IP Library Granted Patent US 8,273,895
Granted Patent B2
US 8,273,895 · App. 12/967,132 · Granted Sep 25, 2012

NK

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Quick Facts
Patent No.
US 8,273,895
App. No.
12/967,132
Granted
Sep 25, 2012
Kind
B2
Abstract

A NK 1 antagonist having the formula (I), wherein Ar 1 and Ar 2 are optionally substituted phenyl or heteroaryl, X 1 is an ether, thio or imino linkage, R 4 and R 5 are not both H or alkyl, and the remaining variables are as defined in the specification, useful for treating a number of disorders, including emesis, depression, anxiety and cough. Pharmaceutical compositions. Methods of treatment and combinations with other agents are also disclosed.

Claims (21)

1. A compound having the formula (I):

or a pharmaceutically acceptable salt thereof, wherein

Ar 1 is phenyl, wherein said phenyl can be unsubstituted or substituted with 1 to 3 fluoro;

Ar 2 is bis(trifluoromethyl)phenyl;

X 1 is —O—;

R 1 and R 2 are independently selected from the group consisting of H, C 1 -C 6 alkyl or hydroxyl(C 1 -C 3 alkyl), C 3 -C 8 cycloalkyl, —CH 2 F, —CHF 2 , —CF 3 ;

R 3 is H, C 1 -C 6 alkyl, hydroxyl(C 1 -C 3 alkyl), C 3 -C 8 cycloalkyl, —CH 2 F, —CF 2 H, or —CF 3 ;

R 6 and R 7 are independently selected from H or C 1 -C 6 alkyl;

n 2 is 1 or 2;

R 4 and R 5 together are ═O;

R 18 is C 1 -C 6 alkyl, Cbz or H;

R 32 and R 33 are each H;

or a diaseteromer, enantiomer, stereoisomer, regioisomer, rotamer, or tautomer thereof.

2. The compound according to claim 1 , wherein:

at least one of R 1 or R 2 is C 1 -C 6 alkyl and the other of R 1 or R 2 is H;

R 3 is H;

R 6 and R 7 are H;

R 18 is Cbz or H;

R 32 and R 33 are H; and

n 2 is 2, or a pharmaceutically acceptable salt thereof.

3. The compound according to claim 1 having the formula:

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Apr 4, 2023
From: MIDCAP FINANCIAL TRUST, AS AGENT
To: TERSERA THERAPEUTICS LLC
Reel/Frame 063253/0942 →
FIRST LIEN PATENT SECURITY AGREEMENT Recorded Jul 19, 2018
From: TERSERA THERAPEUTICS LLC
To: MIDCAP FINANCIAL TRUST, AS AGENT
Reel/Frame 046591/0544 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 20, 2011
From: PALIWAL, SUNIL; REICHARD, GREGORY A.; WANG, CHENG; XIAO, DONG; TSUI, HON-CHUNG; SHIH, NENG-YANG; ARREDONDO, JUAN D.; WROBLESKI, MICHELLE LACI; PALANI, ANANDAN
To: SCHERING CORPORATION
Reel/Frame 026620/0987 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 7, 2011
From: PALIWAL, SUNIL; REICHARD, GREGORY A.; WANG, CHENG; XIAO, DONG; TSUI, HON-CHUNG; SHIH, NENG-YANG
To: SCHERING CORPORATION
Reel/Frame 026402/0210 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 7, 2011
From: SCHERING CORPORATION
To: OPKO HEALTH, INC.
Reel/Frame 026402/0263 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 2, 2011
From: PALIWAL, SUNIL; REICHARD, GREGORY A.; WANG, CHENG; XIAO, DONG; TSUI, HON-CHUNG; SHIH, NENG-YANG; ARREDONDO, JUAN D.; WROBLESKI, MICHELLE LACI; PALANI, ANANDAN
To: OPKO HEALTH, INC.
Reel/Frame 025735/0597 →