IP Library Patent Application 14996961
Patent Application
App. No. 14/996,961

INHIBITORS OF HEPATITIS C VIRUS

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Quick Facts
Patent No.
US None
App. No.
14/996,961
Abstract

Compounds of Formula I are disclosed As well as pharmaceutically acceptable salts thereof. Methods of using said compounds and pharmaceutical compositions containing said compounds are also disclosed.

Claims (28)

1 . A compound of Formula (IV):

or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein:

J is C 1 -C 4 alkyl or C 3 -C 6 carbocyclyl, wherein the C 1 -C 4 alkyl or C 3 -C 6 carbocyclyl is optionally substituted with 1-4 halogen, —OH, aryl or cyano;

{circle around (T)} is C 3 -C 5 carbocyclylene that is attached to L and to the remainder of the compound of Formula IV through two adjacent carbons, wherein said C 3 -C 5 carbocyclylene is optionally substituted with C 1 -C 4 alkyl, C 1 -C 3 haloalkyl, halogen, —OH, or cyano, or {circle around (T)} is C 5 -C 8 bicyclic carbocyclylene that is attached to L and to the remainder of the compound of Formula IV through two adjacent carbons, or C 3 —C 6 carbocyclylene that is attached to L and to the remainder of the compound of Formula IV through two adjacent carbons, wherein said C 3 —O 6 carbocyclene is optionally substituted with C 1 -C 4 alkyl or C 1 -C 3 haloalkyl;

L is C 3 -C 6 alkylene, C 3 -C 6 alkenylene or —(CH 2 ) 3 -cyclopropylene-, optionally substituted with 1-4 halogen, —OH, or cyano;

Q is C 2 -C 4 alkyl or C 3 -C 6 carbocyclyl optionally substituted with C 1 -C 3 alkyl, halogen, —OH, or cyano;

E is C 1 -C 3 alkyl or C 2 -C 3 alkenyl, optionally substituted with 1-3 halogen;

W is H, —OH, —O(C 1 -C 3 )alkyl, —O(C 1 -C 3 )haloalkyl, halogen or cyano; and

Z 2a is H or C 1 -C 3 alkyl.

2 . The compound of claim 1 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein J is C 1 -C 3 alkyl.

3 . The compound of claim 1 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein J is methyl or ethyl.

4 . The compound of any one of claims 1 to 3 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein {circle around (T)} is C 3 -C 6 carbocyclylene that is attached to L and to the remainder of the compound of Formula IV through two adjacent carbons, wherein said C 3 -C 6 carbocyclene is optionally substituted with C 1 -C 4 alkyl or C 1 -C 3 haloalkyl.

5 . The compound of any one of claims 1 to 3 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein {circle around (T)} is C 3 -C 6 carbocyclylene that is attached to L and to the remainder of the compound of Formula IV through two adjacent carbons, wherein the C 3 -C 6 carbocyclene is optionally substituted with methyl, ethyl or trifluoromethyl.

6 . The compound of any one of claims 1 to 3 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein {circle around (T)} is cyclopropylene.

7 . The compound of any one of claims 1 to 3 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein {circle around (T)} is C 6 -C 8 bridged bicyclic carbocyclylene or C 6 -C 8 fused bicyclic carbocyclylene that is attached to L and to the remainder of the compound of Formula IV through two adjacent carbons.

8 . The compound of any one of claims 1 to 7 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein L is C 3 -C 6 alkylene, substituted with 1-4 halogens.

9 . The compound of any one of claims 1 to 7 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein L is C 5 alkylene, substituted with two halogens.

10 . The compound of any one of claims 1 to 7 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein L is C 3 -C 6 alkylene.

11 . The compound of any one of claims 1 to 7 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein L is C 5 alkylene.

12 . The compound of claim 8 or claim 9 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein the halogens are each fluoro.

13 . The compound of any one of claims 1 to 12 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein Q is t-butyl or C 5 -C 6 carbocyclyl.

14 . The compound of any one of claims 1 to 12 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein Q is t-butyl.

15 . The compound of any one of claims 1 to 14 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein E is C 1 -C 3 alkyl optionally substituted with 1-3 halogen atoms.

16 . The compound of any one of claims 1 to 14 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein E is difluoromethyl.

17 . The compound of any one of claims 1 to 16 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein W is hydrogen, —O(C 1 -C 3 )alkyl, halogen or cyano.

18 . The compound of any one of claims 1 to 16 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein W is methoxy.

19 . The compound of any one of claims 1 to 18 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein Z 2a is hydrogen or methyl.

20 . The compound of any one of claims 1 to 18 , or a stereoisomer, or a mixture of stereoisomers, or a pharmaceutically acceptable salt thereof, wherein Z 2a is methyl.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 22, 2019
From: GILEAD SCIENCES, INC.
To: GILEAD PHARMASSET LLC
Reel/Frame 048958/0911 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2016
From: BJORNSON, KYLA; CANALES, EDA; COTTELL, JEROMY J.; KARKI, KAPIL K.; KATANA, ASHLEY A.; KATO, DARRYL; KOBAYASHI, TETSUYA; LINK, JOHN O.; ZIPFEL, SHEILA; MARTINEZ, RUBEN; SCHRIER, ADAM J.; SIEGEL, DUSTIN; TAYLOR, JAMES G.; TRAN, CHINH V.; TREJO-MARTIN, TERESA A.; VIVIAN, RANDALL W.; YANG, ZHENG-YU; ZABLOCKI, JEFF; PHILLIPS, BARTON W.; PYUN, HYUNG-JUNG; SANGI, MICHAEL
To: GILEAD SCIENCES, INC.
Reel/Frame 037589/0371 →