Heterocyclic compounds

Details Heterocyclic compounds Heterocyclic compounds

C - Chemistry, Metallurgy

07

D

C07D 413/14 (2006.01) A61K 31/495 (2006.01) C07D 413/12 (2006.01)

Patent

CA 2122889

HETEROCYCLIC COMPOUNDS AND PROCESS FOR THE PREPARATION THEREOF Abstract The invention relates to new heterocyclic compounds, a process for the preparation thereof, pharmaceutical compositions comprising the same, to the use of the said heterocyclic compounds for the treatment of diseases and for the preparation of pharmaceutical compositions suitable for the treatment of diseases. According to the invention the new heterocyclic compounds of general formula (1), wherein A stands for a group of formula -C?C- or -C=C-, and pharmaceutically acceptable said addition salts thereof can be prepared as follows: a) for the preparation of a compound of general formula (I), wherein A represents a group of formula -C?C-, subjecting 8-azaspiro[4,5]decane-7,9-dione-8-propyne(2) with 1-(1,2-benzisothiazol-3-yl) piperzine to Mannich condensation; or b) for the preparation of a compound of general formula (I), wherein A stands for a group of formula -C?C-, reacting 8-azaspiro[4,5]decane-7,9-dione-8-propyne(2) with an alkyl magnesium halide of formula R-Mg-Hal, wherein R stands for alkyl having 1 to 4 carbon atom(s) and Hal denotes chlorine, bromine or iodine, reacting the thus-obtained propyne magnesium halide of general formula (111), wherein Halis as stated above, with at least one molar equivalent of trioxymethylene or formaldehyde, converting the butynol derivative of formula (IV) thus obtained into a reactive derivative of general formula (V), wherein X stands for a reactive ester group, and reacting the compound of general formula (V) with 1-(1,2- benzisothiazol-3-yl) piperazine; or c) for the preparation of a compound of general formula (I), wherein A stands for a group of formula -CH=CH-, subjecting the compouod of general formula (I) containing a group of formula -C?C- in the place of A to partial reduction. The new compounds according to the invention possess anxioselective properties and can be used to advantage in the therapy.

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