IP Library Granted Patent US 10,154,973
Granted Patent B2
US 10,154,973 · App. 15/868,245 · Granted Dec 18, 2018

Quinone compounds for treating APE1 mediated diseases

Inventors: Mark R. Kelley (Zionsville, IN); James H. Wikel (Greenwood, IN)
Assignee: Indiana University Research and Technology Corporation
A61K31/165A61K31/185A61K31/45A61K31/495A61K31/5375C07C235/78C07C259/06C07D211/76C07D295/185C07D295/192C07C2602/10
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Quick Facts
Patent No.
US 10,154,973
App. No.
15/868,245
Granted
Dec 18, 2018
Kind
B2
Abstract

The invention described herein pertains to compounds and compositions for treating Ape1 mediated diseases. In particular, the invention described herein pertains to quinone compounds and pharmaceutical compositions containing them for treating Ape1 mediated diseases.

Claims (23)

1. A compound of the formula

or a pharmaceutically acceptable salt thereof, wherein:

R is alkoxy;

X is CH═CR X ; and wherein R X is C 1 -C 10 alkyl; and

Y is NR 2 OR 2 or N(R 1 ) 2 , where each R 1 is alkyl; where each R 2 is independently selected from the group consisting of hydrogen and alkyl.

2. The compound of claim 1 , wherein R is methoxy.

3. The compound of claim 1 , wherein each R 1 is methyl or ethyl.

4. The compound of claim 1 , wherein at least one R 2 is hydrogen.

5. The compound of claim 1 , wherein at least one R 2 is alkyl.

6. The compound of claim 1 , wherein one R 2 is alkyl, and one R 2 is hydrogen.

7. The compound of claim 1 , wherein Y is NR 2 OR 2 .

8. The compound of claim 1 , wherein Y is N(R 1 ) 2 .

9. The compound of claim 1 , wherein both R 2 are methyl.

10. The compound of claim 1 , wherein R x is C 1 -C 9 alkyl.

11. The compound of claim 1 , wherein R x is C 9 alkyl.

12. The compound of claim 1 , wherein R x is n-nonyl.

13. The compound of claim 1 , wherein R x is C 1 -C 6 alkyl.

14. The compound of claim 1 , wherein R x is C 1 -C 4 alkyl.

15. The compound of claim 1 , wherein R x is C 3 -C 4 alkyl.

16. The compound of claim 1 , wherein R x is methyl.

17. A pharmaceutical composition comprising one or more compounds of claim 1 .

18. The composition of claim 17 , further comprising one or more carriers, or excipients, or a combination thereof.

19. A unit dose or unit dosage form composition comprising one or more compounds of claim 1 for treating a disease responsive to Ape1 inhibition.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2022
From: KELLEY, MARK R.; WIKEL, JAMES H.
To: INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION
Reel/Frame 059101/0877 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2022
From: INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION
To: APEX THERAPEUTICS, INC.
Reel/Frame 059102/0244 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2022
From: KELLEY, MARK R; WIKEL, JAMES H.
To: INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION
Reel/Frame 059102/0345 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2022
From: APEX THERAPEUTICS, INC.
To: APEXIAN PHARMACEUTICALS, INC.
Reel/Frame 059102/0639 →
CHANGE OF NAME Recorded Mar 15, 2021
From: APEX THERAPEUTICS, INC.
To: APEXIAN PHARMACEUTICALS, INC.
Reel/Frame 055587/0443 →
Continuity (4)
Continuation 14921124 · Oct 23, 2015
Continuation 14119949
Provisional Application 61490141 · May 26, 2011
Related Publication 20180133175A1 · May 17, 2018
Cited By (2)
US 12,312,308 US 12,350,247