IP Library Granted Patent US 9,896,437
Granted Patent B2
US 9,896,437 · App. 14/224,005 · Granted Feb 20, 2018

Diarylhydantoin compounds

Inventors: Michael E. Jung (Los Angeles, CA); Dongwon Yoo (Los Angeles, CA)
Assignee: The Regents of the University of California
C07D403/10A61K31/4166A61K31/4178A61K31/4184C07D233/86C07D235/02
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 9,896,437
App. No.
14/224,005
Granted
Feb 20, 2018
Kind
B2
Abstract

The present invention relates to diarylhydantoin compounds and methods for synthesizing them and using them in the treatment of hormone refractory prostate cancer.

Claims (44)

1. A method for treating prostate cancer or breast cancer comprising administering a compound to a subject in need of such treatment, thereby treating the prostate cancer or breast cancer,

wherein the compound is of formula

wherein R 1 and R 2 together comprise eight or fewer carbon atoms and are alkyl, or are substituted alkyl, or, together with the carbon to which they are linked, form a cycloalkyl or substituted cycloalkyl group,

wherein R 4 is selected from the group consisting of hydrogen, F, Cl, Br, and I,

wherein R 11 and R 12 are independently selected from the group consisting of hydrogen and methyl,

wherein R 3 is selected from the group consisting of formyl,

provided that when R 4 , R 11 , and R 12 are all hydrogen and when R 1 and R 2 together with the carbon to which they are linked are cyclobutyl, then R 3 is not formyl, or

a pharmaceutically acceptable salt thereof.

2. The method of claim 1 ,

wherein R3 of the compound is selected from the group consisting of

3. The method of claim 1 , wherein the compound is of formula

wherein R21 is selected from the group consisting of

or

a pharmaceutically acceptable salt thereof.

4. The method of claim 1 , wherein the compound is administered as a pharmaceutical composition comprising the compound and a pharmaceutically acceptable carrier or diluent.

5. The method of claim 1 , wherein the compound is administered at a dosage of the compound in the range of from about 0.001 mg per kg body weight per day to about 100 mg per kg body weight per day.

6. The method of claim 1 , wherein the compound is administered at a dosage of the compound in the range of from about 0.01 mg per kg body weight per day to about 100 mg per kg body weight per day.

7. The method of claim 1 , wherein the compound is administered at a dosage of the compound in the range of from about 0.1 mg per kg body weight per day to about 10 mg per kg body weight per day.

8. The method of claim 1 , wherein the compound is administered at a dosage of the compound of about 1 mg per kg body weight per day.

9. The method of claim 1 , for treating hormone refractory prostate cancer.

10. The method of claim 1 , wherein the compound is administered by intravenous injection, by injection into tissue, intraperitoneally, orally, or nasally.

11. The method of claim 1 , wherein the compound is administered orally.

12. The method of claim 4 , wherein the pharmaceutical composition has a form selected from the group consisting of a solution, dispersion, suspension, powder, capsule, tablet, pill, time release capsule, time release tablet, and time release pill.

13. The method of claim 4 , wherein the pharmaceutical composition has a form selected from the group consisting of a capsule, tablet, and pill.

14. The method of claim 1 , wherein the compound is of formula

or

a pharmaceutically acceptable salt thereof.

15. The method of claim 1 , wherein the compound is of formula

or

a pharmaceutically acceptable salt thereof.

16. The method of claim 1 , wherein the compound is of formula

or

a pharmaceutically acceptable salt thereof.

17. The method of claim 1 , for treating hormone sensitive prostate cancer.

18. The method of claim 1 , for treating breast cancer.

19. The method of claim 9 , wherein the compound is of formula

or

a pharmaceutically acceptable salt thereof.

20. The method of claim 9 , wherein the compound is of formula

or

a pharmaceutically acceptable salt thereof.

21. The method of claim 9 , wherein the compound is of formula

or

a pharmaceutically acceptable salt thereof.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 18, 2015
From: UNIVERSITY OF CALIFORNIA LOS ANGELES
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 035941/0443 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 8, 2015
From: JUNG, MICHAEL E; YOO, DONGWON; SAWYERS, CHARLES L; TRAN, CHRIS; WONGVIPAT, JOHN
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 035848/0122 →
Continuity (3)
Division 12257743 · Oct 24, 2008
Provisional Application 60996076 · Oct 26, 2007
Related Publication 20150065546A1 · Mar 5, 2015