IP Library Granted Patent US 8,987,309
Granted Patent B2
US 8,987,309 · App. 13/264,967 · Granted Mar 24, 2015

Compounds, pharmaceutical compositions and methods of use of 2-aryl pyridylazoles

Inventors: Robert Dorr (Tucson, AZ); Gary Flynn (Oro Valley, AZ); Haiyong Han (Phoenix, AZ); Laurence Hurley (Tucson, AZ); Arthur Y. Shaw (Tucson, AZ)
Assignees: The Translational Genomics Research Institute; The Arizona Board of Regents on behalf of the University of Arizona
C07D213/81A61K31/42A61K45/06C07D263/32C07D413/04C07D413/10C07D413/14
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,987,309
App. No.
13/264,967
Granted
Mar 24, 2015
Kind
B2
Abstract

A 2-aryl-pyridylazole compound and derivatives useful in slowing the growth of cancer cells are disclosed. Also disclosed are methods of synthesizing the compound, methods of using pharmaceutical compositions containing the compound as an ingredient to slow the growth of cancer cells, and methods of treating cancer patients with pharmaceutical compositions containing the compound as an ingredient.

Claims (18)

1. A compound with the formula;

wherein R 5 is selected from the group consisting of H, alkyl, OH, OR′, SH, S(O) n R′, halogen, CN, CO 2 H, CO 2 R′, CONHR′, SO 2 NHR′, CF 3 , OCF 3 , and O(CH 2 ) n O wherein R′ is selected from the group consisting of H and lower alkyl and wherein n is an integer;

wherein R 6 is selected from the group consisting of H, alkyl, OH, OR′, SH, S(O) n R′, halogen, CN, CO 2 H, CO 2 R′, CONHR′, SO 2 NHR′, CF 3 , OCF 3 , and O(CH 2 ) n O wherein R′ is selected from the group consisting of H and lower alkyl and wherein n is an integer;

wherein R 1 is selected from the group consisting of H, alkyl, OH, OR′, SH, S(O) n R′, halogen, ON, CO 2 H, CO 2 R′, CONHR′, SO 2 NHR′, CF 3 , OCF 3 , and O(CH 2 ) n O wherein R′ is selected from the group consisting of H and lower alkyl and wherein n is an integer;

wherein R 2 is selected from the group consisting of H, alkyl, OH, OR′, SH, S(O) n R′, halogen, CN, CO 2 H, CO 2 R′, CONHR′, SO 2 NHR′, CF 3 , OCF 3 , and O(CH 2 ) n O wherein R′ is selected from the group consisting of H and lower alkyl and wherein n is an integer; and

wherein R 3 is selected from the group consisting of H, alkyl, OH, OR′, SH, S(O) n R′, halogen, ON, CO 2 H, CO 2 R′, CONHR′, SO 2 NHR′, CF 3 , OCF 3 , and O(CH 2 ) n O wherein R′ is selected from the group consisting of H and lower alkyl and wherein n is an integer.

2. The compound of claim 1 further comprising a pharmaceutically acceptable salt thereof.

3. A method of slowing the expansion of a pancreatic cancer cell comprising:

administering an effective amount of a pharmaceutical composition comprising the compound of claim 1 or pharmaceutically acceptable salts thereof to the pancreatic cancer cell.

4. The method of claim 3 wherein the pharmaceutical composition further comprises a pharmaceutically acceptable carrier.

5. The method of claim 3 wherein the compound is

6. A method of treating cancer comprising:

administering to a mammal having cancer an effective amount of a first pharmaceutical composition comprising an effective amount of a pharmaceutical composition comprising the compound of claim 1 or pharmaceutically acceptable salts thereof.

7. The method of claim 6 wherein the first pharmaceutical composition further comprises a pharmaceutically acceptable carrier.

8. The method of claim 6 wherein the mammal is a human.

9. The method of claim 6 wherein the compound is

10. The method of claim 6 wherein the cancer is selected from the group consisting of: pancreatic cancer, ovarian cancer, breast cancer, colon cancer, myeloma, leukemia, kidney cancer, and lung cancer.

11. The method of claim 6 wherein the cancer is metastatic.

Assignments (1)
CONFIRMATORY LICENSE Recorded Dec 9, 2011
From: UNIVERSITY OF ARIZONA
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 027359/0074 →
Continuity (2)
Provisional Application 61170224 · Apr 17, 2009
Related Publication 20120136029A1 · May 31, 2012