SUBSTITUTED DIAMINOCARBOXYLIC ACIDS Russian patent published in 2003 - IPC

FIELD: organic chemistry, biochemistry, pharmacy. SUBSTANCE: invention relates to substituted diaminocarboxylic acids of the formula (I): and/or stereoisomeric form of compound of the formula (I), and/or physiologically acceptable salt of compound of the formula (I) where R¹ means unsubstituted phenyl, phenyl mono- or disubstituted with linear or branched (C₁-C₇)-alkyl, hydroxyl, group (C₁-C₆)-alkyl-C(O)-O-, group (C₁-C₆)-alkyl-O-, halogen atom, CN-group, methylenedioxo-group, group R⁴-(R⁵)N-; R²,R⁴,R⁵ are similar or different and mean hydrogen atom, (C₁-C₆)-alkyl-; R³ and G are similar or different and mean: (1) hydrogen atom; (2) (C₁-C₆)-alkyl where alkyl is linear or branched one; (3) heteroaryl (CH₂)_m- where heteroaryl means unsubstituted pyrimidine or pyrimidine substituted with linear or branched C₁-C₇-alkyl; m = 0; (4) R⁶-C(O)- where R⁶ means: (4.1) (C₁-C₆)-alkyl where alkyl means unsubstituted alkyl or alkyl substituted with group R⁴(R⁵)N- or C₃-C₆-cycloalkyl; (4.2) (C₃-C₆)-cycloalkyl where cycloalkyl is unsubstituted cycloalkyl or cycloalkyl substituted with linear or branched C₁-C₇-alkyl or group R⁴(R⁵)N-C(O)-; (4.3) (C₂-C₆)-alkenyl where alkenyl is unsubstituted alkenyl or from mono- to trisubstituted alkenyl with (4.3.1) heteroaryl that means unsubstituted pyrazole, imidazole or benzimidazole or from mono- to trisubstituted with hydroxyl or CN-group; (4.4) phenyl-(CH₂)_m- where phenyl means unsubstituted phenyl or phenyl from mono- to trisubstituted with hydroxyl, C₁-C₆-alkyl-O-, halogen atom, CN-group, methylenedioxo- -group, R⁴(R⁵)N-group, -SO₂-NH₂ and, if necessary, one hydrogen atom in residue -(CH₂)_m is substituted with residue -COOH; m = 0; (4.5) naphthyl; (4.6) adamantyl or (4.7) heteroaryl-(CH₂)_m- where heteroaryl means pyrrole, thiazole, oxazole, isoxazole, pyridine, pyrimidine, benzimidazole, benzotriazole and m = 0; (5) R⁶-O-C(O)- where R⁶ means the above mentioned value; 6.) R⁶-CH(NH₂)-C(O)- where R⁶ means the said value; (7) R⁸-N(R⁷)-C(O)- where R⁸ means (7.1) hydrogen atom; (7.2) (C₁-C₆)-alkyl where R⁷ means hydrogen atom or (C₁-C₆)-alkyl; (8) R⁶-SO₂- where R⁶ means the said value; (9) R⁶-SO₂-N(R⁷)-C(O)- where R⁶ and R⁷ mean the above mentioned values; R³ and G in common with nitrogen atom with which they are bound form cycles of the following partial formulas: (IIe) , (IIf) , (IIm) , (IIo) oder (IIp) and R⁷ means said value; A means: (a) covalent bond; (b) -O-; B means: -(CH₂)_m- where m means said value; or D means -(CH₂)_m- where m means a whole number 1, 2, 3, 4, 5 or 6; X means -CH=CH. Compounds of the formula (I) are strong inhibitors of matrix metalloproteinases, for example, stromelysine and neutrophile collagenase. Compounds of the formula (I) are synthesized from analogous compounds where group COOH is replaced for group COO-R⁹ where R⁹ means phenyl, C₁-C₆-alkyl. Compounds of the formula (I) are strong inhibitors of matrix metalloproteinases and can be used as medicinal agents. EFFECT: valuable medicinal properties of compounds. 3 cl, 2 tbl, 9 ex