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US 9,066,944 B2Granted
Hepatitis C virus inhibitors
AssigneeTheravance Biopharma R&D IP, LLC
InventorsRobert Murray McKinnell, Daniel D. Long
Life of this patent
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Abstract
The invention provides compounds of formulas (I) or (II): wherein the variables are defined in the specification, or a pharmaceutically-acceptable salt thereof, that are inhibitors of replication of the hepatitis C virus. The invention also provides pharmaceutical compositions comprising such compounds, methods of using such compounds to treat hepatitis C viral infections, and processes and intermediates useful for preparing such compounds.
Claims14
A compound formula (II):
- wherein
- the dashed bond in formula II may be present or absent;
- G is
- R1 is selected from C1-6 alkyl, C1-6 alkoxy, phenyl, C3-6 cycloalkyl, heterocycle, and heteroaryl, wherein C1-6 alkyl is optionally substituted with —ORa, amino, —SRe, heterocycle, or heteroaryl, C1-6 alkoxy is optionally substituted with —ORa, and heterocycle is optionally substituted with —ORa amino, or —C(O)OC1-6 alkyl, or with one or two C1-3 alkyl;
- R2 is selected from hydrogen and C1-6 alkyl;
- R3 is selected from hydrogen, C1-6 alkyl, —C(O)OC1-6 alkyl, —C(O)NRbRc, —C(O)C3-6 cycloalkyl, and —S(O)2 C1-3 alkyl;
- R5 is selected from hydrogen, C1-6 alkyl, —ORd halo, —S(O) C1-3 alkyl, —S(O)2C1-3 alkyl, NRbRc, —CN, and —C(O)NRbRc;
- R7 is selected from halo, C1-3 alkyl, and C1-3 alkoxy wherein C1-3 alkyl, and C1-3 alkoxy are optionally substituted with one, two, three, four, or five halo;
- R8 is C1-3 alkyl, optionally substituted with —ORd;
- R9 is selected from C1-6 alkyl, C3-6 cycloalkyl, C1-6 alkoxy, —NRfRg, heteroaryl, heterocycle, and —CH2-heteroaryl;
- wherein:
- C1-6 alkyl is optionally substituted with one or two substituents independently selected from —ORh, —NRjRk, —NHC(O) C1-3 alkyl, —NHC(O)C3-6 cycloalkyl, and —NHC(O)O C1-3 alkyl;
- C1-6 alkoxy is optionally substituted with —ORh;
- any C3-6 cycloalkyl is optionally substituted with one, two, or three substituents independently selected from C1-3 alkyl, halo, —ORh, and —CD3;
- any heterocycle is optionally substituted with one, two, or three substituents independently selected from C1-3 alkyl, halo, —C(O)OC1-3 alkyl, —C(O)C1-6 alkyl, —C(O)C3-6 cycloalkyl, —C(O)NH C1-6alkyl, and —C(O)NHC3-6 cycloalkyl;
- wherein any —C(O)C1-6 alkyl is optionally substituted with —NHC(O)OC1-3 alkyl, —ORh or —NRjRk,
- any heteroaryl is optionally substituted with one or two C1-3 alkyl;
- Ra, Rb, Rc, Rd, Re, Rf, Rh, Rj, and Rk are each independently hydrogen or C1-3 alkyl;
- Rg is selected from hydrogen, C1-6 alkyl, and C1-3cycloalkyl;
- Am is —NHC(O)— or —C(O)NH—;
- a is 0, 1, or 2;
- and
- b is 0, 1 or 2;
- or a pharmaceutically-acceptable salt or stereoisomer thereof.
21 more elements
Dependencies are inferred from the claim text.