3-hydroxypyrimidine-2,4-dione-5-carboxamides as potent inhibitors of HIV

A compound of formula (I)

• wherein R1 is H, (C1-C6)alkyl, (C3-C6) cycloalkyl, or (C6-C12)aryl;
• R2 is benzyl, which can be unsubstituted or can be substituted with one to three occurrences of a substituent independently selected from the group consisting of fluoro, chloro, bromo, iodo, cyano, nitro, (C1-C6)alkyl, (C1-C6)alkoxy, (C1-C6)alkoxycarbonyl, (C1-C6)alkylC(═O)NH, (C1-C6)alkylNHC(═O), ((C1-C6)alkyl)2NC(═O), (C1-C6)alkylSO2, (C1-C6)alkylNHSO2, and ((C1-C6)alkyl)2NSO2;
• R3 is H, (C1-C6)alkyl, (C3-C6) cycloalkyl, or (C6-C12)aryl;
• or a pharmaceutically acceptable salt thereof;
• or
• a compound of formula (II)
• wherein R1 is H, (C1-C6)alkyl, (C3-C6) cycloalkyl, or (C6-C12)aryl;
• R2 is hydrogen, benzyl, which can be unsubstituted or can be substituted with one to three occurrences of a substituent independently selected from the group consisting of fluoro, chloro, bromo, iodo, cyano, nitro, (C1-C6)alkyl, (C1-C6)alkoxy, (C1-C6)alkoxycarbonyl, (C1-C6)alkylC(═O)NH, (C1-C6)alkylNHC(═O), ((C1-C6)alkyl)2NC(═O), (C1-C6)alkylSO2, (C1-C6)alkylNHSO2, and ((C1-C6)alkyl)2NSO2;
• R3 is H, (C1-C6)alkyl, (C3-C6) cycloalkyl, or (C6-C12)aryl or R1 and R3 can form a five- or six-membered heterocyclic ring;
• and R4 is a hydrogen or (C1-C6)alkyl;
• or a pharmaceutically acceptable salt thereof, In some embodiments, R1 and R3 can form a five- or six-membered heterocyclic ring;
• or
• a compound of formula (III)
• wherein R1 is H, (C1-C6)alkyl, (C3-C6) cycloalkyl, or (C6-C12)aryl;
• R2 is (C3-C6) cycloalkyl, or (C6-C12)aryl;
• and R3 is H, (C1-C6)alkyl, (C3-C6) cycloalkyl, or (C6-C12)aryl or R1 and R3 can form a five- or six-membered heterocyclic ring;
• or a pharmaceutically acceptable salt thereof, In some embodiments, R1 and R3 can form a five- or six-membered heterocyclic ring;
• or
• a compound of formula (IV)
• wherein R1 is H, (C1-C6)alkyl, (C3-C6) cycloalkyl, or (C6-C12)aryl;
• R2 is (C3-C6) cycloalkyl, or (C6-C12)aryl;
• R3 is H, (C1-C6)alkyl, (C3-C6) cycloalkyl, or (C6-C12)aryl or R1 and R3 can form a five- or six-membered heterocyclic ring;
• and R4 is a hydrogen or (C1-C6)alkyl;
• or a pharmaceutically acceptable salt thereof.