Patent ID: 6358959
Filing Date: 2002-03-19
Classification: C07D

Abstract:
A compound of formula: wherein Q is selected from the group consisting of: each X1 is independently hydrogen, halogen, cyano, nitro, C1-C8 alkyl, C3-C8 cycloalkyl, fluorinated C1-C8 alkyl, fluorinated C3-C8 cycloalkyl, or (CH2)0-4ORa; each X2 is independently hydrogen, halogen, cyano, nitro, C1-C8 alkyl, C3-C8 cycloalkyl, fluorinated C1-C8 alkyl, fluorinated C3-C8 cycloalkyl, or (CH2)0-4ORa; R1 is hydrogen, C1-C8 alkyl, C3-C8 cycloalkyl, fluorinated C1-C8 alkyl, fluorinated C3-C8 cycloalkyl, phenyl, or substituted phenyl, wherein the substituents on the substituted phenyl are independently selected from halogen, cyano, nitro, C1-C8 alkyl, C3-C8 cycloalkyl, fluorinated C1-C8 alkyl, fluorinated C3-C8 cycloalkyl and (CH2)0-4ORa; R2 is hydrogen, C1-C8 alkyl, or fluorinated C1-C8 alkyl; R3 is hydrogen, C1-C8 alkyl, or fluorinated C1-C8 alkyl; Y is carbon or nitrogen, provided that when Y is nitrogen, R5 is absent; Z is CH2, CHOH, CHORb, CHF, CHRb, C(Rb)2, CF2, CHCHF2, C&boxH;CF2, or C&boxH;O; E, G, L and M are each independently selected from hydrogen, C1-C8 alkyl, fluorinated C1-C8 alkyl, C3-C8 cycloalkyl, fluorinated C3-C8 cycloalkyl, (CH2)0-4ORc, (CH2)0-4N(Rc)2, (CH2)0-4CN, (CH2)0-4CO2Rc, (CH2)0-4CON(Rc)2, (CH2)0-4SO2Rc and (CH2)0-4SO2N(Rc)2; J is hydrogen, C1-C8 alkyl, fluorinated C1-C8 alkyl, C3-C8 cycloalkyl, fluorinated C3-C8 cycloalkyl, (CH2)1-4ORc, (CH2)1-4N(Rc)2, (CH2)1-4CN, (CH2)0-4CO2Rc, (CH2)0-4CON(Rc)2, (CH2)0-4SO2Rc, or (CH2)0-4SO2N(Rc)2; R4 is phenyl, substituted phenyl, naphthyl, substituted naphthyl, pyridyl, thienyl, furanyl, substituted pyridyl, substituted thienyl, or substituted furanyl; wherein the substituents on the substituted phenyl are independently selected from halogen, cyano, ORc, (CH2)0-3CON(Rc)2, (CH2)0-3CO2Rc, methylenedioxy when the phenyl ring is di-substituted and the substituents are on adjacent carbon atoms, C1-C4 alkyl and fluorinated C1-C4 alkyl; and wherein the substituents on the substituted naphthyl, pyridyl, thienyl, or furanyl are independently selected from phenyl, ORc, halogen, C1-C4 alkyl, fluorinated C1-C4 alkyl, C3-C8 cycloalkyl and fluorinated C3-C8 cycloalkyl; R5 is hydrogen, cyano, ORc, CO2Rc, CON(Rc)2, tetrazole, isooxadiazole, phenyl, or substituted phenyl; wherein the substituents on the substituted phenyl are independently selected from halogen, cyano, (CH2)0-3CON(Rc)2, (CH2)0-3CO2Rc, ORc, methylenedioxy when the phenyl ring is di-substituted and the substituents are on adjacent carbon atoms, C1-C4 alkyl and fluorinated C1-C4 alkyl; R6 and R7 are each independently selected from hydrogen, C1-C8 alkyl, C3-C8 cycloalkyl, fluorinated C1-C8 alkyl and fluorinated C3-C8 cycloalkyl; R8 is phenyl, substituted phenyl, naphthyl, substituted naphthyl, pyridyl, substituted pyridyl, pyridyl N-oxide (Nâ†’O), substituted pyridyl N-oxide, pyrazinyl, substituted pyrazinyl, thienyl, substituted thienyl, thiazolyl, substituted thiazolyl, furanyl, substituted furanyl, quinazolinyl, or substituted quinazolinyl; wherein the substituents on the phenyl are independently selected from halogen, cyano, nitro, ORc, N(Rc)2, NRcCORc, NRcCON(Rc)2, NRcSO2Rc, NRcSO2N(Rc)2, (CH2)0-4CO2Rc, (CH2)0-4CON(Rc)2, (CH2)0-4SO2N(Rc)2, (CH2)0-4SO2Rc, C1-4 alkyl and fluorinated C1-C4 alkyl; and wherein the substituents on the substituted naphthyl, pyridyl, pyrazinyl, thienyl, thiazolyl, furanyl, or quinazolinyl are independently selected from cyano, nitro, N(Rc)2, (CH2)0-4CO2Rc, (CH2)0-4CON(Rc)2, (CH2)0-4SO2N(Rc)2, (CH2)0-4SO2Rc, phenyl, ORc, halogen, C1-C4 alkyl, fluorinated C1-C4 alkyl, C3-C8 cycloalkyl and fluorinated C3-C8 cycloalkyl; R10 is hydrogen, cyano, ORc, CO2Rc, CON(Rc)2, tetrazole, isooxadiazole, phenyl, substituted phenyl, naphthyl, substituted naphthyl, pyridyl, substituted pyridyl, thienyl, substituted thienyl, furanyl, or substituted furanyl; wherein the substituents on the substituted phenyl are independently selected from halogen, cyano, nitro, ORc, (CH2)0-4CO2Rc, (CH2)0-4CON(Rc)2, N(Rc)2, NRcCORc, NRcCON(Rc)2, NRcSO2Rc, NRcSO2N(Rc)2, (CH2)0-4SO2N(Rc)2, (CH2)0-4SO2Rc, C1-C4 alkyl and fluorinated C1-C4 alkyl; and wherein the substituents on the substituted naphthyl, pyridyl, thienyl, or furanyl are independently selected from (CH2)0-4CO2Rc, (CH2)0-4CON(Rc)2, (CH2)0-4SO2N(Rc)2, (CH2)0-4SO2Rc, phenyl, ORc, halogen, C1-C4 alkyl, fluorinated C1-C4 alkyl and C3-C8 cycloalkyl; R13, R14, R15 and R16 are each independently selected from hydrogen, C1-C8 alkyl, fluorinated C1-C8 alkyl, C3-C8 cycloalkyl, fluorinated C3-C8 cycloalkyl, and (CH2)2-4ORc; R18 and R20 are each independently selected from hydrogen and ORd; Ra is hydrogen, C1-C8 alkyl, fluorinated C1-C8 alkyl, or C3-C8 cycloalkyl; Rb is C1-C8 alkyl, fluorinated C1-C8 alkyl, C3-C8 cycloalkyl, or fluorinated C3-C8 cycloalkyl; Rc is hydrogen, C1-C8 alkyl, fluorinated C1-C8 alkyl, C3-C8 cycloalkyl, or fluorinated C3-C8 cycloalkyl; Rd is hydrogen, C1-C8 alkyl, C3-C8 cycloalkyl, or (CH2)0-4CF3; m, n, o, and p are each independently integers from 0 to 3; q1 is an integer from 0 to 5; u and v are each independently integers from 0 to 3; provided that u and v are not both zero; and further provided that when u=0, Z is selected from CH2, CHF, CHRb, C(Rb)2, CF2, CHCHF2 and C&boxH;CF2; and w is an integer from 0 to 3, provided that when w is 0, R20 is hydrogen; or a pharmaceutically acceptable salt thereof.