1H-IMIDAZO[4,5-c]QUINOLINONE COMPOUNDS

• US 20100311714A1
• Filed: 06/02/2010
• Published: 12/09/2010
• Est. Priority Date: 06/04/2009
• Status: Abandoned Application

• Current Assignee: Novartis Ag
• Original Assignee: Novartis Ag
• Inventors: Stauffer, Frédéric, Imbach, Patricia, Furet, Pascal, Mah, Robert
• Application Number:
  US12/792,187
• Publication Number:
  US 20100311714A1
• Time in Patent Office: Days
• US Class Current: 514/210.21
• CPC Class Codes: A61P 1/00 Drugs for disorders of the alimentary tract or the digestive system
• CPC Class Codes: A61P 11/00 Drugs for disorders of the respiratory system
• CPC Class Codes: A61P 13/12 of the kidneys
• CPC Class Codes: A61P 15/00 Drugs for genital or sexual disorders for disorders of sex hormones A61P5/24; Contraceptives
• CPC Class Codes: A61P 17/06 Antipsoriatics
• CPC Class Codes: A61P 25/00 Drugs for disorders of the nervous system
• CPC Class Codes: A61P 3/04 Anorexiants; Antiobesity agents
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 35/02 specific for leukemia
• CPC Class Codes: A61P 35/04 specific for metastasis
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: A61P 5/38 of the suprarenal hormones
• CPC Class Codes: C07D 471/04 Ortho-condensed systems
• CPC Class Codes: C07D 471/14 Ortho-condensed systems

Abstract

The invention relates to the use of 1H-imidazo[4,5-c]quinolinone compounds and salts thereof in the treatment of protein and/or lipid kinase dependent diseases and for the manufacture of pharmaceutical preparations for the treatment of said diseases; 1H-imidazo[4,5-c]quinolinone compounds for use in the treatment of protein and/or lipid kinase dependent diseases; a method of treatment against said diseases, comprising administering the 1H-imidazo[4,5-c]quinolinone compounds to a warm-blooded animal, especially a human; pharmaceutical preparations comprising an 1H-imidazo[4,5-c]quinolinone compounds, especially for the treatment of a protein and/or lipid kinase dependent disease; novel 1H-imidazo[4,5-c]quinolinone compounds; and a process for the preparation of the novel 1H-imidazo[4,5-c]quinolinone compounds.

Claims

1. A compound of the formula (I)

2. A compound according to claim 1,

wherein

R¹ is pyridyl which is unsubstituted or independently substituted by one, two or three substituents selected from halo, unsubstituted or substituted alkyl, unsubstituted or substituted alkenyl, unsubstituted or substituted alkynyl, unsubstituted or substituted lower alkoxy, unsubstituted or substituted alkoxy lower alkyl, unsubstituted or substituted lower alkoxy lower alkoxy, unsubstituted or substituted cycloalkyl, unsubstituted or substituted cycloalkenyl, unsubstituted or substituted carbamoyl lower alkyl, lower mono- and di-alkyl carbamoyl lower alkyl, unsubstituted or substituted cycloaminocarbonyl lower alkyl, unsubstituted or substituted heterocyclylcarbonyl lower alkyl, unsubstituted or substituted hydroxyl lower alkyl, unsubstituted or substituted carboxy lower alkyl, halo-loweralkyl, hydroxycarbonyl-loweralkyl, unsubstituted or substituted pyrazinyl, hydroxyl, amino, mono- or di-loweralkyl substituted amino, unsubstituted or substituted piperazinyl, N-loweralkyl-N-lower alkoxy lower alkyl substituted amino, lower alkoxy lower alkyl carbonyl amino, oxo-piperazinyl, unsubstituted or substituted cycloamino, N-loweralkyl-N-hydroxy lower alkyl substituted amino

or a pharmaceutically acceptable salt thereof.

3. A compound according to claim 1 or claim 2, wherein said substituted pyridinyl is substituted with one, two or three substituents independently selected from halo, unsubstituted or substituted alkyl, unsubstituted or substituted lower alkoxy, unsubstituted or substituted lower alkoxy lower alkoxy, amino, mono- or di-loweralkyl substituted amino, N-loweralkyl-N-lower alkoxy lower alkyl substituted amino, lower alkoxy lower alkyl carbonyl amino, unsubstituted or substituted piperazinyl, oxo-piperazinyl, cycloamino, halo-substituted cycloamino, hydroxy-substituted cycloamino, alkoxy-substituted cycloamino, N-loweralkyl-N-hydroxy lower alkyl substituted amino.

4. A compound according to any one of claims 1-3, wherein said substituted pyridinyl is substituted with one, two or three of said substituents, at least one of which is in the alpha-position.

5. A compound according to any one of claims 1 to 4, wherein

R¹ is a group selected from:

6. A compound according to any preceding claim wherein,

R³ is selected from phenyl;

hydroxyphenyl;

methoxyphenyl;

ethoxyphenyl;

methoxy ethoxy-phenyl;

methoxy-(methoxy ethoxy)-phenyl, hydroxy alkoxy phenyl;

halo-hydroxy-phenyl;

hydroxy-haloalkyl-phenyl;

2,2-difluoro-benzo[1,3]dioxolo;

benzene sulfonamide;

3-(pyrrolidine-1-sulfonyl)-phenyl;

N-(phen-3-yl)-methanesulfonamide;

N-methyl-N-phen-3-yl-methanesulfonamide;

alkyl-sulfonyl phenyl;

benzamide;

N-methyl-benzamide;

N,N-dimethyl-benzamide;

pyrazol-phenyl;

imidazol-phenyl;

pyridyl;

alkylpyridyl;

alkoxypyridyl;

ethoxypyridyl;

propoxypyridyl;

cycloalkylalkoxypyridyl;

alkoxyalkylpyridyl;

alkoxyalkoxypyridyl;

benzyloxyalkoxypyridyl;

hydroxyalkylpyridyl;

alkyl-sulfonyl pyridyl;

hydroxyalkoxypyridyl;

alkoxycarbonylpyridyl;

aminopyridyl;

alkylaminopyridyl;

dialkylaminopyridyl;

cycloaminopyridyl;

(cyanoloweralkyl)-pyridinyl;

(cyanocycloloweralkyl)-pyridinyl;

hydroxyalkylaminopyridyl;

amino-haloloweralkyl-pyridyl;

haloalkylpyridinyl;

halopyridyl;

halo-alkoxy-pyridyl;

carbamoylpyridyl;

alkyl-substituted carbamoyl;

piperazinylpyridyl;

N-alkylpiperazinylpyridyl;

alkylsulfonamidopyridyl;

dialkylsulfonamidopyridyl;

(alkylsulfonamido)(alkyl)pyridyl;

dialkylsulfonamido(alkyl)pyridyl;

3H-tetrazol-5-yl pyridyl;

(alkoxy)(alkylcarbonylamino)pyridyl;

(alkoxy)(alkylcarbonyl-N-alkylamino)pyridyl;

(alkoxy)(nitro)pyridyl;

(alkoxy)(amino)pyridyl;

(alkoxy)(alkylaminocarbonyl)pyridyl;

(alkoxy)(hydroxycarbonyl)pyridyl;

N,N-di-loweralkyl aminoloweralkoxy;

(N,N-dimethylaminopropoxy)pyridyl;

(alkyl)(alkoxy)pyridyl;

(dialkoxy-alkyl)(alkoxy)pyridyl;

(alkoxyalkyl)(alkoxy)pyridyl;

(hydroxyalkyl)(alkylamino)pyridyl;

(alkyl)(alkylamino)pyridyl;

(halo)(alkylamino)pyridyl;

(haloalkyl)(alkylamino)pyridyl;

(haloalkyl)(amino)pyridyl;

(hydroxyalkyl)(alkoxy)pyridyl;

(hydroxyalkyl)(amino)pyridyl;

(alkoxyalkyl)(amino)pyridyl;

(alkyl)(alkoxyalkoxy)pyridyl;

(alkoxyalkyl)(alkylamino)pyridyl;

(amino)(alkylaminocarbonyl)pyridyl;

pyrimidinyl;

loweralkylaminopyrimidinyl;

di-loweralkylaminopyrimidinyl;

alkoxypyrimidinyl;

di-loweralkoxypyrimidinyl;

(alkylamino)(alkoxy)pyrimidinyl;

1H-pyrrolo[2,3-b]pyridinyl;

1-methyl-1H-pyrrolo[2,3-b]pyridinyl;

pyrazinyl;

pyrazolyl;

substituted pyrazolyl;

quinolinyl;

2-oxo-2,3-dihydro-1H-indol-5-yl;

1-methyl-2,3-dihydro-1H-indol-5-yl;

1H-imidazo[4,5-b]pyridin-2(3H)-one-6-yl;

3H-imidazo[4,5-b]pyridin-6-yl;

3H-[1,2,3]triazolo[4,5-b]pyridin-6-yl;

imidazo[1,2-a]pyridinyl,

or a pharmaceutically acceptable salt thereof.

7. A compound according to claim 1, selected from the group consisting of:

1-(2-Methoxy-pyridin-3-yl)-8-(6-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2-Methoxy-pyridin-3-yl)-3-methyl-8-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-(2-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2-Methoxy-pyridin-3-yl)-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-1-(2-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

4-[1-(2-Methoxy-pyridin-3-yl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl]-benzamide;

1-(2-Methoxy-pyridin-3-yl)-3-methyl-8-(1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Fluoro-pyridin-3-yl)-1-(2-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Dimethylamino-pyrimidin-5-yl)-1-(2-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-8-(2-methylamino-pyrimidin-5-yl)-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

4-[3-Methyl-1-(2-methyl-pyridin-3-yl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl]-benzamide;

N-Methyl-4-[3-methyl-1-(2-methyl-pyridin-3-yl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl]-benzamide;

8-(2-Ethoxy-pyrimidin-5-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-1-(2-methyl-pyridin-3-yl)-8-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(3,4-Dimethoxy-phenyl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-[6-(3-Dimethylamino-propoxy)-pyridin-3-yl]-3-methyl-1-(2-methyl-pyri din-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Methoxy-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-8-(6-methylamino-pyridin-3-yl)-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-1-(2-methyl-pyridin-3-yl)-8-(1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Dimethylamino-pyrimidin-5-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Methoxymethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-[5-(2-Methoxy-ethoxy)-pyridin-3-yl]-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Ethoxy-pyridin-4-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Isopropoxy-6-methyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethoxy-6-methyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-methyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethoxy-6-methyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-Imidazo[1,2-a]pyridin-6-yl-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Isopropylamino-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Amino-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-8-(5-methylamino-pyridin-3-yl)-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Dimethoxymethyl-5-methoxy-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethoxy-6-methoxymethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Azetidin-1-yl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Methoxy-6-methoxymethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-hydroxymethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-8-(6-methyl-5-methylamino-pyridin-3-yl)-1-(2-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Ethoxy-pyrimidin-5-yl)-3-methyl-1-(3-methyl-pyridin-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-1-(3-methyl-pyridin-2-yl)-8-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

4-[3-Methyl-1-(3-methyl-pyridin-2-yl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl]-benzamide;

3-Methyl-8-(2-methylamino-pyrimidin-5-yl)-1-(3-methyl-pyridin-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

N-Methyl-4-[3-methyl-1-(3-methyl-pyridin-2-yl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl]-benzamide;

8-(6-Ethoxy-pyridin-3-yl)-3-methyl-1-(3-methyl-pyridin-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-[6-(3-Dimethylamino-propoxy)-pyridin-3-yl]-3-methyl-1-(3-methyl-pyridin-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-1-(3-methyl-pyridin-2-yl)-8-quinolin-3-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-pyridin-3-yl)-3-methyl-1-(3-methyl-pyridin-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(3,4-Dimethoxy-phenyl)-3-methyl-1-(3-methyl-pyridin-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Dimethylamino-pyridin-3-yl)-3-methyl-1-(3-methyl-pyridin-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-3-methyl-1-(3-methyl-pyridin-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Methoxy-pyridin-3-yl)-3-methyl-1-(3-methyl-pyridin-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-pyridin-3-yl)-3-methyl-1-(4-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-3-methyl-1-(4-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Methoxy-pyridin-3-yl)-3-methyl-1-(4-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Dimethylamino-pyridin-3-yl)-3-methyl-1-(4-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-pyridin-3-yl)-3-methyl-1-pyridin-3-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(3,4-Dimethoxy-phenyl)-3-methyl-1-pyridin-3-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Dimethylamino-pyridin-3-yl)-3-methyl-1-pyridin-3-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Methoxy-pyridin-3-yl)-3-methyl-1-pyridin-3-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-1-(2-fluoro-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-(2-fluoro-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2-Fluoro-pyridin-3-yl)-3-methyl-8-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-2-methyl-pyridin-3-yl)-3-methyl-8-(1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-2-methyl-pyridin-3-yl)-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethoxy-6-methoxymethyl-pyridin-3-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Azetidin-1-yl-pyridin-3-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-2-methyl-pyridin-3-yl)-8-(5-methoxy-6-methoxymethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-2-methyl-pyridin-3-yl)-8-[5-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-hydroxymethyl-pyridin-3-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-2-methyl-pyridin-3-yl)-8-(6-hydroxymethyl-5-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-2-methyl-pyridin-3-yl)-8-(6-hydroxymethyl-5-methylamino-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Fluoro-6-methylamino-pyridin-3-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-2-methyl-pyridin-3-yl)-3-methyl-8-(6-methylamino-5-trifluoromethyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

2-Amino-5-[1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl]-N-methyl-nicotinamide;

8-(6-Amino-5-ethoxymethyl-pyridin-3-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Amino-pyridin-3-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-hydroxymethyl-pyridin-3-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Ethylamino-pyrimidin-5-yl)-1-(6-fluoro-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-(2,6-dimethoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-8-(6-ethoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-8-(2-dimethylamino-pyrimidin-5-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-3-methyl-8-(1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-8-(5-ethylamino-6-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-8-[5-(2-methoxy-ethoxy)-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-8-[5-(2-methoxy-ethoxy)-6-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-8-imidazo[1,2-a]pyridin-6-yl-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Azetidin-1-yl-pyridin-3-yl)-1-(2,6-dimethoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-8-(5-methoxy-6-methoxymethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Dimethoxymethyl-5-methoxy-pyridin-3-yl)-1-(2,6-dimethoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethoxy-pyridin-3-yl)-8-(6-hydroxymethyl-5-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-1-(2-methoxy-6-piperazin-1-yl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

4-(6-Methoxy-5-nitro-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-(2-methoxy-6-piperazin-1-yl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2-Methoxy-6-piperazin-1-yl-pyridin-3-yl)-3-methyl-8-(1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Dimethylamino-pyrimidin-5-yl)-1-(2-methoxy-6-piperazin-1-yl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Dimethylamino-pyrimidin-5-yl)-1-[2-methoxy-6-(4-methyl-piperazin-1-yl)-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[2-Methoxy-6-(4-methyl-piperazin-1-yl)-pyridin-3-yl]-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-1-(6-methoxy-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Methoxy-2-methyl-pyridin-3-yl)-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Methoxy-2-methyl-pyridin-3-yl)-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Dimethylamino-pyrimidin-5-yl)-1-(6-methoxy-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Methoxy-2-methyl-pyridin-3-yl)-8-(6-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-(6-methoxy-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-methyl-pyridin-3-yl)-1-(6-methoxy-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-5-methoxy-pyridin-3-yl)-1-(6-methoxy-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(Ethyl-methyl-amino)-2-methyl-pyridin-3-yl]-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-methyl-pyridin-3-yl)-1-[6-(ethyl-methyl-amino)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-1-[6-(2-methoxy-ethoxy)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-[6-(2-methoxy-ethoxy)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(2-Methoxy-ethoxy)-2-methyl-pyridin-3-yl]-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-methyl-pyridin-3-yl)-1-[6-(2-methoxy-ethoxy)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(2-Methoxy-ethoxy)-2-methyl-pyridin-3-yl]-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethyl-pyridin-3-yl)-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethyl-pyridin-3-yl)-8-(6-ethoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Dimethylamino-pyrimidin-5-yl)-1-(2,6-dimethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethyl-pyridin-3-yl)-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-(2,6-dimethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethyl-pyridin-3-yl)-8-(5-ethylamino-6-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethyl-pyridin-3-yl)-3-methyl-8-(1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2,6-Dimethyl-pyridin-3-yl)-8-(5-isopropylamino-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-{6-[(2-methoxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-{6-[(2-Methoxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-1-{6-[(2-methoxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-{6-[(2-Methoxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Dimethylamino-pyrimidin-5-yl)-1-{6-[(2-methoxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-methyl-pyridin-3-yl)-1-{6-[(2-methoxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-{6-[(2-Methoxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-8-(1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Amino-pyridin-3-yl)-1-{6-[(2-methoxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-5-methoxy-pyridin-3-yl)-1-{6-[(2-methoxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-(6-fluoro-4-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-on;

8-(5-Ethylamino-6-methyl-pyridin-3-yl)-1-(6-fluoro-4-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-4-methyl-pyridin-3-yl)-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-4-methyl-pyridin-3-yl)-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Fluoro-4-methyl-pyridin-3-yl)-3-methyl-8-(1-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-3-methyl-1-(5-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-8-(2-methylamino-pyrimidin-5-yl)-1-(5-methyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2-Chloro-6-methoxy-pyridin-3-yl)-8-(5-ethylamino-6-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2-Chloro-6-methoxy-pyridin-3-yl)-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(2-Chloro-6-methoxy-pyridin-3-yl)-8-(2-dimethylamino-pyrimidin-5-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Dimethylamino-2-methyl-pyridin-3-yl)-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Dimethylamino-2-methyl-pyridin-3-yl)-3-methyl-8-(6-methyl-5-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Dimethylamino-2-methyl-pyridin-3-yl)-8-(6-ethoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Dimethylamino-2-methyl-pyridin-3-yl)-8-(6-hydroxymethyl-5-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Amino-pyridin-3-yl)-1-(6-dimethylamino-2-methyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

N-{5-[8-(5-Amino-pyridin-3-yl)-3-methyl-2-oxo-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl]-6-methyl-pyridin-2-yl}-2-methoxy-acetamide;

N-{5-[8-(6-Ethoxy-pyridin-3-yl)-3-methyl-2-oxo-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl]-6-methyl-pyridin-2-yl}-2-methoxy-acetamide;

2-Methoxy-N-{6-methyl-5-[3-methyl-8-(2-methylamino-pyrimidin-5-yl)-2-oxo-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl]-pyridin-2-yl}-acetamide;

2-Methoxy-N-{6-methyl-5-[3-methyl-8-(6-methylamino-pyridin-3-yl)-2-oxo-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl]-pyridin-2-yl}-acetamide;

N-{5-[8-(5-Isopropoxy-pyridin-3-yl)-3-methyl-2-oxo-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl]-6-methyl-pyridin-2-yl}-2-methoxy-acetamide;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-3-methyl-1-[2-methyl-6-(4-methyl-3-oxo-piperazin-1-yl)-pyridin-3-yl]-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethoxy-6-methoxymethyl-pyridin-3-yl)-1-[6-(2-methoxy-ethoxy)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Azetidin-1-yl-pyridin-3-yl)-1-[6-(2-methoxy-ethoxy)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(2-Methoxy-ethoxy)-2-methyl-pyridin-3-yl]-8-(5-methoxy-6-methoxymethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Azetidin-1-yl-2-methyl-pyridin-3-yl)-8-(5-azetidin-1-yl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Azetidin-1-yl-2-methyl-pyridin-3-yl)-8-(5-isopropoxy-6-methoxymethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Azetidin-1-yl-2-methyl-pyridin-3-yl)-8-[5-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Azetidin-1-yl-2-methyl-pyridin-3-yl)-3-methyl-8-(6-methylamino-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Azetidin-1-yl-2-methyl-pyridin-3-yl)-8-(5-ethoxy-6-methoxymethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Azetidin-1-yl-2-methyl-pyridin-3-yl)-8-(5-methoxy-6-methoxymethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Azetidin-1-yl-2-methyl-pyridin-3-yl)-8-(6-ethoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Azetidin-1-yl-2-methyl-pyridin-3-yl)-8-(5-ethylamino-6-hydroxymethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Azetidin-1-yl-2-methyl-pyridin-3-yl)-8-(5-isopropoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3,3-Difluoro-azetidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3,3-Difluoro-azetidin-1-yl)-2-methyl-pyridin-3-yl]-8-[5-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3,3-Difluoro-azetidin-1-yl)-2-methyl-pyridin-3-yl]-8-(5-ethylamino-6-hydroxymethyl-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3,3-Difluoro-azetidin-1-yl)-2-methyl-pyridin-3-yl]-8-(6-hydroxymethyl-5-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

3-Methyl-8-(6-methylamino-pyridin-3-yl)-1-(2-methyl-6-pyrrolidin-1-yl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethoxy-6-methoxymethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-6-pyrrolidin-1-yl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-[5-(1-Hydroxy-1-methyl-ethyl)-pyridin-3-yl]-3-methyl-1-(2-methyl-6-pyrrolidin-1-yl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-5-methoxy-pyridin-3-yl)-3-methyl-1-(2-methyl-6-pyrrolidin-1-yl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-hydroxymethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-6-pyrrolidin-1-yl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-{6-[(2-hydroxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-{6-[(2-Hydroxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-hydroxymethyl-pyridin-3-yl)-1-{6-[(2-hydroxy-ethyl)-methyl-amino]-2-methyl-pyridin-3-yl}-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3-Hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-8-(5-isopropoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3-Hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-[6-(3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-1-[6-(3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-[5-(1-Hydroxy-1-methyl-ethyl)-pyridin-3-yl]-1-[6-(3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-[5-(1-Hydroxy-1-methyl-ethyl)-pyridin-3-yl]-1-[6-(3-methoxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3-Methoxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-5-methoxy-pyridin-3-yl)-1-[6-(3-methoxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3-Hydroxy-azetidin-1-yl)-2-methyl-pyridin-3-yl]-8-[5-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-hydroxymethyl-pyridin-3-yl)-1-[6-(3-hydroxy-azetidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Fluoro-6-methylamino-pyridin-3-yl)-1-[6-(3-hydroxy-azetidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3-Hydroxy-azetidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-8-(6-methylamino-5-trifluoromethyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(3-Hydroxy-azetidin-1-yl)-2-methyl-pyridin-3-yl]-8-(6-hydroxymethyl-5-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2,4-Dimethoxy-pyrimidin-5-yl)-1-[6-(3-hydroxy-azetidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Ethylamino-pyrimidin-5-yl)-1-[6-(3-hydroxy-azetidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(6-Amino-2-methyl-pyridin-3-yl)-8-(6-hydroxymethyl-5-methoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Fluoro-6-methylamino-pyridin-3-yl)-1-[6-(1-hydroxy-1-methyl-ethyl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-(1-Hydroxy-1-methyl-ethyl)-2-methyl-pyridin-3-yl]-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2,4-Dimethoxy-pyrimidin-5-yl)-1-[6-(1-hydroxy-1-methyl-ethyl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethoxy-pyridin-3-yl)-1-[6-(1-hydroxy-1-methyl-ethyl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-1-[6-(1-hydroxy-1-methyl-ethyl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

2-(5-{1-[6-(1-Hydroxy-1-methyl-ethyl)-2-methyl-pyridin-3-yl]-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl}-pyridin-3-yl)-2-methyl-propionitrile;

8-(2-Ethylamino-pyrimidin-5-yl)-1-[6-(1-hydroxy-1-methyl-ethyl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-(5-{1-[6-(1-Hydroxy-1-methyl-ethyl)-2-methyl-pyridin-3-yl]-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl}-pyridin-3-yl)-cyclobutanecarbonitrile;

1-[6-(1-Hydroxy-1-methyl-ethyl)-2-methyl-pyridin-3-yl]-8-(5-isopropoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-((S)-3-Hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Fluoro-6-methylamino-pyridin-3-yl)-1-[6-((S)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2,4-Dimethoxy-pyrimidin-5-yl)-1-[6-((S)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Chloro-6-methylamino-pyridin-3-yl)-1-[6-((S)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-((S)-3-Hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-8-(6-methylamino-5-trifluoromethyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-hydroxymethyl-pyridin-3-yl)-1-[6-((S)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-5-methoxy-pyridin-3-yl)-1-[6-((S)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-((S)-3-Hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-8-(5-isopropoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Ethylamino-4-methoxy-pyrimidin-5-yl)-1-[6-((S)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Ethylamino-pyrimidin-5-yl)-1-[6-((S)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-[5-(1-Hydroxy-1-methyl-ethyl)-pyridin-3-yl]-3-methyl-1-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-5-methylamino-pyridin-3-yl)-3-methyl-1-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-methoxymethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-hydroxymethyl-pyridin-3-yl)-3-methyl-1-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Methoxymethyl-6-methylamino-pyridin-3-yl)-3-methyl-1-(2-methyl-6-trifluoromethyl-pyridin-3-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

1-[6-((R)-3-Hydroxy-pyrrol idin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-8-(2-methylamino-pyrimidin-5-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Ethylamino-5-trifluoromethyl-pyridin-3-yl)-1-[6-((R)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(2-Ethylamino-pyrimidin-5-yl)-1-[6-((R)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethoxymethyl-6-ethylamino-pyridin-3-yl)-1-[6-((R)-3-hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

2-(5-{1-[6-((R)-3-Hydroxy-pyrrolidin-1-yl)-2-methyl-pyridin-3-yl]-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-8-yl}-pyridin-3-yl)-2-methyl-propionitrile;

8-[5-(1-Hydroxy-1-methyl-ethyl)-pyridin-3-yl]-3-methyl-1-[2-methyl-6-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pyridin-3-yl]-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(5-Ethylamino-6-hydroxymethyl-pyridin-3-yl)-3-methyl-1-[2-methyl-6-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pyridin-3-yl]-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Hydroxymethyl-5-methoxy-pyridin-3-yl)-3-methyl-1-[2-methyl-6-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pyridin-3-yl]-1,3-dihydro-imidazo[4,5-c]quinolin-2-one;

8-(6-Amino-5-hydroxymethyl-pyridin-3-yl)-3-methyl-1-[2-methyl-6-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pyridin-3-yl]-1,3-dihydro-imidazo[4,5-c]quinolin-2-one.

8. A pharmaceutical composition comprising a compound of formula (I), according to any of claims 1 to 6, or a pharmaceutically acceptable salt thereof, and optionally a further therapeutic agent, together with a pharmaceutically acceptable carrier.

9. A compound of the formula (I), according to any one of claims 1 to 7, or pharmaceutically acceptable salt thereof, for use in the treatment of the animal or human body, especially in the treatment of a lipid and/or protein kinase dependent disease.

10. Use of a compound of formula (I), according to any one of claims 1 to 7, or a pharmaceutically acceptable salt thereof, for the preparation of a pharmaceutical composition for use in the treatment of a lipid and/or protein kinase dependent disease.

11. A method of treatment of a disease that responds to inhibition of a lipid and/or protein kinase, which comprises administering a prophylactically or especially therapeutically effective amount of a compound of formula (I) according to any one of claims 1-7, or a pharmaceutically acceptable salt thereof, to a warm-blooded animal, e.g., a human, in need of such treatment.

12. A compound for use according to claim 9, or the use of a compound according to claim 10, or a method of treatment according to claim 11, wherein the lipid kinase dependent disease is preferably one dependent on a Class I PI3K and the protein kinase dependent disease is preferably dependent on a Class IV PI3K.

13. A compound for use according to claim 9, or the use of a compound according to claim 10, or a method of treatment according to claim 110, wherein the lipid kinase dependent disease is dependent on a Class I PI3K selected from the group consisting of PI3Kalpha, PI3Kbeta, PI3Kdelta, PI3Kgamma and the protein kinase dependent disease is dependent on a Class IV PI3K which is mTOR.

14. A compound for use according to claim 9, or the use of a compound according to claim 10, or a method of treatment according to claim 11, wherein the disease is a proliferative disease, a benign or malignant tumor, a carcinoma of the brain, kidney, liver, adrenal gland, bladder, breast, stomach, gastric tumors, ovaries, colon, rectum, prostate, pancreas, lung, vagina or thyroid, sarcoma, glioblastomas, multiple myeloma or gastrointestinal cancer, colon carcinoma or colorectal adenoma or a tumor of the neck or head, an epidermal hyperproliferation, psoriasis, prostate hyperplasia, a neoplasia, a neoplasia of epithelial character, lymphomas, a mammary carcinoma or a leukemia, Cowden syndrome, Lhermitte-Dudos disease or Bannayan-Zonana syndrome, basal cell carcinoma, squamous cell carcinoma and actinic keratosis.