Substituted 5-oxo pyrazoles and [1,2,4]triazoles as antiviral agents

A compound of formula I:

• or a pharmaceutically acceptable salt or ester thereof, wherein:
• X is C(R8) or N;
• R8 is H, halo, CF3, C1–C6 alkyl, halo(C1–C6)alkyl, —OH, —SH, C1–C6 alkoxy, C1–C6 alkylthio, —NH2. —NH(C1–C6 alkyl), or —N(C1–C6 alkyl)2;
• R1 is —CO2R9, —C(O)NR9R10, —NR9SO2R10, —CN, —C(O)NR9CN, or tetrazolyl;
• R2 is cycloalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, alkyl, or cycloalkylalkyl, wherein each member of R2 is optionally substituted with 1–4 R12 moieties;
• R3 is H or C1–C6 alkyl;
• R4 is H, C1–C6 alkyl or C1–C6 alkoxy;
• R5 is H, C1–C6 alkyl or C1–C6 alkoxy;
• R6 is cycloalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, alkyl, or cycloalkylalkyl, wherein each member of R6 is optionally substituted with 1–4 R12 moieties;
• R7 is H or C1–C6 alkyl;
• or R6 and R7, when attached to the same nitrogen, are optionally taken together with the attached nitrogen to form a five to seven membered ring having 0–1 additional heteroatom selected from N, O or S, wherein said five to seven membered ring is optionally substituted with 1–3 R18 moieties;
• each R9 is independently H, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, or heteroaralkyl, wherein each member except H is optionally substituted with 1–4 R12 moieties;
• each R10 is independently H, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, or heteroaralkyl, wherein each member except H is optionally substituted with 1–4 R12 moieties;
• or R9 and R10 when attached to the same nitrogen are optionally taken together with the attached nitrogen to form a five to sixteen membered monocyclic, bicyclic or tricyclic ring having 0–2 additional heteroatoms selected from N, O or S, wherein said monocyclic, bicyclic or tricyclic ring is optionally substituted with 1–3 R18 moieties;
• each R12 is independently halo, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, —CN, —CF3, —OR13, —SR13, —C(O)R13, —C(S)R13, —C(O)OR13, —C(S)OR13, —OC(O)R13, —OC(S)R13, —C(O)NR13R14, —C(S)NR13R14, —C(O)NR13OR14, —C(S)NR13OR14, —C(O)NR13NR13R14, —C(S)NR13NR13R14, —C(S)NR13OR14, —C(O)SR13, —NR13R14, —NR13C(O)R14, —NR13C(S)R14, —NR13C(O)OR14, —NR13C(S)OR14, —OC(O)NR13R14, —OC(S)NR13R14, —NR13C(O)NR13R14, —NR13C(S)NR13R14, —NR13C(O)NR13R14, —NR13C(S)NR13OR14, —SO2R13, —S(O)1-2NR13R14, —N(R13)SO2R14, —N(R13)SO2NR13R14, —S(O)1-2NR13OR14, —OCF3, —SCF3, haloalkyl, ═O, ═S, NO2, —C(O)C(O)R13, —C(O)CH2C(O)R13, methylenedioxy, or ethylenedioxy, wherein each of said alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl or heteroaralkyl is optionally substituted with 1–4 R5 moieties;
• each R13 is independently H, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, or heteroaralkyl, wherein each member of R13 except H is optionally substituted with 1–4 R15 moieties;
• each R14 is independently H, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, or heteroaralkyl, wherein each member of R14 except H is optionally substituted with 1–4 R15 moieties;
• or R13 and R14, when attached to the same nitrogen, are optionally taken together with the attached nitrogen to form a five to seven membered ring having 0–1 additional heteroatom selected from N, O or S, wherein said five to seven membered ring is optionally substituted with 1–3 R18 moieties;
• each R15 is independently halo, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, —CN, —CF3, —OR16, —SR16, —C(O)R16, —C(S)R16, —C(O)OR16, —C(S)OR16, —OC(O)R16, —OC(S)R16, —C(O)NR16R17, —C(S)NR16R17, —C(O)NR16OR17, —C(S)NR16OR17, —C(O)NR16NR16 R17, —C(S)NR16NR16R17, —C(S)NR16OR17, —C(O)SR16, —NR16R17, —NR16C(O)R17, —NR16C(S)R17, —NR16C(O)OR17, —NR16C(S)OR17, —OC(O)NR16R17, —OC(S)NR16R17, —NR16C(O)NR16R17, —NR16C(S)NR16R17, —NR16C(O)NR16OR17, —NR16C(S)NR16OR17, —SO2R16, —S(O)1-2NR16R17, —N(R18)SO2R17, —S(O)1-2NR16OR17, —OCF3, —SCF3, haloalkyl, ═O, ═S, NO2, —C(O)C(O)R16, —C(O)CH2C(O)R16, methylenedioxy, or ethylenedioxy, wherein each of said alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl or heteroaralkyl is optionally substituted with 1–3 R18 moieties;
• each R16 is independently H, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl or heteroaralkyl, wherein each member of R16 is optionally substituted with 1–3 R18;
• each R17 is independently H, alkyl, cycloalkyl, cyoloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl or heteroaralkyl, wherein each member of R16 is optionally substituted with 1–3 R18;
• or R16 and R17, when attached to the same nitrogen, are optionally taken together with the attached nitrogen to form a five to seven membered ring having 0–1 additional heteroatom selected from N, O or S, wherein said five to seven membered ring is optionally substituted with 1–3 R16 moieties;
• each R18 is halo, ═O, ═S, NO2, alkyl, —OR20, —CN, —NR19R20, —C(O)R20, —C(O)OR20, —C(O)NR19R20, —CF3, or —N(R19)C(O)R20;
• each R19 is independently H or alkyl;
• and
• each R20 is independently H or alkyl.