Patent ID: 6369056
Filing Date: 2002-04-09
Classification: A61P,C07D

Abstract:
A compound of the formula: wherein:A, B and D are N or CH, with the proviso that one of A, B and D is N; Q is O or S; R1 and R2 are independent substituents selected from the group consisting of H, C1 to C6 alkyl, substituted C1 to C6 alkyl, C2 to C6 alkenyl, substituted C2 to C6 alkenyl, C2 to C6 alkynyl, substituted C2 to C6 alkynyl, C3 to C8 cycloalkyl, substituted C3 to C8 cycloalkyl, aryl, substituted aryl, heterocyclic, substituted heterocyclic, CORA, and NRBCORA; RA is H, C1 to C3 alkyl, substituted C1 to C3 alkyl, aryl, substituted aryl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 aminoalkyl, or substituted C1 to C3 aminoalkyl; RB is H, C1 to C3 alkyl, or substituted C1 to C3 alkyl; R3 is H, OH, NH2, C1 to C6 alkyl, substituted C1 to C6 alkyl, C3 to C6 alkenyl, substituted C3 to C6 alkenyl, or CORC; RC is H, C1 to C3 alkyl, substituted C1 to C3 alkyl, aryl, substituted aryl, C1 to C4 alkoxy, substituted C1 to C4 alkoxy, C1 to C4 aminoalkyl, or substituted C1 to C4 aminoalkyl; R4 is selected from the group consisting of a), b), c), and d): a) a trisubstituted benzene ring having the substituents X, Y and Z and having the structure shown below: X is selected from the group consisting of halogen, CN, C1 to C3 alkyl, substituted C1 to C3 alkyl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 thioalkoxy, substituted C1 to C3 thioalkoxy, amino, C1 to C3 aminoalkyl, substituted C1 to C3 aminoalkyl, NO2, C1 to C3 perfluoroalkyl, 5 or 6 membered heterocyclic ring having in its backbone 1 to 3 heteroatoms, CORD, OCORD, and NRECORD; RD is H, C1 to C3 alkyl, substituted C1 to C3 alkyl, aryl, substituted aryl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 aminoalkyl, or substituted C1 to C3 aminoalkyl; RE is H, C1 to C3 alkyl, or substituted C1 to C3 alkyl; Y and Z are independent substituents selected from the group consisting of halogen, CN, NO2, C1 to C3 alkoxy, C1 to C3 alkyl, and C1 to C3 thioalkoxy; b) a mono-substituted or disubstituted benzene ring having the substituents X, Y and Z and of the structure as shown below: X is selected from the group consisting of C1 to C3 thioalkoxy, substituted C1 to C3 thioalkoxy, NO2, C1 to C3 perfluoroalkyl, 5 or 6 membered heterocyclic ring having in its backbone 1 to 3 heteroatoms, CORDâ€², OCORDâ€², and NRECORDâ€²; RDâ€² is selected from the group consisting of H, C2 to C3 alkyl, substituted C2 to C3 alkyl, aryl, substituted aryl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 aminoalkyl, and substituted C1 to C3 aminoalkyl; Y and Z are independent substituents selected from the group consisting of H, NO2, and C1 to C3 thioalkoxy; wherein at least one of Y or Z is H; c) a five or six membered ring having in its backbone 1, 2, or 3 heteroatoms selected from the group consisting of SO and SO2 and having one or two independent substituents selected from the group consisting of H, halogen, CN, NO2, C1 to C3 alkyl, C1 to C3 alkoxy, C1 to C3 aminoalkyl, CORF, and NRGCORF; RF is H, C1 to C3 alkyl, substituted C1 to C3 alkyl, aryl, substituted aryl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 aminoalkyl, or substituted C1 to C3 aminoalkyl; RG is H, C1 to C3 alkyl, or substituted C1 to C3 alkyl; and d) a five or six membered ring having in its backbone 1, 2, or 3 heteroatoms selected from the group consisting of O and S and having one or two independent substituents selected from the group consisting of NO2, CORF, and NRGCORF; wherein if said ring is substituted with one NO2, CORF, or NRGCORF substituent, said second substituent may be selected from the group consisting of halogen, CN, NO2, C1 to C3 alkyl, C1 to C3 alkoxy, C1 to C3 aminoalkyl, CORFâ€², and NRGCORFâ€²; RFâ€² is C2 to C3 alkyl, substituted C2 to C3 alkyl, aryl, substituted aryl, C1 to C3 alkoxy, substituted C1 to C3 alkoxy, C1 to C3 aminoalkyl, or substituted C1 to C3 aminoalkyl; W is O; or a pharmaceutically acceptable salt thereof.