IP Library Granted Patent US 8,921,349
Granted Patent B2
US 8,921,349 · App. 13/319,973 · Granted Dec 30, 2014

Compounds and methods for treating AIDS and HIV infections

Inventor: Arun K. Ghosh (West Lafayette, IN)
Assignee: Purdue Research Foundation
C07D519/00C07D493/04C07D515/04
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Quick Facts
Patent No.
US 8,921,349
App. No.
13/319,973
Granted
Dec 30, 2014
Kind
B2
Abstract

Macrocycle containing carbamate compounds that inhibit HIV proteolytic enzymes and processes for preparing them are described. Compositions and methods for treating a patient infected with HIV are described.

Claims (32)

1. A compound of the formula

or a pharmaceutically acceptable salt thereof; wherein

R 2 and R 3 are hydrogen;

R 5 is arylalkyl, which is optionally substituted;

X 4 is SO 2 ;

X 5 is oxygen;

L 1 and L 2 are independently alkylene, which is optionally substituted;

W is (Z)—(H)C═C(H);

Q 2 is 4-methoxy-1,2-phenylene; and

Z is a bicyclic heterocycle, which is optionally substituted.

2. The compound of claim 1 wherein L 1 is CH 2 (CH 2 ) m CH 2 ; L 2 is CH 2 (CH 2 ) n CH 2 ; m is from 0 to about 4; and n is from 0 to about 4.

3. The compound of claim 1 wherein L 1 is CH 2 CH 2 CH 2 CH 2 .

4. The compound claim 2 wherein m is 2; and n is 0.

5. The compound of claim 1 wherein Z is a bicycle heterocycle comprising at least one oxygen.

6. The compound of claim 1 wherein Z has the formula,

which is optionally substituted, wherein

* indicates the point of attachment; t is 0 to 4;

W 1 is optionally substituted alkylene;

W 2 represents optionally substituted alkylene; and

W 3 is optionally substituted alkylene.

7. The compound of claim 1 wherein Z has formula

where * indicates the point of attachment.

8. The compound of claim 1 wherein R 5 is optionally substituted benzyl.

9. The compound of claim 1 which is a compound of the formula

wherein R is selected from the group consisting of

10. A pharmaceutical composition comprising the compound of claim 1 in a therapeutically effective amount for treating HIV infection, and one or more of a carrier, diluent, excipient therefor, or a combination thereof.

11. A compound having the formula:

or a pharmaceutically acceptable salt thereof.

12. The compound of claim 1 having the formula:

or a pharmaceutically acceptable salt thereof.

13. A compound of the formula:

wherein R is selected from the group consisting of

Assignments (1)
CONFIRMATORY LICENSE Recorded Mar 6, 2012
From: PURDUE UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 027809/0713 →
Continuity (2)
Provisional Application 61177086 · May 11, 2009
Related Publication 20120059161A1 · Mar 8, 2012