IP Library Granted Patent US 8,461,180
Granted Patent B2
US 8,461,180 · App. 12/743,146 · Granted Jun 11, 2013

Inhibitors of human immunodeficiency virus replication

Inventors: Youla S. Tsantrizos (Laval, CA); Murray D. Bailey (Laval, CA); Punit-Kumar Bhardwaj (Laval, CA); Christian Brochu (Laval, CA); Paul J. Edwards (Laval, CA); Lee Fader (Laval, CA); Araz Jakalian (Laval, CA); Stephen Kawai (Laval, CA); Mathieu Parisien (Laval, CA); Marc-Andre Poupart (Laval, CA); Bruno Simoneau (Laval, CA)
Assignee: Gilead Sciences, Inc.
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Quick Facts
Patent No.
US 8,461,180
App. No.
12/743,146
Granted
Jun 11, 2013
Kind
B2
Abstract

Compounds of formula (I): wherein c, X, Y, R 2 , R 4 and R 5 are defined herein, are useful as inhibitors of HIV replication.

Claims (17)

1. A compound of the formula (I)

wherein

------- represents either a single or double bond;

X is N when Y is N—R 7 ; or

X is N—R 6 when Y is N;

R 2 is (C 1-4 )alkyl;

R 5 is H or (C 1-4 )alkyl;

R 6 is (C 1-6 )alkylene-phenyl or (C 1-6 )alkylene-pyridinyl, wherein said phenyl and pyridinyl are optionally substituted with 1 to 2 substituents each independently selected from (C 1-6 )alkyl, —O(C 1-6 )alkyl, and —O(C 1-6 )haloalkyl;

R 7 is H, (C 1-6 )alkyl, (C 1-6 )alkylene-O(C 1-6 )alkyl, (C 1-6 )alkylene-O-aryl, (C 1-6 )haloalkyl, (C 1-6 )alkylene-(C 3-7 )cycloalkyl, (C 1-6 )alkylene-Het or (C 1-6 )alkylene-aryl, wherein said (C 1-6 )alkylene-Het and (C 1-6 )alkylene-aryl are optionally substituted with (C 1-6 )alkyl, —O(C 1-6 )alkyl, or —O(C 1-6 )haloalkyl, and wherein Het is selected from:

R 3 is —O(C 1-4 )alkyl, and bond c is a single bond;

R 4 is phenyl or Het, wherein said phenyl and Het are optionally substituted with 1 to 3 substituents each independently selected from halo, (C 1-6 )alkyl, and -O(C 1-6 ) alkyl, and wherein Het is selected from:

or a salt thereof.

2. A compound according to claim 1 having the formula (Ib) or a pharmaceutically acceptable salt thereof:

wherein R 2 , R 3 , R 4 , R 5 and R 7 are as defined in claim 1 .

3. A compound according to claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 2 is —CH 3 or —CH 2 CH 3 .

4. A pharmaceutical composition comprising a compound according to any one of claim 1 , 2 or 3 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.

5. A method for treating HIV infection in a host infected by HIV which method comprises administering to said host a therapeutically effective amount of a compound according to any one of claim 1 , 2 or 3 or a pharmaceutically acceptable salt thereof.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 29, 2012
From: GILEAD SCIENCES LIMITED
To: GILEAD SCIENCES, INC.
Reel/Frame 027786/0155 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 16, 2012
From: BOEHRINGER INGELHEIM INTERNATIONAL GMBH
To: GILEAD SCIENCES LIMITED
Reel/Frame 027716/0349 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 11, 2010
From: TSANTRIZOS, YOULA S.; BAILEY, MURRAY D.; BHARDWAH, PUNIT K.; BROCHU, CHRISTIAN; EDWARDS, PAUL J.; FADER, LEE; JAKALIAN, ARAZ; KAWAI, STEPHEN; PARISIEN, MATHIEU; POUPART, MARC-ANDRE; SIMONEAU, BRUNO
To: BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Reel/Frame 024822/0576 →
Continuity (2)
Provisional Application 60988579 · Nov 16, 2007
Related Publication 20110118249A1 · May 19, 2011