Pyridylfuran and pyridylthiophene compounds

Details Pyridylfuran and pyridylthiophene compounds Pyridylfuran and pyridylthiophene compounds

C - Chemistry, Metallurgy

07

D

C07D 409/04 (2006.01) A61K 31/44 (2006.01) A61K 31/47 (2006.01) A61K 31/495 (2006.01) A61K 31/535 (2006.01) C07D 405/04 (2006.01) C07D 405/14 (2006.01) C07D 409/14 (2006.01) C07D 413/14 (2006.01) C07D 417/14 (2006.01) C07D 471/04 (2006.01) C07D 487/04 (2006.01) C07D 491/048 (2006.01) C07D 493/04 (2006.01) C07D 495/04 (2006.01)

Patent

CA 2226039

A compound of the formula: (see formula I) and its pharmaceutically effective salts, wherein R1 and R2 are independently selected from the following: (a) hydrogen, halo, R5-, C2-6 alkenyl, C2-6 alkynyl, hydroxy-R5-, R5-O-R5-, or the like; (b) Ar-, Ar-R5-, Ar-C2-6 alkenyl, Ar-C2-6 alkynyl, Ar-O-, Ar-O-R5- or the like; (c) R5-C(O)-, -NO2, , cyano, NH2-C(O)-, R5-NH-C(O)-, (R5)2-N-C(O)-, Ar-C(O)- or the like; and (d) R5-C(O)-NH-, Ar-C(O)-NH- or the like; wherein Ar is optionally substitued aryl or heteroaryl such as phenyl and pyridyl; and wherein R5 is optionally halo-substituted C1-6 alkyl; R3 is selected from the following: (e) cyano, formyl, tetrazolyl, triazolyl, imidazolyl, oxazolyl, thiazolyl, R5-C(O)-, C2-6 alkenyl- C(O)-, C2-6 alkynyl-C(O)-, R5-C(O)-R5-, or the like; (f) R5-C(O)-NH-, Ar-C(O)-NH-, or the like; (g) R5-S-, R5-S(O)-, R5-NH-S(O)2-, or the like; and (h) Ar-C(O)-, Ar-R5- C(O)-, Ar-C2-6 alkenylene-C(O)- or the like; or two of R1, R2 and R3 together form a group of the formula -A1-B1-A2- or -A1-B1-A3-B2-A2- such as cyclic alkyl optionally substitued with oxo; R4 is hydrogen, halo, R5-C(O)- and the like; X is O, S, S(O) or S(O)2; m is 0, 1, 2, 3 or 4. The present invention also provides processes for the preparation thereof, the use thereof in treating cytokine mediated diseases and/or cell adhesion molecule (CAM) mediated diseases and pharmaceutical compositions for use in such therapy.

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