Patent ID: 6391908
Filing Date: 2002-05-21
Classification: A61P,C07D

Abstract:
An indole compound represented by the formula (I), or a pharmaceutically acceptable salt, solvate, or prodrug derivative thereof; whereinR1 is selected from groups (a), (b) and (c) wherein; (a) is C7-C20 alkyl, C7-C20 haloalkyl, C7-C20 alkenyl, C7-C20 alkynyl, carbocyclic radical, or heterocyclic radical, (b) is a member of (a) substituted with one or more independently selected non-interfering substituents; and (c) is the group â€”(L1)â€”R11; where, â€”(L1)â€” is a divalent linking group of 1 to 8 atoms and R11 is a group selected from (a) or (b); R2 is hydrogen, C1-C4 alkyl, C2-C4 alkenyl, â€”Oâ€”(C1-C3 alkyl), â€”Sâ€”(C1-C3 alkyl), â€”C3-C4 cycloalkyl â€”CF3, halo, â€”NO2, â€”CN, or â€”SO3; R3 is â€”(L3)â€”Z, where â€”(L3)â€” is a bond or a divalent group selected from: and Z is a oxime amide or oxime thioamide group represented by the formulae, whereX is oxygen or sulfur; and Ra is selected from hydrogen, C1-C8 alkyl, aryl, C1-C8 alkaryl, C1-C8 alkoxy, C1 to C8 aralkyl and â€”CN; R4 and R5 each independently selected from hydrogen, a non-interfering substituent, or the group, â€”(La)-(acidic group), where â€”(La)â€”, is a divalent acid linker, wherein the acid linker group, â€”(La)â€”, for R4 is the group: whereR40, R41, R42, and R43 are each independently selected from hydrogen, C1-C8 alkyl, and wherein the acid linker group, â€”(La)â€”, for R5 is selected from the group consisting of whereinR54, R55, R56 and R57 are each independently hydrogen, C1-C8 alkyl, C1-C8 haloalkyl, aryl, C1-C8 alkoxy, or halo; R6 and R7 are each independently selected from hydrogen, non-interfering substituent, carbocyclic radical, carbocyclic radical substituted with non-interfering substituent(s), heterocyclic radical, and heterocyclic radical substituted with non-interfering substituent(s); provided that at least one of R4 and R5 must be the group, â€”(La)-(acidic group); and provided that the non-interfering substituent(s) of R1, R4, R5, R6 and R7 is independently selected from hydrogen, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C7-C12 aralkyl, C7-C12 alkaryl, C3-C8 cycloalkyl, C3-C8 cycloalkenyl, phenyl, tolulyl, xylenyl, biphenyl, C1-C8 alkoxy, C2-C8 alkenyloxy, C2-C8 alkynyloxy, C2-C12 alkoxyalkyl, C2-C12 alkoxyalkyloxy, C2-C12 alkylcarbonyl, C2-C12 alkylcarbonylamino, C2-C12 alkoxyamino, C2-C12 alkoxyaminocarbonyl, C1-C12 alkylamino, C1-C6 alkylthio, C2-C12 alkylthiocarbonyl, C1-C8 alkylsulfinyl, C1-C8 alkylsulfonyl, C2-C8 haloalkoxy, C1-C8 haloalkylsulfonyl, C2-C8 haloalkyl, C1-C8 hydroxyalkyl, â€”C(O)O(C1-C8 alkyl), â€”(CH2)nâ€”Oâ€”(C1-C8 alkyl), benzyloxy, phenoxy, phenylthio, â€”(CONHSO2R), â€”CHO, amino, amidino, bromo, carbamyl, carboxyl, carbalkoxy, â€”(CH2)nâ€”CO2H, chloro, cyano, cyanoguanidinyl, fluoro, guanidino, hydrazide, hydrazino, hydrazido, hydroxy, hydroxyamino, iodo, nitro, phosphono, â€”SO3H, thioacetal, thiocarbonyl, or carbonyl; where n is from 1 to 8; and provided that the (acidic group) of R4 and R5 is the group: -5-tetrazolyl, â€”SO3H, where R80 is a metal or C1-C8 alkyl.