IP Library Granted Patent US 8,389,720
Granted Patent B2
US 8,389,720 · App. 13/127,898 · Granted Mar 5, 2013

Quinolone neuropeptide S receptor antagonists

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Quick Facts
Patent No.
US 8,389,720
App. No.
13/127,898
Granted
Mar 5, 2013
Kind
B2
Abstract

The present invention is directed to quinolone compounds which are antagonists of neuropeptide S receptors, and which are useful in the treatment or prevention of neurological and psychiatric disorders and diseases in which the neuropeptide S receptor is involved. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which the neuropeptide S receptor is involved.

Claims (285)

1. A compound of the formula I:

wherein:

R 1 is methyl;

R 2 is selected from the group consisting of:

(1) tetralone,

(2) —CH 2 -cyclohexyl, where the cyclohexyl is unsubstituted or substituted with one or more substituents selected from R 13 ,

(3) —CH 2 -morpholinyl, where the morpholinyl is unsubstituted or substituted with one or more substituents selected from R 13 , and

(4) —CH 2 —CH—(phenyl)heterocycle, where the heterocycle is unsubstituted or substituted with one or more substituents selected from R 13 ;

R 3 is selected from the group consisting of:

(1) —C 1-6 alkyl, where the alkyl is unsubstituted or substituted with one or more substituents selected from R 13 ,

(2) —C 3-6 cycloalkyl, where the cycloalkyl is unsubstituted or substituted with one or more substituents selected from R 13 ,

(3) -phenyl or -napthyl, where the phenyl or naphthyl is unsubstituted or substituted with one or more substituents selected from R 13 ,

(4) -heterocycle, where the heterocycle is unsubstituted or substituted with one or more substituents selected from R 13 , and

(5) —NR 10 R 11 , wherein R 10 and R 11 are independently selected from the group consisting of:

(a) hydrogen,

(b) C 1-6 alkyl, which is unsubstituted or substituted with R 13 ,

(c) C 3-6 alkenyl, which is unsubstituted or substituted with R 13 ,

(d) C 3-6 alkynyl, which is unsubstituted or substituted with R 13 ,

(e) C 3-6 cycloalkyl which is unsubstituted or substituted with R 13 ,

(f) phenyl, which is unsubstituted or substituted with R 13 , and

(g) heterocycle, which is unsubstituted or substituted with R 13 ;

R 13 is selected from the group consisting of:

(1) halogen,

(2) hydroxyl,

(3) —(C═O) m —O n —C 1-6 alkyl, where m is 0 or 1, n is 0 or 1 (wherein if m is 0 or n is 0, a bond is present) and where the alkyl is unsubstituted or substituted with one or more substituents selected from R 14 ,

(4) —O n —(C 1-3 )perfluoroalkyl,

(5) —(C═O) m —O n —C 3-6 cycloalkyl, where the cycloalkyl is unsubstituted or substituted with one or more substituents selected from R 14 ,

(6) —(C═O) m —C 2-4 alkenyl, where the alkenyl is unsubstituted or substituted with one or more substituents selected from R 14 ,

(7) —(C═O) m —C 2-4 alkynyl, where the alkynyl is unsubstituted or substituted with one or more substituents selected from R 14 ,

(8) —(C═O) m —O n -phenyl or —(C═O) m —O n -napthyl, where the phenyl or naphthyl is unsubstituted or substituted with one or more substituents selected from R 14 ,

(9) —(C═O) m —O n -heterocycle, where the heterocycle is unsubstituted or substituted with one or more substituents selected from R 14 ,

(10) —(C═O) m —NR 15 R 16 , where R 15 and R 16 are independently selected from hydrogen and —C 1-6 alkyl, which is unsubstituted or substituted with phenyl,

(11) —S(O) 2 —NR 15 R 16 ,

(12) —S(O) q —R 12 , where q is 0, 1 or 2 and where R 12 is —C 1-6 alkyl, which is unsubstituted or substituted with phenyl;

(13) —CO 2 H,

(14) —CN, and

(15) —NO 2 ;

R 14 is selected from the group consisting of:

(1) hydroxyl,

(2) halogen,

(3) C 1-6 alkyl,

(4) —C 3-6 cycloalkyl,

(5) —O—C 1-6 alkyl,

(6) —O(C═O)—C 1-6 alkyl,

(7) —NH—C 1-6 alkyl,

(8) phenyl,

(9) heterocycle,

(10) —CO 2 H, and

(11) —CN;

or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 wherein R 3 is selected from the group consisting of: cyclohexyl, cyclopentyl, sec-butyl, neo-pentyl and phenyl.

3. The compund of Claim 2 wherein R 3 is cyclohexyl.

4. A compound which is selected from the group consisting of:

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)oxepan -3-yl]methyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[4-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-4-yl]methyl}cyclohexanecarboxamide;

N-({4-[4(1-methylethyl)piperazin-1-yl]tetrahydro-2H-pyran-4-yl}methyl)-N-[(1-methyl -2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[4-(4-phenylpiperazin-1-yl) tetrahydro-2H-pyran-4-yl]methyl}cyclohexanecarboxamide;

N-{[4-(4-benzylpiperazin-1-yl)tetrahydro-2H-pyran-4-yl]methyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-({4-[4-(2-hydroxyethyl)piperazin-1-yl]tetrahydro-2H-pyran-4-yl}methyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(4-piperazin-1-yltetrahydro-2H-pyran-4-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-({4-[4-(2,2,2-trifluoroethyl)piperazin-1-yl]tetrahydro-2H-pyran-4-yl}methyl)cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}-N-[(2-oxo-1,2-dihydroquinolin -3-yl)methyl]cyclohexanecarboxamide;

4-hydroxy-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl]methyl}-N˜2˜-(2,2,2-trifluoroethyl)-L-valinamide;

N-[3-methoxy-2-methyl-2-(4-methylpiperazin-1-yl)propyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(3-piperazin-1-yltetrahydro-2H-pyran-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl]methyl}cycloheptanecarboxamide;

2-ethyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}butanamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl]methyl}-2-propylpentanamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl]methyl}cyclopentanecarboxamide;

2-cyclopentyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}acetamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydrofuran-3-yl]methyl}cyclohexanecarboxamide;

N-{[3-(4-methyl-1,4-diazepan-1-yl)tetrahydro-2H-pyran-3-yl]methyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-(2-phenylpiperidin-1-yl)ethyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-(2-phenylpyrrolidin-1-yl)ethyl]cyclohexanecarboxamide;

N-{2-[benzyl(methyl)amino]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-5-phenyl-1,2-dihydropyridin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

(1S,4R)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}bicyclo[2.2.1]heptane-2-carboxamide;

3-methoxy-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl]methyl}-4-(trifluoromethyl)cyclohexanecarboxamide;

2-methyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

4-(1-methylethyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

4-tert-butyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

2-cyclohexyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}acetamide;

4-methyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}pentanamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl}methyllbenzamide;

3-cyclopentyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}propanamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl) tetrahydro-2H-pyran-3-yl]methyl}-2-phenylacetamide;

2-cycloheptyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}acetamide;

3,3-difluoro-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}cyclopentanecarboxamide;

4,4-difluoro-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[3-(4-methylpiperazin-1-yl)tetrahydro-2H-pyran-3-yl]methyl}cyclohexanecarboxamide;

N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-1-benzothiophene-2-carboxamide;

N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-3-phenylpropanamide;

(1R,2R,4R)-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]bicyclo[2.2.1]hept-5-ene-2-carboxamide;

(1S,2S)-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-2-phenylcyclopropanecarboxamide;

N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclopropanecarboxamide;

3-methyl-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]butanamide;

3-cyclopentyl-1-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}-1-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]urea;

N-[(1-morpholin-4-ylcyclohexyl)methyl]-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]1-piperidin-1-ylcyclohexyl)methyl]cyclohexanecarboxamide;

N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclobutyl]methyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclopentyl]methyl}cyclohexanecarboxamide;

(1R,2R,4R)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclopentyl]methyl}bicyclo[2.2.1]hept-5-ene-2-carboxamide;

2-cyclopentyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclopentyl]methyl}acetamide;

2-(1-hydroxycyclopentyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}acetamide;

cis-4-hydroxy-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}cyclohexanecarboxamide;

4-(hydroxymethyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}cyclohexanecarboxamide;

cis-4-(hydroxymethyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}cyclohexanecarboxamide;

trans-4-(hydroxymethyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}cyclohexanecarboxamide;

N-{[1-(2-methoxyethyl)-2-oxo-1,2-dihydroquinolin-3-yl]methyl}-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1-morpholin-4-ylcycloheptyl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1-morpholin-4-ylcyclopentyl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1-piperidin-1-ylcyclohexyl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1-morpholin-4-ylcyclohexyl)methyl]cyclohexanecarboxamide;

cis-4-hydroxy-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1-piperidin-1-ylcyclohexyl)methyl]cyclohexanecarboxamide;

cis-4-hydroxy-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1-morpholin-4-ylcyclohexyl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1-piperidin-1-ylcyclopentyl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1-morpholin-4-ylcycloheptyl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{[1-(4-methylpiperazin-1-yl)cyclohexyl]methyl}cyclohexanecarboxamide;

N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-1-ylethyl)benzamide;

3-methyl-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-1-ylethyl)butanamide;

3-tert-butyl-1-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-1-(2-phenyl-2-piperidin-1-ylethyl)urea;

2-methyl-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)benzamide;

N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-2-phenyl-N-(2-phenyl-2-piperidin-1-ylethyl)acetamide;

N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)benzamide;

N-[1-(2-methylphenyl)piperidin-4-yl]-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

3-methyl-N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)butanamide;

N-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-1-ylethyl)thiophene-2-carboxamide;

3-(2-chlorophenyl)-1-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-1-(1,2,3,4-tetrahydronaphthalen-1-yl)urea;

3-(2-methoxyphenyl)-1-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-1-(1,2,3,4- tetrahydronaphthalen-1-yl)urea;

3-cyclopentyl-1-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-1-(2-phenyl-2-piperidin-1-ylethyl)urea;

3-cyclohexyl-1-[(2-oxo-1,2-dihydroquinolin-3-yl)methyl]-1-(2-phenyl-2-piperidin-1-ylethyl)urea;

2-cyclopentyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-(4-methylpiperazin-1-yl)-2-phenylethyl]acetamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-(4-methylpiperazin-1-yl)-2-phenylethyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-1-ylethyl)cyclohexanecarboxamide;

2-cyclopentyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-(4-methylpiperazin-1-yl)ethyl]acetamide;

2-cyclopentyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-1-ylethyl)acetamide;

cis-4-(hydroxymethyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-1-ylethyl)cyclohexanecarboxamide;

2-(1-hydroxycyclopentyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-1-ylethyl)acetamide;

cis-4-hydroxy-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-1-ylethyl)cyclohexanecarboxamide;

N-(1-benzylpiperidin-3-yl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[2-(3,4-dihydroisoquinolin-2(1H)-yl)ethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-{4-[2-(4-methylphenyl)ethyl]piperidin-1-yl}ethyl)cyclohexanecarboxamide;

N-[2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[2-(2,3-dihydro-1H-indol-1-yl)ethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[2-(4-benzylpiperazin-1-yl)ethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[2-(4-benzylpiperazin-1-yl)ethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-[3-(2-methylphenyl)pyrrolidin-1-yl]ethyl}cyclohexanecarboxamide;

N-{2-[2(1H-indol-2-yl)piperidin-1-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

1-tert-butyl-2-methyl-(2S,4S)-4-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}pyrrolidine-1,2-dicarboxylate;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-(2-phenyl-5,8-dihydropyrido [3,4-d]pyrimidin-7(6H)-yl)ethyl]cyclohexanecarboxamide;

benzyl-3-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-2-phenylpiperidine-1-carboxylate;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-piperidin-1-yl-2-pyridin-3-ylethyl)cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-[2-(phenoxymethyl)morpholin-4-yl]ethyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-(4-methylpiperazin-1-yl)ethyl]cyclohexanecarboxamide;

N-[(3R)-1-(1-methylethyl)pyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[2-(dimethylamino)-1-methylethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

benzyl-{2-[(tert-butoxycarbonyl)amino]ethyl}(2-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}ethyl)carbamate;

N-{2-[4-(2,3-dihydro-1H-inden-2-yl)piperazin-1-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

tert-butyl-[(3R,4R)-1-benzyl-4-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}pyrrolidin-3-yl]carbamate;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-[4-(phenylcarbonyl)piperazin-1-yl]ethyl}cyclohexanecarboxamide;

N-{2-[3-(1,3-benzoxazol-2-yl)piperidin-1-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[2-(4-benzylpiperazin-1-yl)ethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(2S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1S,2R)-2-phenylcyclopentyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(3R,4R)-1-methyl-3-phenylpiperidin-4-yl]cyclohexanecarboxamide;

N-[2-(3,3-dimethylpiperidin-2-yl)ethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-y1)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1S,2S)-2-phenylcyclopentyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenylcyclopentyl)cyclohexanecarboxamide;

N-[3-(diethylamino)-1,1-dimethylpropyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(1S,9aR)-octahydro-2H-quinolizin-1-ylmethyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(1-methyl-3-pyrrolidin-1-ylpropyl)cyclohexanecarboxamide;

N-(1-methyl-3-morpholin-4-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1,1-dimethyl-3-morpholin-4-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1,1-dimethyl-3-pyrrolidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-(3-phenylpyrrolidin-1-yl)ethyl]cyclohexanecarboxamide;

N-[2-(dimethylamino)-2-pyridin-2-ylethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-[4-(1-pyrrolidin-1-ylethyl)piperidin-1-yl]ethyl}cyclohexanecarboxamide;

tert-butyl-{[1-(2-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}ethyl)piperidin-3-yl]methyl}carbamate;

tert-butyl-1-({(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}methyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate;

N-[(3R)-1-(1-methylethyl)pyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{[1-(1-methylethyl)pyrrolidin-2-yl]methyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{[1-(1-methylethyl)pyrrolidin-2-yl]methyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(3S)-1-benzylpyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-piperazin-1-ylethyl)cyclohexanecarboxamide;

N-[(3R)-1-benzylpyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1,1-dimethyl-3-piperidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

tert-butyl-4-(3-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-3-methylbutyl)piperazine-1-carboxylate;

tert-butyl-4-(2-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}ethyl)piperidine-1-carboxylate;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-piperidin-4-ylethyl)cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-(4,4-difluoro-piperidin-1-yl)propyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]tetrahydro-2H-pyran-4-carboxamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-4,4-difluoro-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-morpholin-4-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-morpholin-4-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]tetrahydro-2H-pyran-3-carboxamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]tetrahydro-2H-pyran-2-carboxamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-2-(tetrahydrofuran-3-yl)acetamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-2-(1-hydroxycyclopentyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]acetamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-morpholin-4-ylpropyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-piperidin-1-ylpropyl)-N-[(1-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-ethyl-1-methyl-3-morpholin-4-ylpropyl)-N-[(1-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2[2-phenylpiperazin-1-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2[4-(cyclopropylmethyl)-2-phenylpiperazin-1-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2[4-(cyclopropylcarbonyl)-2-phenylpiperazin-1-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[4-(cyclobutylmethyl)-2-phenylpiperazin-1-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[2-(4-benzyl-2-phenylpiperazin-1-yl)ethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-phenyl-2-(tetrahydro-2H-pyran-4-yl)ethyl]cyclohexanecarboxamide;

N-[2-(4-hydroxytetrahydro-2H-pyran-4-yl)-2-phenylethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-phenyl-2-(tetrahydro-2H-pyran-4-yl)ethyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[2-phenyl-2-(tetrahydro-2H-pyran-3-yl)ethyl]cyclohexanecarboxamide;

4-(2-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino 1-1-phenylethyl)-1-(2,2-dimethylpropyl)piperidine;

N-[2-(4-hydroxy-1-methylpiperidin-4-yl)-2-phenylethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

tert-butyl-4-(2-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1-phenylethyl)-4-hydroxypiperidine-1-carboxylate;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-4-ylethyl)cyclohexanecarboxamide;

N-[2-(4-hydroxypiperidin-4-yl)-2-phenylethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[1-(2-hydroxyethyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[4-hydroxy-1-(2-hydroxyethyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-[1-(1,3-oxazol-5-ylmethyl)piperidin-4-yl]-2-phenylethyl}cyclohexanecarboxamide;

N-{2-[1-(2,3-dihydroxypropyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

[4-(2-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1-phenylethyl)piperidin-1-yl]acetic acid;

N-{2-[1-(cyclopropylmethyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[1-(2,2-dimethylpropyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[1-(cyclopentylmethyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-[1-(2-methylpropyl)piperidin-4-yl]-2-phenylethyl}cyclohexanecarboxamide;

N-[2-(1-butylpiperidin-4-yl)-2-phenylethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[1-(3-methylbutyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[1-(1H-imidazol-2-ylmethyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-[1-(1,3-oxazol-2-ylmethyl)piperidin-4-y1]-2-phenylethyl}cyclohexanecarboxamide;

N-[2-(1-benzylpiperidin-4-yl)-2-phenylethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-y1)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-phenyl-2-[1-(pyridin-2-ylmethyl)piperidin-4-yl]ethyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-phenyl-2-[1-(pyridin-3-ylmethyl)piperidin-4-yl]ethyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-phenyl-2-[1-(pyridin-4-ylmethyl)piperidin-4-yl]ethyl}cyclohexanecarboxamide;

N-(2-{1-[(1-methyl-1H-imidazol-2-yl)methyl]piperidin-4-yl}-2-phenylethyl)-N-[(1-methyl-2-oxo1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-phenyl-2-[1-(1,3-thiazol-4-ylmethyl)piperidin-4-yl]ethyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-[1-(1,3-oxazol-4-ylmethyl)piperidin-4-yl]-2-phenylethyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-phenyl-2-[1-(1H-pyrazol-4-ylmethyl)piperidin-4-yl]ethyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-phenyl-2-[1-(1H-pyrazol-5-ylmethyl)piperidin-4-yl]ethyl}cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-phenyl-2-[1-(1H-1,2,3-triazol-4-ylmethyl)piperidin-4-yl]ethyl}cyclohexanecarboxamide;

N-{2-[1-(cyclopropylmethyl)piperidin-4-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-{2-[1-(1H-pyrazol-4-ylmethyl) piperidin-4-yl]ethyl}cyclohexanecarboxamide;

N-{2-[1-(1H-imidazol-2-ylmethyl)piperidin-4-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[1-(2,2-dimethylpropyl)piperidin-4-yl]ethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[1-(cyclopropylmethyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[1-(cyclopropylmethyl)-4-hydroxypiperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[4-hydroxy-1-(1H-pyrazol-4-ylmethyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[4-hydroxy-1-(1H-imidazol-2-ylmethyl)piperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-{2-[1-(2,2-dimethylpropyl)-4-hydroxypiperidin-4-yl]-2-phenylethyl}-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[1-(cyclobutylmethyl)-3-methylpyrrolidin-3yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-benzyl-3-methylpyrrolidin-3-yl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

tert-butyl-4-{(cyclohexylcarbonyl)[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}piperidine-1-carboxylate;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-piperidin-4-ylcyclohexanecarboxamide;

N-[1-(cyclopropylmethyl)piperidin-4-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[1-(cyclobutylmethyl)piperidin-4-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(1-methylpiperidin-4-yl)cyclohexanecarboxamide;

N-[1-(cyclopropylcarbonyl)piperidin-4-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[1-(cyclobutylmethyl)-3-methylpyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(3R)-pyrrolidin-3-yl]cyclohexanecarboxamide;

N-(1,1-dimethyl-2-piperidin-1-ylethyl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-(1-benzylpiperidin-4-yl)-N-[1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-[(3R)-1-methylpyrrolidin-3-yl]cyclohexanecarboxamide;

N-[(3R)-1-ethylpyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(3R)-1-(cyclopropylmethyl)pyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-cyclopentyl-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(3R)-1-acetylpyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(3R)-1-(cyclopropylcarbonyl)pyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(3R)-1-(cyclobutylmethyl)pyrrolidin-3-yl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[2-(4,4-difluoropiperidin-1-yl)-2-phenylethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide;

N-[(1-methyl-2-oxo-1,2,5,6,7,8-hexahydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-1-ylethyl)cyclohexanecarboxamide;

N-[2-(4,4-difluoropiperidin-1-yl)-2-phenylethyl]-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide; and

N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-morpholin-4-yl-2-phenylethyl)cyclohexanecarboxamide;

or a pharmaceutically acceptable salt thereof.

5. A pharmaceutical composition which comprises an inert carrier and a compound of claim 1 or a pharmaceutically acceptable salt thereof.

6. A method for enhancing the quality of sleep in a mammalian patient in need thereof which comprises administering to the patient a therapeutically effective amount of the compound of claim 1 or a pharmaceutically acceptable salt thereof.

7. A method for treating insomnia in a mammalian patient having insomnia which comprises administering to the patient a therapeutically effective amount of the compound of claim 1 or a pharmaceutically acceptable salt thereof.

8. A method for treating or controlling anxiety in a mammalian patient having anxiety which comprises administering to the patient a therapeutically effective amount of the compound of claim 1 or a pharmaceutically acceptable salt thereof.

Assignments (2)
MERGER Recorded Aug 8, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061102/0145 →
CHANGE OF NAME Recorded Dec 5, 2012
From: MERCK & CO., INC.
To: MERCK SHARP & DOHME CORP.
Reel/Frame 029405/0860 →