abstract |
Coumarin derivatives of the formula in the R¹ is hydrogen or cyano, R² represents phenyl or thiazolyl bonded in the 2-, 4- or 5-position, phenyl by nitro, cyano, amino, -NH-C₁-C₄-alkyl, -C₁-C₄-alkyl-NH₂, -C₁-C₄ -Alkyl-NH-C₁-C₄-alkyl, carboxyl, C₁-C₄-alkoxy-carbonyl, C₁-C₄-alkyl-carbonyloxy, hydroxy, C₁-C₄-alkylamino-carbonyl or C₁-C₄-alkylcarbonyl-amino is substituted and additionally can be substituted by C₁-C₄ alkyl, fluorine, chlorine or bromine, and wherein Thiazolyl is mono- or disubstituted by chlorine, cyano, carboxyl or C₁-C₄-alkoxy-carbonyl, with two substitutions the two substituents can be different and the 4- and 5-positions together can carry a fused benzene ring through Carboxyl, amino or hydroxy can be substituted, R³ is hydrogen, C₁-C₄-alkyl or C₁-C₄-alkoxycarbonyl-C₁-C₄-alkyl and R⁴ represents hydrogen, C₁-C₄-alkyl or phenylsulfonyl, where C₁-C₄-alkyl can be substituted by hydroxy, amino, carboxy or C₁-C₄-alkoxy-carbonyl and phenyl once or twice by chlorine, bromine or C₁-C₄ -Alkyl can be substituted, where R³ and R⁴ together with the N atom which they substitute can mean a morpholine ring, a piperazine ring or a triazole ring which can carry one or two substituents from the group consisting of methyl, ethyl and phenyl and furthermore one of the radicals R², R³ and R⁴ denotes or carries a primary or secondary amino group, the hydroxyl group, the carboxyl group or the C₁-C₄alkoxycarbonyl group or can be converted into such a group by hydrolysis or hydrogenation, are suitable for staining biologically active compounds. |