IP Library › Granted Patent US 9,394,275
Granted Patent B2
US 9,394,275 · App. 14/638,171 · Granted Jul 19, 2016

Diamide compounds having muscarinic receptor antagonist and BETA2 adrenergic receptor agonist activity

Inventors: Adam D. Hughes (Belmont, CA); Daniel Byun (Alameda, CA); John R. Jacobsen (San Mateo, CA)
Assignee: Theravance Respiratory Company, LLC
C07D401/12A61K31/444A61K31/4709A61K31/56A61K45/06
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Quick Facts
Patent No.
US 9,394,275
App. No.
14/638,171
Granted
Jul 19, 2016
Kind
B2
Abstract

This invention relates to a compound of formula I: or a pharmaceutically acceptable salt thereof. Such compounds possess both muscarinic receptor antagonist and β 2 adrenergic receptor agonist activities. The invention also relates to pharmaceutical compositions comprising such compounds, processes and intermediates for preparing such compounds, and methods of using such compounds as bronchodilating agents to treat pulmonary disorders.

Claims (20)

1. Biphenyl-2-ylcarbamic acid 1-(2-{[3-(4-{2-[(R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino]ethyl}phenylcarbamoyl)-phenyl]methylcarbamoyl}ethyl)piperidin-4-yl ester of formula:

or a pharmaceutically acceptable salt thereof.

2. A pharmaceutical composition comprising

(a) a compound of claim 1 , a pharmaceutically acceptable salt thereof; and

(b) a pharmaceutically acceptable carrier.

3. A pharmaceutical composition comprising

(a) a compound of claim 1 , a pharmaceutically acceptable salt thereof;

(b) a steroidal anti-inflammatory agent or a pharmaceutically acceptable salt or solvate thereof; and

(c) a pharmaceutically acceptable carrier.

4. The pharmaceutical composition of claim 3 , wherein the steroidal anti-inflammatory agent is a corticosteroid or a pharmaceutically acceptable salt or solvate thereof.

5. A method for treating a pulmonary disorder selected from chronic obstructive pulmonary disease and asthma in a patient comprising administering to the patient a compound of claim 1 , a pharmaceutically acceptable salt thereof.

6. A method for treating a pulmonary disorder selected from chronic obstructive pulmonary disease and asthma in a patient comprising:

(a) administering to the patient a compound of claim 1 , or a pharmaceutically acceptable salt thereof; and

(b) administering to the patient a steroidal anti-inflammatory agent, or a pharmaceutically acceptable salt or solvate thereof;

wherein step (a) and (b) are conducted simultaneously or sequentially in any order.

7. The method of claim 5 or 6 , wherein the pulmonary disorder is chronic obstructive pulmonary disease.

8. The method of claim 5 or 6 , wherein the pulmonary disorder is asthma.

9. A method for producing bronchodilation in a mammal comprising administering to the mammal a bronchodilation-producing amount of a compound of claim 1 , a pharmaceutically acceptable salt thereof.

10. The method of claim 9 , wherein the mammal is a human.

11. A compound of the formula:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 12, 2020
From: THERAVANCE RESPIRATORY COMPANY, LLC
To: THERAVANCE BIOPHARMA R&D IP, LLC
Reel/Frame 054393/0695 →
Continuity (6)
Continuation 14327853 · Jul 10, 2014
Division 13964484 · Aug 12, 2013
Continuation 13369109 · Feb 8, 2012
Division 12761532 · Apr 16, 2010
Provisional Application 61172039 · Apr 23, 2009
Related Publication 20150274697A1 · Oct 1, 2015