Benzimidazole derivatives

Patent metadata

Field	Value
Publication number	US-9428515-B2
Application number	US-201514706177-A
Country	US
Kind code	B2
Filing date	May 7, 2015
Priority date	May 9, 2014
Publication date	Aug 30, 2016
Grant date	Aug 30, 2016

Abstract

The present invention encompasses compounds of the general formula I

wherein the groups A, R 1 to R 2 and X have the meanings given in the claims and in the specification. The compounds of the invention are suitable for the treatment of diseases characterized by excessive or abnormal cell proliferation pharmaceutical preparations containing such compounds and their uses as a medicament.

First claim

The invention claimed is:

1. A compound of formula I

wherein,
A is

R 1 is

R 2 is selected from the group consisting of —CH 2 -phenyl, —CH(CH 3 )-phenyl, —CH 2 —CH 2 —O—CH 3 and —CH(CH 3 )—CH 2 —O—CH 3 ,
R 3 is —C 1-3 alkyl;
R 4 is —C 1-3 alkyl;
R 5 is —C 1-3 alkyl;
or R 4 and R 5 taken together form a —C 3 cycloalkyl;
R 6 is —C 1-3 alkyl;
R 7 is —C 1-3 alkyl;
R 8 is —C 1-3 alkyl;
R 9 is —C 1-3 alkyl;
R 10 is —C 1-3 alkyl; and
X is —CH═;
or a salt thereof.

2. A compound according to claim 1 of formula Ia

wherein
A is

R 1 is

 and
R 2 is selected from the group consisting of —CH 2 -phenyl, —CH(CH 3 )-phenyl, and —CH(CH 3 )—CH 2 —O—CH 3 .

3. A compound according to claim 1 , wherein R 1 is

4. A compound according to claim 1 , wherein A is

5. A compound according to claim 1 , wherein R 3 is methyl, ethyl or isopropyl.

6. A compound according to claim 1 , wherein R 4 and R 5 are both methyl or R 4 and R 5 taken together form a cyclopropyl.

7. A compound of claim 6 , wherein R 4 and R 5 are both methyl.

8. A compound according to claim 1 , wherein R 2 is selected from the group consisting of —CH(CH 3 )-phenyl, and —CH(CH 3 )—CH 2 —O—CH 3 .

9. A compound according to claim 1 , wherein R 9 is methyl or ethyl.

10. A compound according to claim 1 , wherein R 10 is methyl or ethyl.

11. A compound according to claim 1 selected from the group consisting of

EX #
Structure
Ex #
Structure

I-1

I-2

I-4

I-7

I-8

I-9

II-1

or a salt thereof.

12. A pharmaceutical composition comprising a compound according to claim 1 and a pharmaceutically acceptable carrier.

Assignees

• Boehringer Ingelheim Int

Inventors

• Engelhardt Harald

Classifications

• A61P35/00

  Antineoplastic agents · CPC title

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title

• C07D487/04 Primary

  Ortho-condensed systems · CPC title