| abstract |
New carboxylic acid derivatives of general formula (I) in which R1 is an optionally substituted aryl or aryloxy residue, R2 is hydrogen, a lower alkyl residue or the group R1-A-, as well as for the case where X represents the group cyano, an acylamino or amino group, A is a straight or branched chain alkyl group, saturated or unsaturated with from 3 to 8 carbon atoms, which has a chain length of at least 3 carbon atoms; X represents the cyano group or a group of formula -B-R3 or -D- NR4R5, where B is O, S, So, SO2, O (O), OSO2, NHCO, NHSO2 or CO, D represents a dash of valence , SO2 or CO, R3 is an alkyl, trifluoromethyl, cycloalkyl, aralkyl, aralkenyl or aryl group, the respective aryl residue possibly being optionally substituted, R4 is hydrogen, a lower alkyl residue, an optionally substituted aryl or aralkyl residue, R5 is hydrogen, a lower alkyl residue, or R4 and R5 together are an alkyl chain with 4 to 6 carbon atoms, which can be interrupted by O, S or NR6, and R6 is hydrogen, a lower alkyl residue or a optionally substituted phenyl or benzyl residue. Their physiologically neutral salts, esters, amides and nitriles are also described, provided that, in the case a) where A is an alkyl group with 3 carbon atoms, a1) in all cases the aryl residue of R1 cannot represent the unsubstituted phenyl residue and that a2) X cannot represent the groups -CN, -NHCOR3 and NR4R5, b) where X is a residue of formula -SCH3, R2 cannot represent methyl, c) where X is the group -NH2 or -NHCOCH3, R1A- cannot represent 4-phenylbutyl or 4- (4-methoxyphenyl) butyl, d) where X is the 2,4-dinitrophenyl group, R1A- cannot represent 4-phenylbutyl or 5-phenylpentyl , e) where X is the group -COCH3, R1A- cannot represent 3- (2-chlorphenyl) propyl or 5- (4-methoxyphenyl) -pentyl. These compounds are used as medicines to lower the blood sugar level. |