Phenyl heterocycles as cyclooxygenase-2 inhibitors

Details Phenyl heterocycles as cyclooxygenase-2 inhibitors Phenyl heterocycles as cyclooxygenase-2 inhibitors

C - Chemistry, Metallurgy

07

D

C07D 307/58 (2006.01) A61K 31/34 (2006.01) A61K 31/365 (2006.01) A61K 31/38 (2006.01) A61K 31/395 (2006.01) A61K 31/66 (2006.01) A61P 19/02 (2006.01) A61P 29/00 (2006.01) C07C 311/29 (2006.01) C07C 311/49 (2006.01) C07C 311/51 (2006.01) C07C 317/24 (2006.01) C07D 307/33 (2006.01) C07D 405/04 (2006.01) C07D 407/04 (2006.01) C07D 409/04 (2006.01) C07D 413/04 (2006.01) C07D 417/04 (2006.01) C07D 503/04 (2006.01) C07F 9/547 (2006.01)

Patent

CA 2176973

Compounds useful in the treatment of cyclooxygenase-2- mediated diseases are provided of formula (I): Image or a pharmaceutically acceptable salt thereof wherein: X-Y-Z- is selected from the group consisting of: (a) -CR5(R5')-O-C(O)- and (b) -C(O)-O-CR5'(R5')-' R1 is selected from the group consisting of (a) S(O)2CH3, (b) S(O)2NH2, (c) S(O)2NHC(O)CF3, (d) S(O)(NH)CH3, (e) S(O)(NH)NH2, (f) S(O)(NH)NHC(O)CF3, (g) P(O)(CH3)OH, and (h) P(O)(CH3)NH2, R2 is selected from the group consisting of (a) C1-6 alkyl, (b) C3, C4, C5, C6 and C7, cycloalkyl, (c) unsubstituted, mono-, di- or tri-substituted phenyl wherein the substituent is selected from the group consisting of (1) halo, (2) C1-6 alkoxy, (3) C1-6 alkylthio, (4) CN, (5) CF3, (6) C1-6 alkyl, (7) N3, (8) -CO2H, (9) -CO2C1-4 alkyl, (10) -C(R5)(R6)-OH, (11) -C(R5)(R6)-O-C1-4 alkyl, and (12) -C1-6 alkyl-CO2-R5; (d) unsubstituted, mono-, di- or tri-substituted heteroaryl wherein the heteroaryl is a mono-cyclic aromatic ring of 5 atoms, said ring having one hetero atom which is S, o or N, and optionally 1, 2 or 3 additionally N atoms; or the heteroaryl is a monocyclic ring of 6 atoms, said ring having one hetero atom which is N, and optionally 1,2 3 or 4 additional N atoms; and the substituents are selected from the group consisting of (1) halo, including fluoro, chloro, bromo and iodo, (2) C1-6 alkyl, (3) C1-6 alkoxy, (4) C1-6 alkylthio, (5) CN, (6) CF3, (7) N3, (8) -C (R5) (R6) -OH, and (9) -C (R5) (R6) -O-C1-4 alkyl; R5 and R6 are independently selected from: a) hydrogen, b) C1-6alkyl, or c) R5 and R6 together with the carbon to which they are attached form a monoclyclic ring of 3, 4, 5, 6 or 7 atoms; and each R5' is the same and is C1-6alkyl.

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