IP Library Granted Patent US 8,722,667
Granted Patent B2
US 8,722,667 · App. 13/717,096 · Granted May 13, 2014

Compositions and methods for inhibiting the proliferation of cells

Inventors: Gary D. Glick (Ann Arbor, MI); Anthony W. Opipari (Ann Arbor, MI)
Assignee: The Regents of the University of Michigan
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Quick Facts
Patent No.
US 8,722,667
App. No.
13/717,096
Granted
May 13, 2014
Kind
B2
Abstract

The present invention relates to chemical compounds, methods for their discovery, and their therapeutic use. In particular, the present invention provides benzodiazepine derivatives and methods of using benzodiazepine derivatives as therapeutic agents to treat a number of conditions associated with the faulty regulation of the processes of programmed cell death, autoimmunity, inflammation, and hyperproliferation, and the like.

Claims (33)

1. A compound represented by Formula I:

or a pharmaceutically acceptable salt thereof; wherein

R 1 is alkyl;

R 2 is halogen;

R 3 and R 4 are hydrogen; and

R 5 is

 and

the stereochemical configuration at a stereocenter in said compound is R, S, or a mixture thereof.

2. The compound or pharmaceutically acceptable salt thereof of claim 1 , wherein the stereochemical configuration at the stereocenter of the compound is (R).

3. The compound or pharmaceutically acceptable salt thereof of claim 1 , wherein the stereochemical configuration at the stereocenter of the compound is (S).

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

5. A compound represented by Formula I:

wherein:

R 1 is alkyl;

R 2 is halogen;

R 3 and R 4 are hydrogen; and

R 5 is

 and

the stereochemical configuration at a stereocenter in said compound is R, S, or a mixture thereof.

6. The compound of claim 5 , wherein the stereochemical configuration at the stereocenter of the compound is (R).

7. The compound of claim 5 , wherein the stereochemical configuration at the stereocenter of the compound is (S).

8. A pharmaceutical composition comprising a compound of any one of claim 5 , 6 , or 7 and a pharmaceutically acceptable carrier.

9. A compound represented by Formula I in the form of a pharmaceutically acceptable salt:

wherein:

R 1 is alkyl;

R 2 is halogen;

R 3 and R 4 are hydrogen; and

R 5 is

 and

the stereochemical configuration at a stereocenter in said compound is R, S, or a mixture thereof.

10. The pharmaceutically acceptable salt of claim 9 , wherein the stereochemical configuration at the stereocenter of the compound is (R).

11. The pharmaceutically acceptable salt of claim 9 , wherein the stereochemical configuration at the stereocenter of the compound is (S).

12. A pharmaceutical composition comprising a pharmaceutically acceptable salt of any one of claim 9 , 10 , or 11 and a pharmaceutically acceptable carrier.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 13, 2013
From: GLICK, GARY D.; OPIPARI, ANTHONY W.
To: THE REGENTS OF THE UNIVERSITY OF MICHIGAN
Reel/Frame 029983/0173 →
CONFIRMATORY LICENSE Recorded Jan 29, 2013
From: UNIVERSITY OF MICHIGAN
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 029717/0511 →
Continuity (12)
Continuation 11643614 · Dec 21, 2006
Division 10427211 · May 1, 2003
Continuation In Part 10217878 · Aug 13, 2002
Continuation 09767283 · Jan 22, 2001
Continuation 09700101
Provisional Application 60131761 · Apr 30, 1999
Provisional Application 60165511 · Nov 15, 1999
Provisional Application 60191855 · Mar 24, 2000
Provisional Application 60312560 · Aug 15, 2001
Provisional Application 60313689 · Aug 20, 2001
Provisional Application 60396670 · Jul 18, 2002
Related Publication 20130190300A1 · Jul 25, 2013