Patent ID: 6432987
Filing Date: 2002-08-13
Classification: A61P,C07D

Abstract:
A substituted N-benzylindol-3-ylglyoxylic acid derivative having antitumor action of the Formula 1 whereR is nitro, amino, mono- or di(C1-C6)-alkylamino, mono- or di (C1-C6)-cycloalkylamino, (C1-C6)-acylamino, phenyl (C1-C6)-alkylamino, aroylamino, (C1-C6)-alkylsulfonamido, arylsulfonamido, maleimido, succinimido, phthalimido, benzyloxycarbonylamino, tert-butoxy-carbonylamino, 9-fluorenylmethoxy-carbonylamino, triphenylmethylamino, diphenylmethylsilylamino; or when R1 is hydrogen, methyl, phenylmethyl group, benzyloxycarbonyl radical, tert-butoxycarbonyl radical or acetyl group, R is â€”NHâ€”CH2-COOH, â€”NHâ€”CH(CH3) â€”COOH, (CH3)2CHâ€”CH2â€”CH2â€”CH(NH)â€”COOH, H3Câ€”CH2â€”CH(CH3)â€”CH(NH)â€”COOH, HOH2Câ€”CH(NH)â€”COOH, phenyl-CH2â€”CH(NH)â€”COOH, HN=C(NH2)â€”NHâ€”(CH2)3â€”CH(NH)â€”COOH, H2Nâ€”(CH2)4â€”CH(NH)â€”COOH, H2Nâ€”COâ€”CH2â€”CH(NH)â€”COOH, or HOOCâ€”(CH2)2â€”CH(NH)â€”COOH; wherein R radicals can alternatively be substituted on the carbon atoms 2, 3 and 4 of the phenyl ring;R1 is hydrogen; (C1-C6)-alkyl, where the alkyl group are, optionally, mono- or polysubstituted with a phenyl ring, which is, optionally, mono- or polysubstituted with halogen, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, carboxyl groups, carboxyl groups esterified with C1-C6-alkanols, trifluoromethyl groups, hydroxyl groups, methoxy groups, ethoxy groups, benzyloxy groups, or with a benzyl group which is mono- or polysubstituted in the phenyl moiety with (C1-C6)-alkyl groups, halogen atoms or trifluoromethyl groups; or benzyloxycarbonyl group, tertiary-butoxycarbonyl radical, or acetyl group; R2 is a pyridine according to the formula 2 â€ƒor its N-oxide, where the pyridine is alternatively bonded to the ring carbon atoms 2, 3 and 4 and is, optionally, substituted with substituents R5 and R6, where R5 and R6 are the same or different and are (C1-C6)-alkyl, (C3-C7)-cycloalkyl, (C1-C6)-alkoxy, nitro, amino, hydroxyl, halogen, trifluoromethyl, ethoxycarbonylamino radical and a (C1-C4)-carboxyalkyloxy I group; R3 and R4 are the same or different and are hydrogen, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, (C1-C6)-alkanoyl, (C1-C6)-alkoxy, halogen, benzyloxy, nitro, amino, (C1-C4)-mono- or dialkyl-substituted amino, (C1-C6)-alkoxycarbonylamino, or (C1-C6)-alkoxycarbonylamino-(C1-C6)-alkyl group; and Z is O or S.