Patent ID: 6699860
Filing Date: 2004-03-02
Classification: A61P,C07D

Abstract:
A compound of Formula I whereinR is hydroxy, oxo, halo, cyano, nitro, C1-C10 alkyl optionally substituted with phenyl, C1-C10 haloalkyl, CF3, NR1R1, SR1, OR1, SO2R2, OCOR2, NR1COR2, COR2, NR1SO2R2, phenyl, or a 5- or 6-membered heterocycle with 1 to 4 heteroatoms selected independently from O, S, and N, each phenyl or heterocycle being optionally substituted with hydroxy, R1, halo, cyano, NR1R1, SR1, CF3, OR1, C3-C8 cycloalkyl, NR1COR2, COR2, SO2R2, OCOR2, NR1SO2R2, C1-C10 alkyl, or C1-C10 alkoxy; R1 is hydrogen, (CH2)dâ€”-Oâ€”(CH2)dR5, where each d is selected independently, or C1-C10 alkyl optionally substituted with 1 to 4 substituents each independently selected from hydroxy, halo, CO2C1-C4 alkyl, CO2H, S(O)bC1-C10 alkyl, C1-C10 alkoxy, and phenyl optionally substituted with CO2C1-C4 alkyl or CO2H, or C3-C8 cycloalkyl, phenyl, or naphthyl, each optionally substituted with 1 to 4 substituents each independently selected from halo, nitro, oxo, C1-C10 alkyl, C1-C10 alkoxy, and C1-C10 alkylthio; when two R1 groups are attached to N as NR1R1, these R1 groups may form together with the nitrogen to which they are attached, a heterocyclic ring containing 4 to 7 C atoms, 1 to 2 N atoms, and 0 to 1 O or S atoms; R2 is R1; OR1; NR1R1; NHS(O)bphenyl optionally substituted with C1-C4 alkyl, C1-C4 alkoxy, halo, or nitro; NHS(O)bnaphthyl; NHS(O)bC1-C10 alkyl; or a 5- or 6-membered heterocycle with one or more heteroatoms selected independently from O, S, and N, said heterocyclic moiety being optionally substituted with R1; R3 is hydrogen, C1-C10 alkyl, benzyl, or COR2; R4 is hydrogen, C1-C10 alkyl, C1-C10 alkyl-phenyl, or C1-C10 alkyl-pyridine; R5 is hydrogen or COOH; Ar is phenyl optionally fused to a cyclohexyl, phenyl, or a 5- or 6-membered heterocycle containing one or more heteroatoms each independently selected from O, S, and N, each bicyclic moiety being optionally fused to phenyl, or a 5- or 6-membered heterocycle containing one or more heteroatoms each independently selected from N, S, and O, optionally fused to phenyl; X is O or S(O)b; Y is halo, R1, OR1 SR1, CO2R1, NR1R1, S(O)b-phenyl-CO2R1, or phenyl optionally fused to another phenyl ring or to a 5- or 6-membered heterocycle containing one or more heteroatoms each independently selected from N, S, and O, or a 5- or 6-membered heterocycle containing one or more heteroatoms each independently selected from N, S, and O, optionally fused to a phenyl ring, each phenyl or heterocycle being optionally substituted with one or more substituents independently selected from COR2; halo; OR1; NR1R1; R1; C1-C10COR2; phenyl optionally substituted with halo, C1-C4 alkyl, or C1C4 alkoxy; tetrazolo; or where, when the two R4 groups attached to the same C are both alkyl, they optionally may be joined so that, when taken together with the C to which they are attached, they form a spiro ring of 3, 5, or 6 C atoms, or where the R4 attached to N and one R4 attached to the adjacent C are both alkyl, they optionally may be joined so that, taken together with the atoms to which they are attached, they form a 5- or 6-membered heterocycle; a is 0, 1,2,3,4, or 5; b is 0, 1, or 2; d is 1,2, or 3; e is 1 or 2; and pharmaceutically acceptable salts and esters thereof.