IP Library Granted Patent US 9,708,276
Granted Patent B2
US 9,708,276 · App. 14/351,126 · Granted Jul 18, 2017

Small molecules targeting androgen receptor nuclear localization and/or level in prostate cancer

Inventors: Zhou Wang (Pittsburgh, PA); Joel Byron Nelson (Pittsburgh, PA); Minh Mindy Bao Nguyen (Minneapolis, MN); John S. Lazo (Pittsburgh, PA); Paul A. Johnston (Pittsburgh, PA); Peter Wipf (Pittsburgh, PA)
Assignee: University of Pittsburgh—Of the Commonwealth System of Higher Education
C07D261/08A61K31/407A61K31/4188A61K31/495A61K31/496A61K31/4965A61K31/58A61K45/06C07D235/02C07D241/04C07D261/04C07D295/16C07D401/04C07D403/04C07D409/04C07D413/04C07D417/04C07D487/04
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Quick Facts
Patent No.
US 9,708,276
App. No.
14/351,126
Granted
Jul 18, 2017
Kind
B2
Abstract

A method for treating prostate cancer in a subject, comprising administering a therapeutically effective amount of at least one agent to the subject, wherein the agent is selected from: (a) a phenyl-substituted imidazole, or a pharmaceutically acceptable salt or ester thereof; or (b) a compound, or a pharmaceutically acceptable salt or ester thereof, having a formula I of: wherein R 20 is an aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocycloalkyl, substituted heterocycloalkyl, alkoxy, aryloxy, a silyl-containing group, a boryl-containing group, a phosphine-containing group, amino, a thio-containing group, a seleno-containing group, halide, or a nitro-containing group; R 21 is an alkanediyl or a substituted alkanediyl; a is 0 or 1; c is 0 or 1; X is C or S; R 22 is a moiety that includes at least one divalent amino radical; and R 23 is an aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocycloalkyl, substituted heterocycloalkyl, alkoxy, aryloxy, a silyl-containing group, a boryl-containing group, a phosphine-containing group, amino, a thio-containing group, a seleno-containing group, halide, or a nitro-containing group.

Claims (24)

1. A compound, or a pharmaceutically acceptable salt or ester thereof, having a structure of formula I:

wherein R 20 is an aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocycloalkyl, substituted heterocycloalkyl, alkoxy, aryloxy, a silyl-containing group, a boryl-containing group, a phosphine-containing group, amino, a thio-containing group, a seleno-containing group, halide, or a nitro-containing group;

R 21 is an alkanediyl or a substituted alkanediyl;

a is 0 or 1;

c is 0 or 1;

X is C or S;

R 22 is a moiety that includes at least one divalent amino radical; and

R 23 is an aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocycloalkyl, substituted heterocycloalkyl, alkoxy, aryloxy, a silyl-containing group, a boryl-containing group, a phosphine-containing group, amino, a thio-containing group, a seleno-containing group, halide, or a nitro-containing group, with the proviso that the compound of formula I is not:

2. The compound of claim 1 , wherein c is 1.

3. The compound of claim 1 , wherein c is 0.

4. The compound of claim 2 , wherein R 20 is substituted isoxazolyl, c is 1; a is 1; R 21 is —CH 2 —, X is C, R 22 is:

and R 23 is substituted phenyl.

5. The compound of claim 2 , wherein, X is C; R 22 is:

and R 23 is substituted phenyl.

6. The compound of claim 2 , wherein R 20 is phenyl.

7. The compound of claim 2 , wherein R 22 is:

8. The compound of claim 1 , wherein R 20 is an aryl or substituted aryl; c is 1; a is 1; R 21 is —CH 2 —, X is C, R 22 is:

and R 23 is substituted phenyl.

9. The compound of claim 1 , wherein R 20 is an aryl or substituted aryl; c is 0; a is 1; R 21 is —CH 2 CH 2 —, X is C, R 22 is:

and R 23 is substituted phenyl.

10. The compound of claim 1 , wherein the compound is

11. The compound of claim 3 , wherein R 22 is:

12. The compound of claim 1 , wherein X is C.

13. The compound of claim 1 , wherein R 22 is:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 7, 2014
From: WANG, ZHOU; NELSON, JOEL BYRON; NGUYEN, MINH MINDY BAO; LAZO, JOHN S.; WIPF, PETER
To: UNIVERSITY OF PITTSBURGH - OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION
Reel/Frame 033901/0721 →
Continuity (2)
Provisional Application 61546215 · Oct 12, 2011
Related Publication 20140371235A1 · Dec 18, 2014