IP Library › Granted Patent US 9,000,173
Granted Patent B2
US 9,000,173 · App. 14/327,853 · Granted Apr 7, 2015

Diamide compounds having muscarinic receptor antagonist and β

Inventors: Adam D. Hughes (Belmont, CA); Yan Chen (Foster City, CA); John R. Jacobsen (San Mateo, CA); Eric L. Stangeland (Pacifica, CA); Rose Yen (San Francisco, CA)
Assignee: Theravance Respiratory Company, LLC
A61K45/06A61K31/444A61K31/4709A61K31/56C07D401/12
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Quick Facts
Patent No.
US 9,000,173
App. No.
14/327,853
Granted
Apr 7, 2015
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 (7)

1. A process for preparing a compound of the formula:

or a pharmaceutically acceptable salt thereof, the process comprising deprotecting a compound of the formula:

or a salt thereof; wherein R x and R y are independently selected from C 1-4 alkyl, phenyl, and —C 1-4 alkyl-(phenyl); and R z is selected from C 1-4 alkyl, phenyl, —C 1-4 alkyl-(phenyl) and —O—(C 1-4 alkyl).

2. The process of claim 1 , wherein R x and R y are methyl; and R z is tert-butyl.

3. The process of claim 1 , wherein the compound is deprotected by contacting the compound with a source of fluoride ion.

4. The process of claim 1 , wherein the compound is deprotected by contacting the compound with triethylamine trihydrofluoride.

5. The process of claim 1 , wherein R x and R y are methyl; and R z is tert-butyl; and the compound is deprotected by contacting the compound with triethylamine trihydrofluoride.

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 (5)
Division 13964484 · Aug 12, 2013
Continuation 13369109 · Feb 8, 2012
Division 12761532 · Apr 16, 2010
Provisional Application 61172039 · Apr 23, 2009
Related Publication 20140323733A1 · Oct 30, 2014