllineacetic acids in an organic solvent to obtain the desired salt. The compounds of the formula (I) exhibit both hypocholesteremizing and hypotri- glyceridimizing activity, as well as other therapeuti- cally interesting properties, such as beta-blocking, diuretic and anti-inflammatory activities.
373231
D. And D. Srl
Swabey Ogilvy Renault
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