Phenoxy-substituted .beta.-carboline derivatives, their...

C - Chemistry – Metallurgy – 07 – D

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C07D 471/04 (2006.01) A61K 31/395 (2006.01)

Patent

CA 1269377

ABSTRACT OF THE DISCLOSURE Phenoxy-substituted beta-carbolines of the formula I Image (I), x is COOR3, CONHC1-3-alkyl or oxadiazolyl of the formula Image or Image R2 is H, lower alkyl or cycloalkyl, R3 is lower alkyl, R4 is hydrogen, lower alkyl or lower alkoxyalkyl, R1 is hydrogen, halo- gen, lower alkyl, lower alkoxy, acyl, phenyl, C2-5 alkylenedioxy, trifluoromethyl, nitrilo, nitro, lower alkoxycarbonyl, azido, SO2R6, SO2NR7R8, or NR9R10, R6 is lower alkyl, R7 and R8 indepen- dently are lower alkyl or together with the nitrogen atom form a hetero ring, R9 and R10 independently are hydrogen, lower alkyl, acyl or together with the nitrogen atom form a hetero ring sys- tem, with the proviso that X is not COOEt, if (a) Image is 5-phenoxy and R4 is methyl or (b) Image is 6-(4-methoxyphenoxy) and R4 is methoxymethyl have valuable pharmacological properties and show superior psychotropic proper- ties in pharmacological tests in comparison with previously known beta-carbolines. In particular the compounds according to the invention especially show anxiolytic and anticonvulsive effec- tiveness.

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