Patent ID: 6495565
Filing Date: 2002-12-17
Classification: A61P,C07D

Abstract:
A compound of formula I: or a stereoisomer or pharmaceutically acceptable salt form thereof, wherein;A is selected from â€”COR5, â€”CO2H, â€”CO2R6, â€”C(O)NHOH, â€”C(O)NHOR5, â€”C(O)NHOR6, â€”NHRa, â€”N(OH)COR5, and â€”N(OH)CHO; X is absent; Z is phenyl substituted with 0-5 Rb; Ua is O; Xa is selected from C1-10 alkylene, C2-10 alkenylene, and C2-10 alkynylene; Ya is absent; Za is quinolinyl substituted with 0-5 Rc; R1 is selected from H, C1-4 alkyl, phenyl, and benzyl; R2 is selected from Q, C1-6 alkylene-Q, C2-6 alkenylene-Q, C2-6 alkynylene-Q, (CRaRa1)r1O(CRaRa1)râ€”Q, (CRaRa1)r1NRa(CRaRa1)râ€”Q , (CRaRa1)r1(O)(CRaRa1)râ€”Q, (CRaRa1)r1C(O)O(CRaRa1)râ€”Q, (CRaRa1)r1OC(O)(CRaRa1)râ€”Q, (CRaRa1)r1C(O)NRaRa1, (CRaRa1)r1C(O)NRa(CRaRa1)râ€”Q, (CRaRa1)r1NRaC(O)(CRaRa1)râ€”Q, (CRaRa1)r1OC(O)O(CRaRa1)râ€”Q, (CRaRa1)r1OC(O)NRa(CRaRa1)râ€”Q, (CRaRa1)r1NRaC(O)(CRaRa1)râ€”Q, (CRaRa1)r1NRaC(O)NRa(CRaRa1)râ€”Q, (CRaRa1)r1S(O)p(CRaRa1)râ€”Q, (CRaRa1)r1SO2NRa(CRaRa1)râ€”Q, (CRaRa1)r1NRaSO2(CRaRa1)râ€”Q, and (CRaRa1)r1NRaSO2NRa(CRaRa1)râ€”Q; Q is selected from H, a C3-13 carbocycle substituted with 0-5 Rd and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p and substituted with 0-5 Rd; R3 is selected from Q1, C1-6 alkylene-Q1, C2-6 alkenylene-Q1, C2-6 alkynylene-Q1, (CRaRa1)r1O(CH2)râ€”Q1, (CRaRa1)r1NRa(CRaRa1)râ€”Q1, (CRaRa1)r1NRaC(O)(CRaRa1)râ€”Q1, (CRaRa1)r1C(O)NRa(CRaRa1)râ€”Q1, (CRaRa1)r1C(O)(CRaRa1)râ€”Q1, (CRaRa1)r1C(O)O(CRaRa1)râ€”Q1, (CRaRa1)r1S(O)p(CRaRa1)râ€”Q1, and (CRaRa1)r1SO2NRa(CRaRa1)râ€”Q1; Q1 is selected from H, a C3-13 carbocycle substituted with 0-5 Rd and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p and substituted with 0-5 Rd; R4 is selected from H, C1-6 alkyl substituted with 0-1 Rb, C2-6 alkenyl substituted with 0-1 Rb, and C2-6 alkynyl substituted with 0-1 Rb; R4a is selected from H, C1-6 alkyl substituted with 0-1 Rb, C2-6 alkenyl substituted with 0-1 Rb, and C2-6 alkynyl substituted with 0-1 Rb; alternatively, R1 and R2 together with the carbon and nitrogen atoms to which they are attached combine to form a 3-10 membered heterocyclic ring comprising carbon atoms and, in addition to the nitrogen atom to which R1 is attached, 0-2 ring heteroatoms selected from O, N, NRc, and S(O)p and substituted with 0-3 Rc; alternatively, R1 and R3 together with the carbon and nitrogen atoms to which they are attached combine to form a 4-6 membered heterocyclic ring comprising carbon atoms and, in addition to the nitrogen atom to which R1 is attached, 0-1 ring heteroatoms selected from O, N, NRc, and S(O)p and substituted with 0-1 Rc; alternatively, R3 and R4a together with the carbon atom to which they are attached combine to form a 3-10 membered carbocyclic or heterocyclic ring comprising carbon atoms and 0-2 ring heteroatoms selected from O, N, NRc, and S(O)p and substituted with 0-3 Rc; provided that from 0-2 of R1 and R2, R1 and R3, and R3 and R4a combine to form a ring; Ra, at each occurrence, is independently selected from H, C1-6 alkyl, phenyl, and benzyl; Ra1, at each occurrence, is independently selected from H, C1-6 alkyl substituted with 0-1 Rc1, C2-6 alkenyl substituted with 0-1 Rc1, C2-6 alkynyl substituted with 0-1 Rc1, and â€”(CH2)r-3-8 membered carbocyclic or heterocyclic ring comprising carbon atoms and 0-2 ring heteroatoms selected from N, NRc1, O, and S(O)p and substituted with 0-3 Rc1; alternatively, Ra and Ra1 when attached to a nitrogen are taken together with the nitrogen to which they are attached form a 5 or 6 membered heterocycle comprising carbon atoms and from 0-1 additional heteroatoms selected from N, NRa2, O, and S(O)p; Ra2, at each occurrence, is independently selected from C1-4 alkyl, phenyl, and benzyl; Ra3, at each occurrence, is independently selected from H, C1-6 alkyl substituted with 0-1 Rc1, C2-6 alkenyl substituted with 0-1 Rc1, C2-6 alkynyl substituted with 0-1 Rc1, and â€”(CH2)r-3-8 membered carbocyclic or heterocyclic ring comprising carbon atoms and 0-2 ring heteroatoms selected from N, NRc1, O, and S(O)p and substituted with 0-3 Rc1; Rb, at each occurrence, is independently selected from C1-6 alkyl substituted with 0-1 Rc1, ORa, Cl, F, Br, I, &boxH;O, â€”CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, C(S)NRaRa1, NRaC(O)NRaRa1, OC(O)NRaRa1, NRaC(O)ORa, S(O)2NRaRa1, NRaS(O)2Ra3, NRaS(O)2NRaRa1, OS(O)2NRaRa1, NRaS(O)2Ra3, S(O)pRa3, CF3, and CF2CF3; Rc, at each occurrence, is independently selected from H, C1-6 alkyl substituted with 0-2 Rc1, C2-6 alkenyl substituted with 0-2 Rc1, C2-6 alkynyl substituted with 0-2 Rc1, ORa, Cl, F, Br, I, &boxH;O, â€”CN, NO2, (CRaRa1)r1NRaRa1, CF3, CF2CF3, (CRaRa1)r1C(&boxH;NCN)NRaRa1, (CRaRa1)r1C(&boxH;NRa)NRaRa1, (CRaRa1)r1C(&boxH;NORa)NRaRa1, (CRaRa1)r1C(O)NRaOH, (CRaRa1)r1C(O)Ra1, (CRaRa1)r1C(O)ORa1, (CRaRa1)r1C(S)ORa1, (CRaRa1)r1C(O)NRaRa1, (CRaRa1)r1NRaC(O)Ra1, (CRaRa1)r1C(S)NRaRa1, (CRaRa1)r1OC(O)NRaRa1, (CRaRa1)r1NRaC(O)ORa1, (CRaRa1)r1NRC(O)NRaRa1, (CRaRa1)r1S(O)pRa3, (CRaRa1)r1SO2NRaRa1, (CRaRa1)r1NRaSO2Ra3, and (CRaRa1)r1NRaSO2NRaRa1, C3-10 carbocycle substituted with 0-2 Rc1, (CRaRa1)r1â€”C3-10 carbocycle substituted with 0-2 Rc1, a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p and substituted with 0-2 Rc1, and (CRaRa1)r1-5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p and substituted with 0-2 Rcl; Rc1, at each occurrence, is independently selected from H, C1-4 alkyl, ORa, Cl, F, Br, I, &boxH;O, CF3, â€”CN, NO2, C(O)ORa, and C(O)NRaRa; Rd, at each occurrence, is independently selected from C1-6 alkyl, ORa, Cl, F, Br, I, &boxH;O, â€”CN, NO2, NRaRa1, C(O)Ra, C(O)ORa, C(O)NRaRa1, C(S)NRaRa1, RaNC(O)NRaRa1, OC(O)NRaRa1, RaNC(O)O, S(O)2NRaRa1, NRaS(O)2Ra3, NRaS(O)2NRaRa1, OS(O)2NRaRa1, NRaS(O)2Ra3, S(O)pRa3, CF3, CF2CF3, C3-10 carbocycle and a 5-14 membered heterocycle comprising carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p; R5, at each occurrence, is selected from C1-10 alkyl substituted with 0-2 Rb, and C1-8 alkyl substituted with 0-2 Re; Re, at each occurrence, is selected from phenyl substituted with 0-2 Rb and biphenyl substituted with 0-2 Rb; R6, at each occurrence, is selected from phenyl, naphthyl, C1-10 alkyl-phenyl-C1-6 alkyl-, C3-11 cycloalkyl, C1-6 alkylcarbonyloxy-C1-3 alkyl-, C1-6 alkoxycarbonyloxy-C1-3 alkyl-, C2-10 alkoxycarbonyl, C3-6 cycloalkylcarbonyloxy-C1-3 alkyl-, C3-6 cycloalkoxycarbonyloxy-C1-3 alkyl-, C3-6 cycloalkoxycarbonyl, phenoxycarbonyl, phenyloxycarbonyloxy-C1-3 alkyl-, phenylcarbonyloxy-C1-3 alkyl-, C1-6 alkoxy-C1-6 alkylcarbonyloxy-C1-3 alkyl-, [5-(C1-C5 alkyl)-1,3-dioxa-cyclopenten-2-one-yl]methyl, [5-(Ra)-1,3-dioxa-cyclopenten-2-one-yl]methyl, (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyl, â€”C1-10 alkyl-NR7R7a, â€”CH(R8)OC(&boxH;O)R9, and â€”CH(R8)OC(&boxH;O)OR9; R7 is selected from H and C1-10 alkyl, C2-6 alkenyl, C3-6 cycloalkyl-C1-3 alkyl-, and phenyl-C1-6 alkyl-; R7a is selected from H and C1-10 alkyl, C2-6 alkenyl, C3-6 cycloalkyl-C1-3 alkyl-, and phenyl-C1-6 alkyl-; R8 is selected from H and C1-4 linear alkyl; R9 is selected from H, C1-8 alkyl substituted with 1-2 Rf, C3-8 cycloalkyl substituted with 1-2 Rf, and phenyl substituted with 0-2 Rb; Rf, at each occurrence, is selected from C1-4 alkyl, C3-8 cycloalkyl, C1-5 alkoxy, and phenyl substituted with 0-2 Rb; p, at each occurrence, is selected from 0, 1, and 2; r, at each occurrence, is selected from 0, 1, 2, 3, and 4; and, r1, at each occurrence, is selected from 0, 1, 2, 3, and 4.