Patent ID: 6762326
Filing Date: 2004-07-13
Classification: A61P,C07C

Abstract:
A compound of the formula I, in whichA) R1 to R4 are H; X is SO2; Y is (CH2)p, where p is 0, 1, 2 or 3; R5 is CF3, (C2-C18)-alkyl, (C3-C4)-cycloalkyl, or (C6-C8)-cycloalkyl, wherein the alkyl or cycloalkyl groups in each case have zero to seven hydrogen atoms replaced by fluorine; (CH2)râ€”COR6, where r is 1-6 and R6 is OH, Oâ€”(C1-C6)-alkyl or NH2; CH2â€”CH(NHR7)â€”COR8, where R7 is H, C(O)â€”(C1-C4)-alkyl or C(O)Oâ€”(C1-C4)-alkyl and R8 is OH, Oâ€”(C1-C6)-alkyl or NH2; phenyl, 1- or 2-naphthyl, or biphenyl radical, where the rings or ring systems are unsubstituted or substituted one or two times by F, Cl, Br, I, CN, O(C1-C8)-alkyl, O(C3-C8)-cycloalkyl, Oâ€”COâ€”(C1-C8)-alkyl, Oâ€”COâ€”(C3-C8)-cycloalkyl, S(O)0-2(C1-C8)-alkyl, S(O)0-2(C3-C8)-cycloalkyl, NH2, NHâ€”(C1-C8)-alkyl, NHâ€”(C3-C8)-cycloalkyl, N[(C1-C8)-alkyl]2, N[(C3-C8)-cycloalkyl]2, NHâ€”COâ€”(C2-C8)-alkyl, NHâ€”COâ€”(C3-C8)-cycloalkyl; SO3H; SO2â€”NH2, SO2â€”NHâ€”(C1-C8)-alkyl, SO2â€”NHâ€”(C3-C8)-cycloalkyl; NHâ€”SO2â€”NH2; NHâ€”SO2â€”(C1-C8)-alkyl, NHâ€”SO2â€”(C3-C8)-cycloalkyl; Oâ€”CH2â€”COOH, Oâ€”CH2â€”COâ€”O(C1-C8)-alkyl, COOH, COâ€”O(C1-C8)-alkyl, COâ€”Oâ€”(C3-C8)-cycloalkyl, COâ€”NH2, COâ€”NH(C1-C8)-alkyl, COâ€”N[(C1-C8)-alkyl]2; (C1-C8)-alkyl, or (C3-C8)-cycloalkyl, wherein the alkyl or cycloalkyl groups in each case have zero to seven hydrogen independently replaced by fluorine, with the proviso that R5 is not unsubstituted phenyl or 4-chlorophenyl; or B) R1, R4 independently of one another are H, F, Cl, Br, I, CN, N3, NO2, OH, O(C1-C8)-alkyl, O(C3-C4 and C6-C8)-cycloalkyl, Oâ€”CH2-phenyl, Oâ€”COâ€”(C1-C8)-alkyl, Oâ€”COâ€”(C3-C8)-cycloalkyl, S(O)0-2(C1-C8)-alkyl, S(O)0-2(C3-C8)-cycloalkyl, NH2, NHâ€”(C1-C8)-alkyl NHâ€”(C3-C8)-cycloalkyl, N[(C1-C8)-alkyl]2, N[(C3-C8)-cycloalkyl]2, NHâ€”COâ€”(C1-C8)-alkyl, NHâ€”COâ€”(C3-C8)-cycloalkyl; SO3H; SO2â€”NH2, SO2â€”NHâ€”(C1-C8)-alkyl, SO2â€”NHâ€”(C3-C8)-cycloalkyl; NHâ€”SO2â€”NH2; NHâ€”SO2â€”(C1-C8)-alkyl, NHâ€”SO2â€”(C3-C8)-cycloalkyl; Oâ€”CH2â€”COOH, Oâ€”CH2â€”COâ€”O(C1-C8)-alkyl, COOH, COâ€”O(C1-C8)-alkyl, COâ€”Oâ€”(C3-C8)-cycloalkyl, COâ€”NH2, COâ€”NH(C1-C8)-alkyl, COâ€”N[(C1-C8)-alkyl]2, (C1-C8)-alkyl, (C3-C8)-cycloalkyl, (C2-C8)-alkenyl, or (C2-C8)-alkynyl, where in the alkyl, cycloalkyl, alkenyl and alkynyl groups in each case have zero to seven hydrogen atoms replaced by fluorine, or one hydrogen replaced by OH, OC(O)CH3, Oâ€”CH2â€”Ph, NH2, NHâ€”COâ€”OH3 or N(COOCH2Ph)2; or phenyl, or 1- or 2-naphthyl, where in each case the aryl radical is unsubstituted or substituted one or two times by F, Cl, Br, CN, OH, (C1-C4)-alkyl, CF3, Oâ€”(C1-C4)-alkyl, S(O)0-2(C1-C6)-alkyl, NH2, NHâ€”SO2â€”(C1-C4)-alkyl, COOH, COâ€”Oâ€”(C1-C4)-alkyl, COâ€”NH2 and wherein the alkyl groups in each case have zero to seven hydrogen atoms replaced by fluorine; R2, R3 independently of one another are H, F, Cl, Br, I, CN, N3, NO2, O(C1-C8)-alkyl, O(C3-C8)-cycloalkyl, Oâ€”COâ€”(C1-C8)-alkyl, Oâ€”COâ€”(C3-C8)-cycloalkyl, S(O)0-2(C1-C8)-alkyl, S(O)0-2(C3-C8)-cycloalkyl, NH2, NHâ€”(C1-C8)-alkyl, NHâ€”(C3-C8)-cycloalkyl, N[(C1-C8)-alkyl]2, N[(C3-C8)-cycloalkyl]2, NHâ€”COâ€”(C1-C8)-alkyl, NHâ€”COâ€”(C3-C8)-cycloalkyl; SO3H; SO2â€”NH2, SO2â€”NHâ€”(C5C8)-alkyl, SO2â€”NHâ€”(C3-C8)-cycloalkyl; NHâ€”SO2â€”NH2, NHâ€”SO2â€”(C1-C8)-alkyl, NHâ€”SO2â€”(C5-C8)-cycloalkyl, Oâ€”CH2â€”COOH, Oâ€”CH2â€”COâ€”O(C1-C8)-alkyl, COOH, COâ€”O(C1-C8)-alkyl, COâ€”Oâ€”(C3-C8)-cycloalkyl, COâ€”NH2, COâ€”NH(C1-C8)-alkyl, COâ€”N[(C1-C8)-alkyl]2, (C1-C8)-alkyl, (C3-C8)-cycloalkyl, (C2-C8)-alkenyl, or (C2-C8)-alkynyl, where in the alkyl, cycloalkyl, alkenyl and alkynyl groups in each case have zero to seven hydrogen atoms replaced by fluorine, or one hydrogen replaced by OH, OC(O)CH3, Oâ€”CH2â€”Ph, NH2, NHâ€”COâ€”CH3 or N(COOCH2Ph)2; or phenyl, or 1- or 2-naphthyl, wherein the alkyl groups in each case have zero to seven hydrogen atoms replaced by fluorine; or R2 and R3 together form the group â€”Oâ€”CH2â€”Oâ€”; where in each case at least one of the radicals R1, R2, R3 and R4 is different from hydrogen; X SO2; Y is (CH2)p, where p is 0, 1, 2 or 3; R5 is (C1-C18)-alkyl, or (C3-C4- and C6-C8)-cycloalkyl, wherein the alkyl and cycloalkyl groups in each case have zero to seven hydrogen atoms replaced by fluorine; (CH2)râ€”COR6, where r is 1-6 and R6 is OH, Oâ€”(C1-C6)-alkyl or NH2; CH2â€”CH(NHR7)â€”COR8, where R7 is H, C(O)â€”(C1-C4)-alkyl or C(O)Oâ€”(C1-C4)-alkyl and R8 is OH, Oâ€”(C1-C6)-alkyl or NH2; phenyl, 1- or 2-naphthyl, or biphenyl radical, where the rings or ring systems are unsubstituted or substituted one or two times by F, Cl, Br, I, CN, O(C1-C8)-alkyl, O(C3-C8)-cycloalkyl, Oâ€”COâ€”(C1-C8)-alkyl, Oâ€”COâ€”(C3-C8)-cycloalkyl, S(O)0-2(C1-C8)-alkyl, S(O)0-2(C3-C8)-cycloalkyl, NH2, NHâ€”(C1-C8)-alkyl, NHâ€”(C3-C8)-cycloalkyl, N[(C1-C8)-alkyl]2, N[(C3-C8)-cycloalkyl]2, NHâ€”COâ€”(C2-C8)-alkyl, NHâ€”COâ€”(C3-C8)-cycloalkyl; SO3H, SO2â€”NH2, SO2â€”NHâ€”(C1-C8)-alkyl, SO2â€”NHâ€”(C3-C8)-cycloalkyl; NHâ€”SO2â€”NH2, NHâ€”SO2â€”(C1-C8)-alkyl, NHâ€”SO2â€”(C3-C8)-cycloalkyl, Oâ€”CH2â€”COOH, Oâ€”CH2â€”COâ€”O(C1-C8)-alkyl, COOH, COâ€”O(C1-C8)-alkyl, COâ€”Oâ€”(C3-C8)-cycloalkyl, COâ€”NH2, COâ€”NH(C1-C8)-alkyl, COâ€”N[(C1-C8)-alkyl]2, (C1-C8)-alkyl, or (C3-C8)-cycloalkyl, wherein the alkyl or cycloalkyl groups in each case have zero to seven hydrogen atoms replaced by fluorine, wherein the compound is in any stereoisomeric form, or a physiologically tolerable salt thereof, or a mixture of any of the compounds of the formula (I) or their physiologically tolerable salts in any ratio.