C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 295/155 (2006.01) A61K 31/445 (2006.01) C07D 295/135 (2006.01) C07D 401/12 (2006.01) C07D 413/12 (2006.01)
Patent
CA 2111851
The present application relates to the new (S) (+)-2- ethoxy-4-[N-[1-(2-piperidino-phenyl)-3-methyl-1-butyl]- aminocarbonylmethyl]-benzoic acid and the salts thereof, which have valuable pharmacological properties, namely an effect on the intermediate metabolism, but particularly the effect of lowering blood sugar. The (S)-enantiomer has the general formula: (see formula I) wherein W' represents a carboxy group or an alkoxycarbonyl group having a total of 2 to 5 carbon atoms, wherein the alkyl moiety of the alkoxy group may be substituted by a phenyl group. The invention also relates to the new intermediate products of formulae I, III, IV, and VII and the addition salts thereof. The intermediates are compound of general formulae: (see formula II) (see formulas III,IV, V) A represents a group which can be converted into a carboxy group by hydrolysis, thermolysis or hydrogenolysis, W' represents a carboxy group or an alkoxycarbonyl group having a total of 2 to 5 carbon atoms, wherein the alkyl moiety of the alkoxy group may be substituted by a phenyl group, and W" represents a group which may be converted by oxidation into a carboxy group, and the addition salts thereof. The new compounds can be produced using methods which are known for analogous compounds.
Greischel Andreas
Grell Wolfgang
Knorr Hansjorg
Mark Michael
Muller Ulrich
Dr. Karl Thomae Gesellschaft Mit Beschrankter Haftung
Fetherstonhaugh & Co.
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