IP Library › Granted Patent US 8,501,749
Granted Patent B2
US 8,501,749 · App. 13/146,765 · Granted Aug 6, 2013

Azaquinazolinediones chymase inhibitors

Inventors: Xin Guo (Danbury, CT); Chuk Chui Man (Ridgefield, CT); Hidenori Takahashi (LaGrangeville, NY)
Assignee: Boehringer Ingelheim International GmbH
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Quick Facts
Patent No.
US 8,501,749
App. No.
13/146,765
Granted
Aug 6, 2013
Kind
B2
Abstract

Disclosed are small molecule inhibitors of the formula (I), which are useful in treating various diseases and conditions involving chymase.

Claims (25)

1. A compound of the formula (I):

wherein

X 1 , X 2 , X 3 and X 4 are each independently —CH— or nitrogen, with the proviso that at least one of them is nitrogen;

E is —COOH or —COOR wherein R is C 1 -C 5 alkyl;

G is C 1 -C 2 alkyl;

J is a heteroaryl group optionally substituted with 1-3 substituents chosen from halogen, C 1 -C 3 alkyl and C 1 -C 3 alkoxy;

M is C 1 -C 5 alkyl optionally substituted with 1-3 substitutents chosen from C 1 -C 5 alkyl and C 3 -C 6 carbocycle;

or a pharmaceutically acceptable salt thereof.

2. The compound according to claim 1 and wherein:

E is —COOH or —COOR wherein R is C 1 -C 3 alkyl;

G is —CH 2 —;

J is a heteroaryl group chosen from indolyl, benzothiazolyl and benzoisothiazolyl each optionally substituted with 1-3 C 1 -C 3 alkyl groups;

M is C 1 -C 3 alkyl optionally substituted with 1-3 substitutents chosen from C 1 -C 5 alkyl, phenyl and cyclopropyl.

3. The compound according to claim 2 and wherein:

E is —COOH;

J is a heteroaryl group chosen from indolyl and benzoisothiazolyl each optionally substituted with 1-3 methyl groups;

M is C 1 -C 2 alkyl optionally substituted with 1-3 substitutents chosen from C 1 -C 5 alkyl, phenyl and cyclopropyl.

4. The compound according to claim 3 and wherein:

J is a heteroaryl group chosen from indolyl or benzoisothiazolyl each optionally substituted with 2-3 methyl groups;

M is C 1 -C 2 alkyl optionally substituted with 1 substitutent chosen from C 1 -C 5 alkyl, phenyl and cyclopropyl.

5. The compound according to claim 4 and wherein:

6. The compound according to claim 5 and wherein:

7. A compound chosen from

or a pharmaceutically acceptable salt thereof.

8. A pharmaceutical composition comprising a therapeutically effective amount of a compound according to claim 1 and one or more pharmaceutically acceptable carries and/or adjuvants.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 30, 2011
From: GUO, XIN; MAN, CHUK CHUI; TAKAHASHI, HIDENORI
To: BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Reel/Frame 027306/0591 →
Continuity (2)
Provisional Application 61148693 · Jan 30, 2009
Related Publication 20120108597A1 · May 3, 2012