IP Library Granted Patent US 9,663,478
Granted Patent B2
US 9,663,478 · App. 13/726,135 · Granted May 30, 2017

Benzotriazine oxides as drugs targeting

Inventors: Peter Madrid (Saratoga, CA); Sidharth Chopra (Mountain View, CA); Kenneth Ryan (Sunnyvale, CA); Gary Koolpe (Tracy, CA)
Assignee: SRI INTERNATIONAL
C07D253/10A61K31/53A61K31/5377A61K31/541A61K45/06C07D401/04C07D401/12C07D403/04C07D403/12C07D413/04C07D417/04
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Quick Facts
Patent No.
US 9,663,478
App. No.
13/726,135
Granted
May 30, 2017
Kind
B2
Abstract

Benzotriazine doxides are disclosed as drugs targeting mycobacterium tuberculosis , including novel compounds of formula I:

Claims (43)

1. A compound of having a structure selected from the following table:

or a pharmaceutically acceptable salt or stereoisomer thereof.

2. The compound of claim 1 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

3. The compound of claim 1 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

4. A compound having a structure selected from the following table:

SRI-012495

SRI-012530

SRI-012562

SRI-012563

SRI-012564

SRI-012565

SRI-012566

SRI-012567

SRI-012568

or a pharmaceutically acceptable salt or stereoisomer thereof.

5. The compound of claim 4 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

6. The compound of claim 4 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

7. The compound of claim 4 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

8. The compound of claim 4 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

9. The compound of claim 4 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

10. The compound of claim 4 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

11. The compound of claim 4 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

12. The compound of claim 4 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

13. The compound of claim 4 that is:

or a pharmaceutically acceptable salt or stereoisomer thereof.

14. A pharmaceutical composition or kit comprising a compound of claim 1 and a second, different anti- mycobacterium tuberculosis (Mtb) drug.

15. A pharmaceutical composition or kit comprising a compound of claim 4 and a second, different anti- mycobacterium tuberculosis (Mtb) drug.

16. A method of making a compound of claim 1 according to the following scheme:

(a) HOFACN, DCM; b) HNR 2 R 3 , Et 3 N, DCM; wherein X is R 1 , W is N, A is R 3 and B is R 2 .

17. A method of making a compound of claim 4 according to the following scheme:

(a) HOFACN, DCM; b) HNR 2 R 3 , Et 3 N, DCM; wherein X is R 1 , W is N, A is R 3 and B is R 2 .

18. A method of treating a mycobacterium tuberculosis (Mtb) infection, comprising: contacting a person in need thereof with an effective amount of compound of claim 1 .

19. A method of treating a mycobacterium tuberculosis (Mtb) infection, comprising: contacting a person in need thereof with an effective amount of compound of claim 4 .

Assignments (2)
CONFIRMATORY LICENSE Recorded Jan 2, 2015
From: SRI INTERNATIONAL
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 034718/0697 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 23, 2012
From: MADRID, PETER B.; CHOPRA, SIDHARTH; RYAN, KENNETH; KOOLPE, GARY
To: SRI INTERNATIONAL
Reel/Frame 029523/0762 →
Continuity (3)
Continuation PCTUS2012068636 · Dec 7, 2012
Provisional Application 61567829 · Dec 7, 2011
Related Publication 20130150369A1 · Jun 13, 2013