IP Library Granted Patent US 9,790,218
Granted Patent B2
US 9,790,218 · App. 14/237,079 · Granted Oct 17, 2017

Small molecule activators of calcium-activated chloride channels and methods of use

Inventors: Alan S. Verkman (San Francisco, CA); Wan Namkung (San Francisco, CA)
Assignee: The Regents of the University of California
C07D417/12A61K31/41A61K31/426A61K31/4439C07D277/46
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Quick Facts
Patent No.
US 9,790,218
App. No.
14/237,079
Granted
Oct 17, 2017
Kind
B2
Abstract

Provided herein are small molecule activators of calcium-activated chloride channels. These small molecules may be used for treatment of diseases and disorders that are treatable by activating calcium-activated chloride channels, such as cystic fibrosis, disorders related to salivary gland dysfunction (for example, Sjogren's syndrome and dysfunction following radiation injury), dry eye syndrome, and intestinal hypomotility.

Claims (13)

1. A pharmaceutical composition comprising a pharmaceutically acceptable excipient and a compound of structure (I):

or a stereoisomer, tautomer, solvate, or pharmaceutically acceptable salt thereof, wherein

R 1 , R 2 and R 3 are each independently alkoxy;

R 4 is heteroaralkyl, or heterocyclylalkyl; and

R 5 and R 6 are each independently hydrogen, alkoxy or halo,

wherein the pharmaceutical composition is inhalable and the pharmaceutically acceptable excipient is not dimethyl sulfoxide (DMSO).

2. The pharmaceutical composition of claim 1 , wherein the compound has one of the following structures (Ia), (Ib) or (Ic):

3. The pharmaceutical composition of claim 1 , wherein at least one of R 1 , R 2 or R 3 is methoxy.

4. The pharmaceutical composition of claim 1 , wherein R 4 is tetrahydrofuran-2-yl-methyl, furan-2-yl-methyl, tetrahydropyran-2-yl-methyl, pyrid-4-yl-methyl or pyrid-2-yl-methyl.

5. The pharmaceutical composition of claim 1 , wherein at least one of R 5 or R 6 is hydrogen.

6. The pharmaceutical composition of claim 1 , wherein at least one of R 5 or R 6 is methoxy, chloro, or fluoro.

7. The pharmaceutical composition of claim 1 , wherein the compound has one of the following structures:

8. The pharmaceutical composition of claim 1 , wherein the compound has one of the following structures:

Assignments (2)
CONFIRMATORY LICENSE Recorded Sep 8, 2014
From: UNIVERSITY OF CALIFORNIA, SAN FRANCISCO
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 033695/0192 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 8, 2014
From: VERKMAN, ALAN S.; NAMKUNG, WAN
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 032852/0032 →
Continuity (2)
Provisional Application 61515555 · Aug 5, 2011
Related Publication 20140378510A1 · Dec 25, 2014