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US 11,767,337 B2Granted
Antiviral compounds
AssigneeGilead Sciences, Inc.
InventorsGregory F. Chin, Byoung-Kwon Chun, Michael O. Clarke, Bindu Goyal, Hon C. Hui, Petr Jansa, Richard L. Mackman, Dustin S. Siegel, Hai Yang
Life of this patent
Estimating the term…
Abstract
The present disclosure provides compounds for treating a variety of diseases, such as respiratory syncytial virus (RSV), HRV, hMPV, Ebola, Zika, West Nile, Dengue, and HCV.
Claims43
A compound of Formula (II):
- or a pharmaceutically acceptable salt thereof, wherein:
- Base is
- R1A and R2A are each independently:
- (A) C1-12 alkyl optionally substituted with 1 to 3 R1B,
- (B) 3 to 6 membered heterocyclyl having 1 to 3 heteroatoms independently selected from N, O and S, wherein the 3 to 6 membered heterocyclyl is optionally substituted with 1 to 3 R1C, or
- (C) phenyl, wherein
- each R1B is independently —OH, —NH2, C1-6 alkoxy, methoxyethoxy, or 3 to 6 membered heterocyclyl having 1 to 3 heteroatoms independently selected from N, O and S, and
- each R1C is independently C1-3 alkyl;
- R3 is —N(H)R3A or —N═C(R3B)(R3C);
- R3A is H, —CH2OP(O)(OH)2, or —C(O)R3D, wherein
- R3D is C1-6 alkyl optionally substituted with 1 methoxy, or 3 to 6 membered heterocyclyl having 1 to 3 heteroatoms independently selected from N, O and S, optionally substituted with C1-3 alkyl;
- R3B is H or C1-3 alkyl;
- R3C is —N(R3C1)(R3C2);
- R3C1 and R3C2 are each independently H or C1-6 alkyl;
- or
- R3C1 and R3C2 together with the atom to which they are attached form a 3 to 6 membered heterocyclyl having 1 to 3 heteroatoms independently selected from N, O and S, optionally substituted with C1-6 alkyl;
- R4A is O or S;
- and
- R4B and R4C are each independently
- (A) —OH;
- (B) —OR4B1, wherein
- R4B1 is C1-6 alkyl optionally substituted with 1 to 3 R4B2 groups, or C6-12 aryl, wherein
- each R4B2 group is independently C1-6 alkoxy, —S—R4B3, or —S(O)2—R4B3, and
- each R4B3 group is independently C1-6 alkyl;
- (C)
- wherein
- m is 0, 1, 2, 3, 4, or 5;
- and
- each R4D is independently C1-3 alkyl optionally substituted with 1 to 3 R4D1 groups, C1-3 alkoxy optionally substituted with 1 to 3 R4D2 groups, or —C(O)N(R4D3)2, wherein
- each R4D1 group is independently —NH2 or —C(O)OR4D3,
- each R4D2 is independently C1-3 alkoxy, and
- each R4D3 is independently C1-3 alkyl;
- (D)
- wherein
- R4E1 and R4E2 are each independently H or C1-6 alkyl,
- R4F1 and R4F2 are each independently H or C1-6 alkyl, or R4F1 and R4F2 together are oxo,
- R4G is C1-12 alkyl optionally substituted with 1 to 3 R4G1, C3-7 cycloalkyl optionally substituted with 1 to 3 R4G2, 3 to 8 membered heterocyclyl having 1 to 3 heteroatoms selected from N, O and S, optionally substituted with 1 to 3 R4G3, or —C(O)R4G4,
- each R4G1 is independently —OH, C1-6 alkyl, C1-3 alkoxy, —(CH2OCH2)1-5—CH3, —N(R4G8)2, —OP(O)(OH)2, C3-7 cycloalkyl optionally substituted with 1 to 3 R4G9, 3 to 6 membered heterocyclyl having 1 to 3 heteroatoms independently selected from N, O and S, optionally substituted with 1 to 3 R4G10, or phenyl,
- each R4G2 is independently C1-6 alkyl, C1-3 haloalkyl, or —NH2,
- each R4G3 is independently halogen or C1-3 alkyl;
- each R4G4 is independently C1-12 alkyl,
- each R4G8 is independently C1-6 alkyl,
- each R4G9 is independently C1-3 haloalkyl, or —NH2, and
- each R4G1° is independently C1-3 haloalkyl;
- or
- (E) —(OP(O)(OH))1-2—OH;
- and
- R5A and R5B are each C1-6 alkyl substituted with —OP(O)(OH)2.
45 more elements
Dependencies are inferred from the claim text.