Pyrimidine derivatives
AssigneeTularik Inc.
InventorsTimothy D. Cushing, Heather L. Mellon, Juan C. Jaen, John A. Flygare, Shi-Chang Miao, Xiaoqi Chen, Jay P. Powers
Life of this patent
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Abstract
Compounds and compositions are provided which are useful for the treatment of viral infections, particularly human Cytomegalovirus infection. The compounds include novel pyrimidine-based derivatives.
Claims84
A compound having the formula:
- wherein
- X is —NR3R4;
- Y is —N(R6)—;
- R1 is a member selected from the group consisting of —NO2, —C(O)R9, —CO2R10, —C(O)NR7R8, —S(O)mNR7R8, and —CN;
- R2 is a member selected from the group consisting of hydrogen alkyl, —O-alkyl, —S-alkyl, halogen and cyano;
- R3 and R4 are taken together with the nitrogen atom to which each is attached to form a 5-membered ring containing from one to three heteroatoms in the ring;
- R5 is a member selected from the group consisting of alkyl, aryl and arylalkyl;
- R6 is a member selected from the group consisting of hydrogen, alkyl, aryl and arylalkyl;
- or is combined with R5 and the nitrogen atom to which R5 and R6 are attached to form a 5-, 6-, 7- or 8-membered ring;
- R7 and R8 are members independently selected from the group consisting of hydrogen and alkyl;
- R9 and R10 are members independently selected from the group consisting of hydrogen, alkyl, aryl and arylalkyl;
- m is an integer of from 1 to 2;
- and
- said compound having a molecular weight of from about 150 to about 750, with the proviso that —Y—R5 is other than an imidazole ring.
A compound in accordance with claim 18, wherein R5 is selected from the group consisting of:
A pharmaceutical composition comprising a pharmaceutically acceptable excipient and a compound having the formula:
- wherein
- X is —NR3R4;
- Y is —N(R6)—;
- R1 is a member selected from the group consisting of —NO2, —C(O)R9, —CO2R10, —C(O)NR7R8, and —CN;
- R2 is a member selected from the group consisting of hydrogen, alkyl, —O-alkyl, —S-alkyl, halogen and cyano;
- R3 and R4 are taken together with the nitrogen atom to which each is attached to form a 5-membered ring containing from one to three heteroatoms in the ring;
- R5 is a member selected from the group consisting of alkyl, aryl and arylalkyl;
- R6 is a member selected from the group consisting of hydrogen, alkyl, aryl and arylalkyl;
- or is combined with R5 and the nitrogen atom to which R5 and R6 are attached to form a 5-, 6-, 7- or 8-membered ring;
- R7 and R8 are members independently selected from the group consisting of hydrogen and alkyl;
- R9 and R10 are members independently selected from the group consisting of hydrogen, alkyl, aryl and arylalkyl;
- m is an integer of from 1 to 2;
- and
- said compound having a molecular weight of from about 150 to about 750, with the proviso that —Y—R5 is other than an imidazole ring.
A method for preventing or suppressing a viral infection in a mammal, comprising administering to said mammal a viral infection suppressing amount of a compound having the formula:
- wherein
- X is —NR3R4;
- Y is —N(R6)—;
- R1 is a member selected from the group consisting of —NO2, —C(O)R9, —CO2R10, —C(O)NR7R8, —S(O)mNR7R8, and —CN;
- R2 is a member selected from the group consisting of hydrogen, alkyl, —O-alkyl, —S-alkyl, halogen and cyano;
- R3 and R4 are taken together with the nitrogen atom to which each is attached to form a 5-membered ring containing from one to three heteroatoms in the ring;
- R5 is a member selected from the group consisting of alkyl, aryl and arylalkyl;
- R6 is a member selected from the group consisting of hydrogen, alkyl, aryl and arylalkyl;
- or is combined with R5 and the nitrogen atom to which R5 and R6 are attached to form a 5-, 6-, 7- or 8-membered ring;
- R7 and R8 are members independently selected from the group consisting of hydrogen and alkyl;
- R9 and R10 are members independently selected from the group consisting of hydrogen, alkyl, aryl and arylalkyl;
- m is an integer of from 1 to 2;
- and
- said compound having a molecular weight of from about 150 to about 750, with the proviso that —Y—R5 is other than an imidazole ring.
Dependencies are inferred from the claim text.