Patent ID: 6387905
Filing Date: 2002-05-14
Classification: A61P,C07D

Abstract:
A compound of the formula: or a pharmaceutically acceptable salt or solvate thereof, wherein:One of a, b, c and d represents N or NR9 wherein R9 is Oâˆ’, â€”CH3 or â€”(CH2)nCO2H wherein n is 1 to 3, and the remaining a, b, c and d groups represent CR1 or CR2; or each of a, b, c, and d are independently selected from CR1 or CR2; each R1 and each R2 is independently selected from H, halo, â€”CF3, â€”OR10, â€”COR10, â€”SR10, â€”S(O)tR11 (wherein t is 0, 1 or 2), â€”SCN, â€”N(R10)2, â€”NR10R11, â€”NO2, â€”OC(O)R10, â€”CO2R10, â€”OCO2R11, â€”CN, â€”NHC(O)R10, â€”NHSO2R10, â€”CONHR10, â€”CONHCH2CH2OH, â€”NR10COOR11, â€ƒâ€”SR11C(O)OR11, â€”SR11N(R75)2 wherein each R75 is independently selected from H and â€”C(O)OR11, benzotriazol-1-yloxy, tetrazol-5-ylthio, or substituted tetrazol-5-ylthio, alkynyl, alkenyl or alkyl, said alkyl or alkenyl group optionally being substituted with halo, â€”OR10 or â€”CO2R10; R3 and R4 are the same or different and each independently represents H, any of the substituents of R1 and R2, or R3 and R4 taken together represent a saturated or unsaturated C5-C7 fused ring to the benzene ring (Ring III); R5, R6, R7 and R8 each independently represents H, â€”CF3, â€”COR10, alkyl or aryl, said alkyl or aryl optionally being substituted with â€”OR10, â€”SR10, â€”S(O)tR11, â€”NR10COOR11, â€”N(R10)2, â€”NO2, â€”COR10, â€”OCOR10, â€”OCO2R11, â€”CO2R10, OPO3R10, or R5 is combined with R6 to represent &boxH;O or &boxH;S and/or R7 is combined with R8 to represent &boxH;O or &boxH;S; R10 represents H, alkyl, aryl, or aralkyl; R11 represents alkyl or aryl; X represents N and the optional bond (represented by the dotted line) to carbon 11 is absent; the dotted line between carbon atoms 5 and 6 represents an optional double bond, such that when a double bond is present, A and B independently represent â€”R10, halo, â€”OR11, â€”OCO2R11 or â€”OC(O)R10, and when no double bond is present between carbon atoms 5 and 6, A and B each independently represent H2, â€”(OR11)2; H and halo, dihalo, alkyl and H, (alkyl)2, â€”H and â€”OC(O)R10, H and â€”OR10, &boxH;O, aryl and H, &boxH;NOR10 or â€”Oâ€”(CH2)pâ€”Oâ€” wherein p is 2, 3 or 4; and W represents a group selected from the group consisting of: â€ƒwherein: R12 is selected from the group consisting of: (a) H; (b) alkyl; (c) aralkyl; and (d) heteroarylalkyl; R13 and R14 are each independently selected from the group consisting of: (a) H; (b) â€”C(O)OR16 wherein R16 represents alkyl, aralkyl, and heteroaralkyl; (c) â€”SO2R17 wherein R17 is selected from the group consisting of: NH2, â€”N(alkyl)2 wherein each alkyl is the same or different, alkyl, aryl, aralkyl, heteroaryl and heteroaralkyl; (d) â€”C(O)R18 wherein R18 is selected from the group consisting of: aryl, alkyl, aralkyl, heteroaryl, and heteroaralkyl; (e) C1-6 alkyl; (f) alkaryl; and (g) C3-6 cycloalkyl; r is 0, 1 or 2; s represents 1, 2, 3, 4, or 5, and each Y for each â€”CY2â€” group is independently selected from H or â€”OH, provided that both Y substituents of each â€”CY2â€” group are not â€”OH, and provided that for the â€”CY2â€” group alpha to the nitrogen both Y substituents are H, such that the group â€ƒforms a 3, 4, 5, 6, or 7 membered ring; v is 0, 1 or 2; R15 is selected from the group consisting of: (a) heteroaryl; (b) a group selected from: (5) â€”CH(OCH2CH3)2, (6) â€”OH, and (7) â€”CN; and (c) heterocycloalkyl selected from the group consisting of: z is 0, 1, 2, 3, 4, or 5 wherein each â€”CH2â€” group is optionally substituted with a â€”OH group; R22 represents a group selected from: (5) alkyl, (6) â€”OR23 wherein R23 is selected from the group consisting of: alkyl, aryl and H, and â€ƒwherein R24 and R25 are independently selected from the group consisting of: â€”NH2, alkoxy, â€”OH, â€”CH2CO2H, â€”OCH2Ph, â€”CH(OCH3)CH(CH3)2, alkyl, aryl, H, aralkyl, and heteroaralkyl; or R24 and R25 taken together form a carbon chain having 4 or 5 (â€”CH2â€”) groups such that R24 and R25 taken together with the nitrogen to which they are bound form a 5 or 6 membered heterocycloalkyl ring.