IP Library Granted Patent US 8,962,670
Granted Patent B2
US 8,962,670 · App. 14/136,025 · Granted Feb 24, 2015

Anti-cancer agents

Inventors: Xiaohua Peng (Milwaukee, WI); Yunyan Kuang (Shanghai, CN); Sheng Cao (Milwaukee, WI); Wenbing Chen (Milwaukee, WI); Yibin Wang (Milwaukee, WI)
Assignee: UWM Research Foundation, Inc.
C07D207/50C07C205/11C07D233/61C07C211/63C07C223/02C07H19/06C07F5/025A61K31/4178A61K45/06
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Quick Facts
Patent No.
US 8,962,670
App. No.
14/136,025
Granted
Feb 24, 2015
Kind
B2
Abstract

Described herein are compounds that may be selectively activated to produce active anti-cancer agents in tumor cells. Also disclosed are pharmaceutical compositions comprising the compounds, and methods of treating cancer using the compounds.

Claims (23)

1. A compound of formula (111a):

wherein:

each R 1 is independently selected from selected from the group consisting of:

each R 2 is independently selected from an electron-withdrawing group;

each X is independently halo;

each R 4 is independently selected from the group consisting of —H and —COO(alkyl), and

each R 5 is independently selected from optionally substituted alkyl;

wherein if the compound of formula (III) bears a positive charge, it further comprises at least one counterion Z ⊖ .

2. The compound of claim 1 , wherein each R 1 is —CH 2 X.

3. The compound of claim 2 , wherein each X is chloro.

4. The compound of claim 1 , wherein each R 1 is —CH(X)—R 4 .

5. The compound of claim 4 , wherein X is chloro.

6. The compound of claim 4 wherein R 4 is —C(O)OC(CH 3 ) 3 .

7. The compound of claim 1 , wherein each R 1 is —CH 2 —N(R a ) 3 ⊕ .

8. The compound of claim 7 , wherein each R a is methyl.

9. The compound of claim 1 , wherein each R 2 is independently selected from the group consisting of nitro, cyano and carboxy.

10. The compound of claim 1 , wherein each R 2 is nitro.

11. The compound of claim 1 , wherein the compound is selected from the group consisting of:

12. A method of treating cancer in a subject in need of treatment, comprising administering the subject a therapeutically effective amount of a compound of claim 1 , wherein the cancer is selected from the group consisting of leukemia, non-small cell lung cancer, colon cancer, CNS cancer, melanoma, ovarian cancer, renal cancer, prostate cancer and breast cancer.

13. The method of claim 12 , wherein the subject is a human.

14. The method of claim 12 , further comprising administering an additional chemotherapeutic agent.

15. The method of claim 12 , further comprising administering radiation.

16. A method of reducing the proliferation of a cancer cell, comprising contacting the cancer cell with an effective amount of a compound of claim 1 , wherein the cancer cell is selected from the group consisting of leukemia, non-small cell lung cancer, colon cancer, CNS cancer, melanoma, ovarian cancer, renal cancer, prostate cancer and breast cancer.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 24, 2015
From: UNIVERSITY OF WISCONSIN MILWAUKEE
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 036016/0694 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2013
From: PENG, XIAOHUA; KUANG, YUNYAN; CAO, SHENG; CHEN, WENBING; WANG, YIBIN
To: UWM RESEARCH FOUNDATION, INC.
Reel/Frame 031867/0154 →
Continuity (3)
Division 13539471 · Jul 1, 2012
Provisional Application 61503957 · Jul 1, 2011
Related Publication 20140200250A1 · Jul 17, 2014