Benzopyranones, method of preparing them and their use

Details Benzopyranones, method of preparing them and their use Benzopyranones, method of preparing them and their use

C - Chemistry, Metallurgy

07

D

C07D 405/06 (2006.01) A61K 31/445 (2006.01) A61K 31/495 (2006.01) C07D 311/08 (2006.01) C07D 311/16 (2006.01) C07D 405/14 (2006.01)

Patent

CA 2146646

Described are 2H-1-benzopyran-2-ones (coumarin derivates) of general formula (I), (see formula I) wherein R1 is a hydroxyl group, a lower-alkoxy group, a cycloalkoxy group with 4 to 6 C-atoms or the alkyl- or arylsulphonyloxy group R6-SO2O-; R2 and R3, independently of each other, are hydrogen atoms, hydroxyl groups, lower-alkoxy groups or cycloalkoxy groups with 4 to 6 C-atoms; R4 is a hydrogen atom, a lower-alkyl group with 1 to 4 C-atoms or a phenyl group; Y is a nitrogen atom, a CH group or a COH group; R5 is a phenyl, naphtyl, pyridinyl or pyrimidinyl group which may optionally be substituted by one or two C1-C5 alkyl groups, by one or two halogen atoms, by a halogen and C1-C5 alkyl together, by perfluoroalkyl with 1 to 3 C-atoms, by C1-C5 alkoxy, by hydroxy, by methylenedioxy or by nitro; R6 is a lower-alkyl group, a cycloalkyl group with 4 to 6 C-atoms or a phenyl group which may optionally be substituted by one or two C1-C5 alkyl groups, by one or two halogen atoms, or by perfluoroalkyl with 1 to 3 C-atoms; and n = 1 to 4; plus their addition compounds with physiologically tolerated acids. -2- Also described are methods of preparing these compounds, novel intermediates in their preparation and methods of preparing such intermediates. The novel coumarin derivatives described possess a neuroprotective and psychopharma- cological action. The invention also concerns pharma- ceuticals containing these compounds.

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