Compounds for treating disorders mediated by metabotropic glutamate receptor 5, and methods of use thereof

Patent metadata

Field	Value
Publication number	US-10077243-B2
Application number	US-201414299364-A
Country	US
Kind code	B2
Filing date	Jun 9, 2014
Priority date	Dec 18, 2009
Publication date	Sep 18, 2018
Grant date	Sep 18, 2018

Abstract

Provided herein are compounds of formula (I):

and pharmaceutical compositions thereof, useful for the treatment of disorders mediated by metabotropic glutamate receptor 5.

First claim

The invention claimed is:

1. A compound of formula I:

wherein:
R 1 is cycloalkyl, heterocycloalkyl, aryl or heteroaryl, each of which is optionally substituted;
R 2 and R 3 , together with the atoms to which they are attached, form an optionally substituted hexahydroazepine ring;
G is NR 2 ;
Q is N;
X is C;
Z is C═O;
b, c and e are single bonds; and d and f are double bonds;
Y 1 , Y 2 and Y 3 are each independently CH, C-halogen or C-lower alkyl; and
L 1 is —C≡C—, —HC═CH—, or -(lower alkyl)C═C(lower alkyl)-;
or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein L 1 is —C≡C— or —HC═CH—.

3. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 1 is optionally substituted aryl.

4. The compound of claim 3 , or a pharmaceutically acceptable salt thereof, wherein R 1 is selected from

5. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 1 is optionally substituted heteroaryl.

6. The compound of claim 5 , or a pharmaceutically acceptable salt thereof, wherein R 1 is selected from

7. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein R 1 is optionally substituted cycloalkyl.

8. The compound of claim 7 , or a pharmaceutically acceptable salt thereof, wherein R 1 is selected from

9. A compound, or a pharmaceutically acceptable salt thereof, wherein the compound is selected from:

10. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

11. The compound of claim 1 , or a pharmaceutically acceptable salt thereof, wherein Y 1 , Y 2 and Y 3 are each CH.

Assignees

• Sunovion Pharmaceuticals Inc

Inventors

• Hardy Larry Wendell
• Heffernan Michele L R
• Wu Frank Xinhe
• Saraswat Lakshmi D
• Spear Kerry L

Classifications

• C07D498/04

  Ortho-condensed systems · CPC title

• C07D417/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• C07D239/88 Primary

  Oxygen atoms · CPC title

• C07D471/20

  Spiro-condensed systems · CPC title

• C07D405/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title