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US 6,803,374 B2Granted
Compounds useful for treating hepatitis C virus
AssigneeBristol-Myers Squibb Company
InventorsEldon Scott Priestley, Carl P. Decicco, Thomas W. Hudyma, Xiaofan Zheng
Life of this patent
Estimating the term…
Abstract
A series of compounds of Formula I are disclosed which are useful in treating viral hepatitus C.
Claims15
A compound of Formula I
- wherein:
- Q is N;
- R1 is tetrazolyl, MeCONHSO2—, PhCONHSO2—, R5O2C(CH2)0-3CONHSO2—,
- R2 is
- —CH2Ar1, —CHPh2, —CH2CO(4-FPh), —CH2CO(4-CF3Ph), or —CH2CONp where Np is naphthyl;
- R3 is C5-7cycloalkyl;
- R4 is hydrogen, Ar2, or Ar3;
- Ar1 is selected from the following group:
- phenyl, halophenyl,
- Ar2 is phenyl, naphthyl, or biphenyl, optionally substituted with 1-3 substituents selected from the group comprising halogen, C1-6 alkyl, hydroxyC1-6alkyl, C1-6alkoxy, C1-6sulfoxy, C1-2perfluoroalkyl, hydroxy, formyl, C1-6alkylcarbonyl, cyano, nitro, C1-6alkylamido, CO2R5, CONR5R5, C1-6alkylsulfonamido, and dioxolane;
- Ar3 is thienyl, furanyl, pyrrolyl, benzothiophenyl, benzofuranyl, indolyl, quinolinyl, or pyrimidinyl optionally substituted with 1-2 substituents selected from the group comprising C1-6alkyl, formyl, acetoxy, trifluoroacetoxy, and t-butoxycarbonyl;
- R5 is hydrogen or C1-6alkyl;
- R6 is halogen, methoxy, CO2R5 or CONR7R8;
- R7 and R8 are independently hydrogen, C1-6alkyl, —CH(Me)CO2R5, —(CH2)1-3CO2R5, —(CH2)1-3CONR5R5, —(CH2)1-3OH,
- or R7 and R8 taken together with the nitrogen to which they are attached form pyrrolidine, morpholine, piperidine, 4-hydroxypiperidine, piperazine, or 4-methylpiperazine;
- or a pharmaceutically acceptable salt, solvate, or prodrug thereof.
13 more elements
A compound of Formula Ia
- wherein:
- R1 is tetrazolyl or MeCONHSO2—;
- R3 is C5-7cycloalkyl;
- R4 is phenyl substituted with halogen or cyano;
- R6 is methoxy or CONR7R8;
- R7 and R8 are independently hydrogen or C1-6alkyl;
- or a pharmaceutically acceptable salt, solvate, or prodrug thereof.
4 more elements
Dependencies are inferred from the claim text.