Substituted pyridinones

A compound of the formula:

• or a pharmaceutically acceptable salt thereof, wherein
• R1 is halogen substituted with 1, 2, 3, 4, or 5 groups that are independently halogen, —(C1-C6)alkyl-N(R)—CO2R30, haloalkyl, heteroaryl, heteroarylalkyl, —NR6R7, R6R7N—(C1-C6 alkyl)-, —C(O)NR6R7, —(C1-C4)alkyl-C(O)NR6R7, —(C1-C4 alkyl)-NRC(O)NR16R17, haloalkoxy, alkyl, CN, hydroxyalkyl, dihydroxyalkyl, alkoxy, alkoxycarbonyl, phenyl, —SO2-phenyl wherein the phenyl and —SO2-phenyl groups are optionally substituted with 1, 2, or 3 groups that are independently halogen or NO2, or —OC(O)NR6R7, wherein
• R16 and R17 are independently H or C1-C6 alkyl;
• or
• R16, R17 and the nitrogen to which they are attached form a morpholinyl ring;
• R6 and R7 are independently at each occurrence H, alkyl, hydroxyalkyl, dihydroxyalkyl, alkoxy, alkanoyl, arylalkyl, arylalkoxy, alkoxycarbonyl, —SO2-alkyl, OH, alkoxy, alkoxyalkyl, arylalkoxycarbonyl, —(C1-C4)alkyl-CO2-alkyl, heteroarylalkyl, or arylalkanoyl, wherein each is unsubstituted or substituted with 1, 2, or 3 groups that are independently, halogen, OH, SH, heterocycloalkyl, heterocycloalkylalkyl, C3-C7 cycloalkyl, alkoxy, NH2, NH(alkyl), N(alkyl)(alkyl), —O-alkanoyl, alkyl, haloalkyl, carboxaldehyde, or haloalkoxy;
• or
• R6, R7, and the nitrogen to which they are attached form a morpholinyl, pyrrolidinyl, thiomorpholinyl, thiomorpholinyl S-oxide, thiomorpholinyl S,S-dioxide, piperidinyl, pyrrolidinyl, or piperazinyl ring which is optionally substituted with 1 or 2 groups that are independently C1-C4 alkyl, alkoxycarbonyl, C1-C4 alkoxy, hydroxyl, hydroxyalkyl, dihydroxyalkyl, or halogen;
• R30 is C1-C6 alkyl optionally substituted with 1 or 2 groups that are independently OH, SH, halogen, amino, monoalkylamino, dialkylamino or C3-C6 cycloalkyl;
• R3 is H, halogen, alkoxycarbonyl, arylalkoxycarbonyl, aryloxycarbonyl, arylalkyl, —OC(O)NH(CH2)naryl, arylalkoxy, —OC(O)N(alkyl)(CH2)naryl, aryloxy, arylthio, thioalkoxy, arylthioalkoxy, alkenyl, —NR6R7, NR6R7—(C1-C6)alkyl, or alkyl, wherein
• the aryl portion of arylalkoxycarbonyl, aryloxycarbonyl, arylalkyl, —OC(O)NH(CH2)naryl, arylalkoxy, —OC(O)N(alkyl)(CH2)naryl, and arylthioalkoxy, is unsubstituted or substituted with 1, 2, 3, 4, or 5 groups that are independently, halogen, alkoxy, alkyl, haloalkyl, or haloalkoxy,
• wherein n is 0, 1, 2, 3, 4, 5, or 6;
• or
• R4 is alkyl unsubstituted or substituted with one or two groups that are independently CO2R, —CO2—(C1-C6)alkyl, —C(O)NR6R7, —C(O)R6, —N(R30)C(O)NR16R17, —N(R30)C(O)—(C1-C6)alkoxy, or —NR6R7, arylalkoxy, arylalkyl, heteroaryl, heteroarylalkyl, hydroxyalkyl, dihydroxyalkyl, haloalkyl, R6R7N—(C1-C6 alkyl)-, —NR6R7, alkoxy, carboxaldehyde, —C(O)NR6R7, CO2R, alkoxyalkyl, or alkoxyalkoxy, wherein the heteroaryl or aryl portions of is the above are unsubstituted or substituted with 1, 2, 3, 4, or 5 groups that are independently halogen, hydroxy, alkoxy, alkyl, —CO2—(C1-C6)alkyl, —CONR6R7, —NR6R7, R6R7N—(C1-C6)alkyl-, nitro, haloalkyl, or haloalkoxy;
• and
• R5 is H, aryl, arylalkyl, arylthioalkyl, alkyl optionally substituted with 1, 2, or 3 groups that are independently arylalkoxycarbonyl, —NR8R9, halogen, —C(O)NR8R9, alkoxycarbonyl, C3-C7 cycloalkyl, or alkanoyl, alkoxy, alkoxyalkyl optionally substituted with one trimethylsilyl group, amino, alkoxycarbonyl, hydroxyalkyl, dihydroxyalkyl, alkynyl, —SO2-alkyl, alkoxy optionally substituted with one trimethylsilyl group, heterocycloalkylalkyl, cycloalkyl, cycloalkylalkyl, -alkyl-S-aryl, -alkyl-SO2-aryl, heteroarylalkyl, heterocycloalkyl, heteroaryl, or alkenyl optionally substituted with alkoxycarbonyl, wherein
• each of the above is unsubstituted or substituted with 1, 2, 3, 4, or 5 groups that are independently alkyl, halogen, alkoxy, hydroxyalkyl, dihydroxyalkyl, arylalkoxy, thioalkoxy, alkoxycarbonyl, arylalkoxycarbonyl, CO2R, CN, OH, hydroxyalkyl, dihydroxyalkyl, amidinooxime, —NR6R7, —NR8R9, R6R7N—(C1-C6 alkyl)-, carboxaldehyde, SO2 alkyl, —SO2H, —SO2NR6R7, alkanoyl wherein the alkyl portion is optionally substituted with OH, halogen or alkoxy, —C(O)NR6R7, —(C1-C4 alkyl)-C(O)NR6R7, amidino, haloalkyl, —(C1-C4 alkyl)-NR15C(O)NR16R17, —(C1-C4 alkyl)-NR15C(O)R18, —O—CH2—O, —O—CH2CH2—O—, or haloalkoxy;
• wherein
• R15 is H or C1-C6 alkyl;
• and
• R18 is C1-C6 alkyl optionally substituted with —O—(C2-C6 alkanoyl, C1-C6 hydroxyalkyl, C1-C6 dihydroxyalkyl, C1-C6 alkoxy, C1-C6 alkoxy C1-C6 alkyl;
• amino C1-C6 alkyl, mono or dialkylamino C1-C6 alkyl.