IP Library Granted Patent US 10,106,536
Granted Patent B2
US 10,106,536 · App. 15/591,884 · Granted Oct 23, 2018

Imidazo(4,5-B) pyridin-2-yl amides as KV7 channel activators

Inventors: Lynn Resnick (Pittsburgh, PA); George T. Topalov (Pittsburgh, PA); Charles A. Flentge (Mars, PA); James S. Hale (Pittsburgh, PA); David A. Mareska (McMurray, PA)
Assignee: Knopp Biosciences LLC
C07D471/04C07D519/00
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Quick Facts
Patent No.
US 10,106,536
App. No.
15/591,884
Granted
Oct 23, 2018
Kind
B2
Abstract

Compounds represented by formula 1 can be potent and/or partially selective for the Kv7.2/7.3 heteromultimer. They may be useful in treating disorders related to seizures, pain, neurotransmitter release, etc.

Claims (26)

1. A compound represented by a formula:

wherein:

L is CH 2 ;

R 1 is optionally substituted cyclic C 3 H 5 , wherein the optional substituent of R 1 is CF 3 ;

R 2 is optionally substituted cyclobutyl;

R 3 is optionally substituted C 3 alkyl, wherein the optional substituent of R 3 is OH;

R 4 is H; and

R 5 is H.

2. A composition comprising a compound of claim 1 , wherein the composition is pharmaceutically acceptable.

3. A pharmaceutical dosage form comprising a compound of claim 1 and a pharmaceutically acceptable excipient.

4. A method of activating a Kv7 potassium channel comprising administering an effective amount of a compound of claim 1 to a mammal in need thereof.

5. A method of treating a disorder comprising administering an effective amount of a Kv7 potassium channel activator compound of claim 1 to a mammal in need thereof, wherein the disorder is selected from epilepsy, pain, migraine and tinnitus.

6. The method of claim 5 , wherein pain is selected from neuropathic pain, inflammatory pain, persistent pain, cancer pain and postoperative pain.

7. A compound represented by a formula:

wherein:

L is CH 2 ;

R 1 is optionally substituted C 2 alkyl, wherein the optional substituents of R 1 are independently CF 3 or CH 3 ;

R 2 is optionally substituted cyclobutyl;

R 3 is optionally substituted C 3 alkyl, wherein the optional substituent of R 3 is OH;

R 4 is H; and

R 5 is H.

8. A composition comprising a compound of claim 7 , wherein the composition is pharmaceutically acceptable.

9. A pharmaceutical dosage form comprising a compound of claim 7 and a pharmaceutically acceptable excipient.

10. A method of activating a Kv7 potassium channel comprising administering an effective amount of a compound of claim 7 to a mammal in need thereof.

11. A method of treating a disorder comprising administering an effective amount of a Kv7 potassium channel activator compound of claim 7 to a mammal in need thereof, wherein the disorder is selected from epilepsy, pain, migraine and tinnitus.

12. The method of claim 11 , wherein pain is selected from neuropathic pain, inflammatory pain, persistent pain, cancer pain and postoperative pain.

Assignments (11)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 12, 2022
From: KNOPP BIOSCIENCES LLC
To: CHANNEL BIOSCIENCES, LLC
Reel/Frame 059681/0638 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 12, 2022
From: CHANNEL BIOSCIENCES, LLC
To: BIOHAVEN THERAPEUTICS LTD.
Reel/Frame 059598/0607 →
RELEASE OF SECURITY INTEREST Recorded Apr 12, 2022
From: AMERICAN MONEY MANAGEMENT CORPORATION
To: KNOPP BIOSCIENCES LLC
Reel/Frame 059572/0530 →
SECURITY INTEREST Recorded Apr 12, 2021
From: KNOPP BIOSCIENCES LLC
To: AMERICAN MONEY MANAGEMENT CORPORATION
Reel/Frame 055889/0064 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2018
From: HALE, JAMES S.
To: KNOPP BIOSCIENCES LLC
Reel/Frame 046693/0676 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2018
From: MARESKA, DAVID A.
To: KNOPP BIOSCIENCES LLC
Reel/Frame 046693/0732 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2018
From: RESNICK, LYNN
To: KNOPP BIOSCIENCES LLC
Reel/Frame 046693/0476 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2018
From: TOPALOV, GEORGE T.
To: KNOPP BIOSCIENCES LLC
Reel/Frame 046693/0548 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2018
From: FLENTGE, CHARLES A.
To: KNOPP BIOSCIENCES LLC
Reel/Frame 046693/0626 →
CONFIRMATORY LICENSE Recorded Jun 25, 2018
From: KNOPP BIOSCIENCES LLC
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 046419/0344 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2017
From: BELARDI, JUSTIN K.; FLENTGE, CHARLES A.; HALE, JAMES S.; HARRIED, SCOTT S.; MARESKA, DAVID A.; ZHANG, KAI; HEAP, CHARLES R.; HADDEN, MARK; CUI, WENGE; DECORNEZ, HÈLÉNE; LIU, SHUANG
To: KNOPP BIOSCIENCES LLC
Reel/Frame 043491/0760 →
Continuity (3)
Continuation In Part 14776271
Provisional Application 61793892 · Mar 15, 2013
Related Publication 20170240547A1 · Aug 24, 2017
Cited By (1)
US 12,351,559