IP Library Granted Patent US 9,540,375
Granted Patent B2
US 9,540,375 · App. 15/156,887 · Granted Jan 10, 2017

Kappa opioid receptor effectors and uses thereof

Inventors: Jeffrey Aube (Lawrence, KS); Laura Bohn (Jupiter, FL); Thomas Edward Prisinzano (Lawrence, KS); Frank John Schoenen (Lawrence, KS); Kevin J. Frankowski (Lawrence, KS)
Assignees: University of Kansas; The Scripps Research Institute
C07D471/14A61K31/4196A61K31/444A61K31/4439A61K31/4985C07D401/04C07D401/14C07D405/14C07D409/14C07D471/04
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Quick Facts
Patent No.
US 9,540,375
App. No.
15/156,887
Granted
Jan 10, 2017
Kind
B2
Abstract

The present invention is a selective kappa opioid receptor effector, or a pharmaceutically acceptable salt thereof, useful for treating ethanol use disorder withdrawal, anxiety and/or depression, schizophrenia, mania or post-traumatic stress disorder.

Claims (11)

1. A compound of Formula I or Formula II:

wherein

X, Y and Z are independently selected from H, H; O; S or NH;

R 1 is H, a halogen group or a substituted or unsubstituted lower alkyl or alkoxy group, wherein the substituents on the lower alkyl or alkoxy group are selected from the group consisting of halogen, lower alkyl, lower alkoxy, alkenyl, hydroxyl, amino, nitro, nitroso, carboxyl, sulhydryl, oxo, —CF 3 , and —CN;

R 2 is a substituent on one or more ring atoms and is for each ring atom independently H, a halogen group, or a substituted or unsubstituted lower alkyl or alkoxy group, wherein the substituents on the lower alkyl and alkoxy are selected from the group consisting of halogen, lower alkyl, lower alkoxy, alkenyl, hydroxyl, amino, nitro, nitroso, carboxyl, sulhydryl, oxo, —CF 3 , and —CN;

X′ is hydrogen or Br;

one Z′ is N and the other Z′ is C, CH or N;

n is 0 or 1;

R 3 is naphthyl; cycloalkyl; —C≡CH; —C═CH 2 ; phenyl with two or more substituents independently selected from the group of lower alkyl, lower alkoxy, alkenyl, hydroxyl, amino, iodo, nitro, nitroso, carboxyl, sulhydryl, —CF 3 , and —CN; or phenyl substituted with a trifluoromethyl group and a halogen or alkyl group; and

R 4 is aryl, substituted aryl, heteroaryl, substituted heteroaryl or cycloalkyl, wherein the heteroaryl or substituted heteroaryl is a 5- or 6-membered aromatic ring with at least one heteroatom selected from the group of N, O or S; and substituted aryl or substituted heteroaryl comprises one or more substituents selected from the group of halogen, lower alkyl, lower alkoxy, alkenyl, hydroxyl, amino, nitro, nitroso, carboxyl, sulhydryl, —CF 3 , and —CN.

2. The compound of claim 1 , wherein R 4 is 2-furyl, 2-thiophene or 3-pyridyl.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2023
From: THE SCRIPPS RESEARCH INSTITUTE
To: UNIVERSITY OF FLORIDA BOARD OF TRUSTEES
Reel/Frame 063741/0303 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2023
From: UNIVERSITY OF FLORIDA BOARD OF TRUSTEES
To: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INCORPORATED
Reel/Frame 063741/0383 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 19, 2016
From: AUBE, JEFFREY; PRISINZANO, THOMAS EDWARD; SCHOENEN, FRANK JOHN; FRANKOWSKI, KEVIN JOHN
To: UNIVERSITY OF KANSAS
Reel/Frame 038647/0210 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 19, 2016
From: BOHN, LAURA
To: THE SCRIPPS RESEARCH INSTITUTE
Reel/Frame 038647/0345 →
Continuity (3)
Continuation 14345273
Provisional Application 61534938 · Sep 15, 2011
Related Publication 20160257685A1 · Sep 8, 2016