IP Library Granted Patent US 9,724,346
Granted Patent B2
US 9,724,346 · App. 15/013,798 · Granted Aug 8, 2017

Substituted pyrimidines for treatment of a cough selected from chronic pathological cough, sub-acute pathological cough, acute pathological cough, neuronal hypersensitivity underlying chronic cough, neuronal hypersensitivity underlying sub-acute cough and neuronal hypersensitivity underlying acute cough

Inventors: Anthony P. Ford (Palo Alto, CA); Bruce G. McCarthy (San Francisco, CA)
Assignee: Afferent Pharmaceuticals Inc.
A61K31/505A61K9/0053A61K9/20A61K9/2013A61K9/2018A61K9/2027A61K9/2054C07D239/48
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Quick Facts
Patent No.
US 9,724,346
App. No.
15/013,798
Granted
Aug 8, 2017
Kind
B2
Abstract

Methods for treating cough, chronic cough and urges to cough associated with respiratory diseases with a P2X3 and/or a P2X2/3 receptor antagonist, the methods comprising administering to a subject in need thereof an effective amount of a compound of Formula (I): or a pharmaceutically acceptable salt thereof, wherein R 1 and R 2 are as defined herein.

Claims (30)

1. A method for treating a cough in a patient, wherein the cough is selected from the group consisting of chronic pathological cough, sub-acute pathological cough, acute pathological cough, neuronal hypersensitivity underlying chronic cough, neuronal hypersensitivity underlying sub-acute cough and neuronal hypersensitivity underlying acute cough, the method comprising administering to the patient in need thereof an effective amount of a compound of Formula (I):

or a pharmaceutically acceptable salt thereof,

wherein:

R 1 is hydrogen or C 1 -C 6 alkyl, wherein C 1 -C 6 alkyl is optionally substituted with at least one substituent selected from the group consisting of cycloalkyl, halo, nitro, cyano, hydroxy, alkoxy, amino, acylamino, monoalkylamino, dialkylamino, haloalkoxy, heteroalkyl, —COR, —(CR′R″) n —COOR and —(CR′R″) n —CONR a R b , wherein:

in COR, R is hydrogen, alkyl, phenyl or phenylalkyl;

in (CR′R″) n —COOR, R is hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, phenyl or phenylalkyl;

each n is independently 0, 1, 2, 3, 4 or 5;

each R′ is independently hydrogen or alkyl;

each R″ is independently hydrogen or alkyl;

R a is hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, phenyl or phenylalkyl;

R b is hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, phenyl or phenylalkyl; and

R 2 R is alkyl, alkenyl, alkynyl, amino, aminosulfonyl, halo, amido, haloalkyl, alkoxy, hydroxy, haloalkoxy, nitro, hydroxyalkyl, alkoxyalkyl, hydroxyalkoxy, alkynylalkoxy, alkylsulfonyl, arylsulfonyl, carboxyalkyl, cyano or alkylcarbonyl.

2. The method of claim 1 , wherein the cough is chronic pathological cough.

3. The method of claim 1 , wherein the cough is neuronal hypersensitivity underlying acute cough.

4. The method of claim 1 , wherein the cough is selected from the group consisting of neuronal hypersensitivity underlying chronic cough, neuronal hypersensitivity underlying sub-acute cough and neuronal hypersensitivity underlying acute cough.

5. The method of claim 1 , wherein about 50 mg of the compound of Formula (I) is administered multiple times daily.

6. The method of claim 1 , wherein about 100 mg of the compound of Formula (I) is administered multiple times daily.

7. The method of claim 1 , wherein about 100-900 mg of the compound of Formula (I) is administered multiple times daily.

8. The method of claim 1 , wherein the cough is reduced by about 75%.

9. The method of claim 1 , wherein R 1 is hydrogen or methyl.

10. The method of claim 1 , wherein R 2 is aminosulfonyl, haloalkyl, alkylsulfonyl, carboxyalkyl or alkylcarbonyl.

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

or a pharmaceutically acceptable salt thereof.

12. The method of claim 1 , wherein the compound is:

or a pharmaceutically acceptable salt thereof.

13. The method of claim 1 , wherein the compound is selected from the group consisting of:

or a pharmaceutically acceptable salt thereof.

14. A method for treating a cough in a patient, wherein the cough is selected from the group consisting of chronic pathological cough, sub-acute pathological cough, acute pathological cough, neuronal hypersensitivity underlying chronic cough, neuronal hypersensitivity underlying sub-acute cough and neuronal hypersensitivity underlying acute cough, the method comprising administering to the patient in need thereof an effective amount of a compound having the formula:

or a pharmaceutically acceptable salt thereof.

15. A method for treating a cough in a patient, wherein the cough is selected from the group consisting of chronic pathological cough, sub-acute pathological cough, acute pathological cough, neuronal hypersensitivity underlying chronic cough, neuronal hypersensitivity underlying sub-acute cough and neuronal hypersensitivity underlying acute cough, the method comprising administering to the patient in need thereof an effective amount of a pharmaceutically acceptable salt of a compound having the formula:

Assignments (2)
CHANGE OF ADDRESS Recorded Sep 30, 2022
From: AFFERENT PHARMACEUTICALS, INC.
To: AFFERENT PHARMACEUTICALS, INC.
Reel/Frame 061877/0856 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 2, 2016
From: FORD, ANTHONY P.; MCCARTHY, BRUCE G.
To: AFFERENT PHARMACEUTICALS, INC.
Reel/Frame 037649/0562 →
Continuity (3)
Continuation 14466713 · Aug 22, 2014
Provisional Application 61869174 · Aug 23, 2013
Related Publication 20160263112A1 · Sep 15, 2016