Patent ID: 6720351
Filing Date: 2004-04-13
Classification: A61K,A61P,C07D

Abstract:
A compound of formula 1b or a pharmaceutically acceptable salt thereof, wherein:R1 is substituted at the 5 or 6 position of formula 1b and has the structure: or when R7 is phenyl, or phenyl-Z1â€” optionally substituted with one to five independently selected R12, R1 is (C1-C6)alkyl, (C3-C8)cycloalkyl, (C5-C10)bicycloalkyl, â€”(CRaRb)tO(C1-C6alkyl), â€”(CRaRb)tS(C1-C6alkyl), â€”(CRaRb)rC(O)R15, â€”(CRaRb)rR15, â€”SO2R15, aryl or â€”(CRaRb)q-aryl, wherein the cycloalkyl, or aryl moiety is optionally substituted with from one to five independently selected R16; m is an integer from 0 to 5; n is an integer from 0 to 3; p is an integer from 0 to 3; L is â€”C(O)N(R9)â€”; X1 is N(R4); X2 is C(Rc); R2, R6, R11, R12, R13 and R16 are each independently selected from halo, cyano, nitro, azido, amino, hydroxy, (C1-C6)alkyl, (C2-C6)alkoxy, methoxy, (C1-C6)alkoxy(C1-C6)alkyl, mono-, di- or tri-halo(C2-C6)alkyl, perfluoro(C2-C4)alkyl, trifluoromethyl, trifluoromethyl(C1-C5)alkyl, mono-, di- or tri-halo(C2-C6)alkoxy, trifluoromethyl(C1-C5)alkoxy, (C1-C6)alkylthio, hydroxy(C1-C6)alkyl, hydroxy, (C3-C8)cycloalkyl(CRaRb)qâ€”, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C6)alkylamino-, (C1-C6) dialkylamino, amino(C1-C6)alkyl-, â€”(CRaRb)qNRaR14, â€”C(O)NRaR14, â€”NR14C(O)R15, â€”NR14OR15, â€”CH&boxH;NOR15, â€”NR14C(O)OR15, â€”NR14S(O)jR15, â€”C(O)R15, â€”C(S)R15, â€”C(O)OR15, â€”OC(O)R15, â€”SO2NRaR14, â€”S(O)jR15, or â€”(CRaRb)qS(O)jR15; each Ra and Rb is independently H or (C1-C6)alkyl; Rc is H or R11; each q is independently an integer from 0 to 6; each j is independently 0, 1 or 2; R3 is H, halo, (C1-C6)alkyl, or mono-, di- or tri-halo(C1-C6)alkyl; R4 is H, (C1-C6)alkyl, (C3-C8)cycloalkyl, â€”C(O)R15, â€”C(S)R15, â€”(CRaRb)tO(C1-C6alkyl), â€”(CRaRb)tS(C1-C6alkyl), â€”(CRaRb)rC(O)R15, â€”(CRaRb)rR15, â€”SO2R15 or â€”(CRaRb)q-phenyl, wherein the phenyl moiety is optionally substituted with from one to five independently selected R16; each r is independently an integer from 2 to 5; each t is independently an integer from 1 to 6; R5 and R9 are each independently H, (C1-C6)alkyl, (C3-C8)cycloalkyl, â€”C(O)R15, â€”C(S)R15, â€”(CRaRb)tO(C1-C6alkyl), â€”(CRaRb)tS(C1-C6alkyl), â€”(CRaRb)rC(O)R15, â€”(CRaRb)rR15 or â€”SO2R15; R6 is H, (C1-C6)alkyl, (C3-C8)cycloalkyl, â€”C(O)R15, â€”C(S)R15, â€”(CRaRb)qO(C1-C6alkyl), â€”(CRaRb)qS(C1-C6alkyl), â€”(CRaRb)rC(O)R15, â€”(CRaRb)rR15 or â€”SO2R15; R7 is (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, â€”(CRaRb)qO(C1-C6alkyl); â€”(CRaRb)qS(C1-C6alkyl); (C3-C8)cycloalkyl, â€”C(O)R15, â€”C(S)R15, â€”(CRaRb)rC(O)R15, â€”(CRaRb)rC(S)R15, â€”(CRaRb)rR15 or â€”SO2R15; or R7 is phenyl, or phenyl-Z1â€” optionally substituted with one to five independently selected R12; Z1 is â€”SO2â€” or â€”(CRaRb)vâ€”; v is independently an interger from 1 to 6; wherein the alkyl, and cycloalkyl, moieties of the foregoing R6 group is optionally substituted independently with 1 to 3 substituents independently selected from halo, cyano, nitro, trifluoromethyl, trifluoromethoxy, azido, â€”OR15, â€”C(O)R15, â€”C(O)OR15, â€”OC(O)R15, â€”NR14C(O)R15, â€”C(O)NRaR14, â€”NRaR14, and â€”NR14OR15, C1-C6alkyl, C2-C6alkenyl, and C2-C6 alkynyl; and R10 is phenyl, or phenyl-Z2â€”, wherein the phenyl moiety is optionally substituted with one to five independently selected R13; Z2 is â€”S(O)jâ€”, â€”Oâ€”, â€”(CRaRb)wâ€”, or â€”(O)k(CRaRb)w(O)k(CRaRb)qâ€”; w is independently an integer from 1 to 6; each k is independently 0 or 1; or R10 is OR17, wherein R17 is (C1-C8)alkyl, (C1-C6)alkoxy(C1-C6)alkyl, mono-, di- or tri-halo(C2-C6)alkyl, perfluoro(C2-C4)alkyl, trifluoromethyl(C1-C5)alkyl, hydroxy(C1-C6)alkyl, (C3-C8)cycloalkyl(CRaRb)qâ€”, (C2-C6)alkenyl, or (C2-C6)alkynyl; each R14 is independently H, (C1-C6)alkyl, (C3-C8)cycloalkyl, â€”C(O)R15, â€”C(S)R15, â€”(CRaRb)tO(C1-C6alkyl), â€”(CRaRb)tS(C1-C6alkyl), â€”(CRaRb)rC(O)R15, â€”(CRaRb)tR15 or â€”SO2R15; each R15 is independently H, (C1-C6)alkyl, (C3-C8)cycloalkyl, trifluoromethyl, trifluoromethyl(C1-C5)alkyl, wherein the alkyl, moieties of the foregoing R15 groups are independently optionally substituted with 1 to 3 substituents independently selected from C1-C6alkyl, C1-C6alkoxy, amino, hydroxy, halo, cyano, nitro, trifluoromethyl and trifluoromethoxy; and wherein any of the above â€œalkylâ€ , â€œalkenylâ€  or â€œalkynylâ€  moieties comprising a CH3 (methyl), CH2 (methylene), or CH (methine) group which is not substituted with halogen, SO or SO2, or attached to a N, O or S atom, optionally bears on said methyl, methylene or methine group a substituent selected from the group consisting of halo, â€”ORa, â€”SRa and â€”NRaRb.