IP Library Granted Patent US 8,912,206
Granted Patent B2
US 8,912,206 · App. 13/511,062 · Granted Dec 16, 2014

Pyrimidine ether derivatives and methods of use thereof

Inventors: Santhosh Francis Neelamkavil (Edison, NJ); Andrew Stamford (Chatham Township, NJ); Samuel Chackalamannil (Califon, NJ); William J. Greenlee (Teaneck, NJ)
Assignee: Merck Sharp & Dohme Corp.
C07D491/08
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Quick Facts
Patent No.
US 8,912,206
App. No.
13/511,062
Granted
Dec 16, 2014
Kind
B2
Abstract

The present invention relates to Pyrimidine Ether Derivatives, compositions comprising a Pyrimidine Ether Derivative, and methods of using the Pyrimidine Ether Derivatives for treating or preventing obesity, diabetes, a metabolic disorder, a cardiovascular disease or a disorder related to the activity of a G-protein coupled receptor (GPCR) in a patient.

Claims (19)

1. A compound having the formula:

wherein:

Q is —C(O)O— or a bond;

W is —C(O)—, —C(O)O— or —S(O) 2 —;

Y is halo;

R 3 is alkyl, haloalkyl, cycloalkyl or -alkylene-O-alkyl; and

R 10 is cycloalkyl or heteroaryl, either of which can be substituted with an alkyl or halo group.

2. The compound of claim 1 , wherein W is —C(O)— or —C(O)O—.

3. The compound of claim 1 , wherein W is —S(O) 2 —.

4. The compound of claim 1 , wherein R 3 is methyl, ethyl, n-propyl, isopropyl, t-butyl, —CF 3 , —CH 2 CH 2 OCH 3 , —CH 2 CH 2 CF 3 , cyclopropyl or cyclopentyl.

5. A compound having the structure:

or a pharmaceutically acceptable salt thereof.

6. A composition comprising an effective amount of one or more compounds of claim 1 or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

7. A method for treating diabetes in a patient, the method comprising administering to the patient an effective amount of one or more compounds of claim 1 , or a pharmaceutically acceptable salt thereof.

8. The composition of claim 6 , further comprising at least one additional therapeutic agent, wherein the additional therapeutic agent is selected from an antidiabetic agent and an antiobesity agent.

9. A compound which is:

or a pharmaceutically acceptable salt thereof.

10. The compound of claim 1 which is:

or a pharmaceutically acceptable salt thereof.

Assignments (3)
MERGER Recorded Aug 8, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061102/0145 →
CHANGE OF NAME Recorded Mar 27, 2013
From: SCHERING CORPORATION
To: MERCK SHARP & DOHME CORP.
Reel/Frame 030102/0196 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 10, 2012
From: NEELAMKAVIL, SANTHOSH FRANCIS; STAMFORD, ANDREW; CHACKALAMANNIL, SAMUEL; GREENLEE, WILLIAM J.
To: SCHERING CORPORATION
Reel/Frame 028766/0049 →
Continuity (2)
Provisional Application 61263520 · Nov 23, 2009
Related Publication 20120289525A1 · Nov 15, 2012