Pyrones as inhibitors of cyclooxygenase-2

A compound of Formula I:

• 40
• or a pharmaceutically acceptable salt thereof wherein:
• X is selected from the group consisting of:
• (a) a bond,
• (b) —(CH2)m—, wherein m 1 or 2,
• (c) —C(O)—,
• (d) —O—,
• (e) —S—, and
• (f) —N(R5)—;
• R1 is selected from the group consisting of:
• (a) C1-10alkyl, optionally substituted with 1-3 substituents independently selected from the group consisting of:
• (1) hydroxy,
• (2) halo,
• (3) C1-10alkoxy,
• (4) C1-10alkylthio, and
• (5) CN,
• (b) phenyl or naphthyl, and
• (c) heteroaryl, which is comprised of a monocyclic aromatic ring of 5 atoms having one hetero atom which is S, O or N, and optionally 1, 2, or 3 additional N atoms;
• or
• a monocyclic ring of 6 atoms having one hetero atom which is N, and optionally 1, 2, or 3 additional N atoms,
• wherein groups (b) and (c) above are each optionally substituted with 1-3 substituents independently selected from the group consisting of:
• (1) halo,
• (2) C1-10alkoxy,
• (3) C1-10alkylthio,
• (4) CN,
• (5) C1-10alkyl, optionally substituted to its maximum with halo, and
• (6) N3;
• R2 is selected from the group consisting of
• (a) C1-6alkyl, optionally substituted to its maximum with halo,
• (b) NH2, and
• (c) NHC(O)C1-10alkyl, optionally substituted to its maximum with halo;
• R3 and R4 are each independently selected from the group consisting of:
• (a) hydrogen,
• (b) halo, and
• (c) C1-6alkyl, optionally substituted to its maximum with halo;
• and
• R5 is selected from the group consisting of:
• (a) hydrogen and
• (b) C1-6alkyl, optionally substituted to its maximum with halo.