Quinoline inhibitors of cGMP phosphodiesterase

A pharmaceutical composition adapted for treating a cGMP-associated condition comprising (a) one or more compounds of the formula (I),

• 338
• or a pharmaceutically acceptable salt thereof, and (b) a pharmaceutically acceptable carrier or diluent, wherein:
• R2, R6, R7 and R8are independently hydrogen, halogen, alkyl, substituted alkyl, alkoxy, nitro, cyano, aryl, or heteroaryl;
• R3 is hydrogen or —(CH2)zY wherein z is 0, 1, 2, or 3;
• R4 and R5 (i) are independently hydrogen, alkyl, substituted alkyl, cycloalykl, substituted cycloalkyl, aryl, or heteroaryl, with the proviso that R4 and R5 are not both hydrogen;
• or (ii) taken together form a heterocyclo ring;
• or (iii) one of R4 and R5together with Y forms a heterocyclo ring;
• Y is selected (i) independently from —OR9, —CO2R9, —CH(CO2R9)2, —O(C═O)NR10 R11,—NR10R11 1,—NR10(C═O)NR11R12, —CH[(C═O)NR10,R11]2 ,-(C═O)NR10R11,—NR10(C═O)R12, —S(O)mR9, —SO2NR10R11, imidazole, substituted imidazole, triazole, substituted triazole, and cyano, or (ii) together with R4or R5, forming a heterocylo ring therewith;
• m is 0, 1, or 2;
• R9 is hydrogen, alkyl, substituted alkyl, hydroxy, alkoxy, cycloalkyl, substituted cycloalkyl, heterocyclo, aryl, heteroaryl, or pentafluorophenyl;
• and
• R10, R11, and R12 (i) are independently selected from hydrogen, alkyl, substituted alkyl, alkoxy, cycloalkyl, substituted cycloalkyl, aryl, heterocyclo, and heteroaryl;
• or (ii) taken together wherein R10 forms a three-to seven-membered heterocyclo ring with R11, or R12, or R11, forms a three-to seven-membered heterocyclo ring with R12.

The pharmaceutical composition of claim 14, in which the one or more compounds of formula (I) are selected from:

• (i) 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-7 -triflouromethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-bromo-2-chloro-4-[[(4-fluorophenyl)methyl]amino]-3-quinolinecarboxylic acid ethyl ester;
• 6-bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino ]-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6 -triflouromethyl-3-quinolinecarboxylic acid ethyl ester;
• (S)-6-cyano-4-[(1-cyclohexylethyl)amino]-3-quinolinecarboxylic acid ethyl ester;
• (R)-6-cyano-4-[(1-cyclohexylethyl)amino]-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-fluoro-3-quinolinecarboxylic acid ethyl ester;
• 6-bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-8-propoxycarbonyl-3-quinolinecarboxylic acid ethyl ester;
• 6-bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-8-methoxycarbonyi-3-quinolinecarboxylic acid ethyl ester;
• 6-bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3 -quinolinecarboxylic acid ethyl ester;
• 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinecarboxylic acid ethyl ester;
• 8-acetoxymethyl-6-bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-3-quinolinecarboxylic acid ethyl ester;
• 6-bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-8-methyl-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(3-chlorophenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(3,4-dichlorophenyl)methyl]amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(2,3-dichlorophenyl)methyl]amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[(4-methoxyphenyl)methyl]amino]-3-quinolinecarboxylic acid ethyl ester;
• (S)-6-cyano-4-[(l-cyclohexylethyl)amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• (R)-6-cyano-4-[(1-cyclohexylethyl)amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-propoxycarbonyl-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-methoxycarbonyl-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethoxycarbony-3-lquinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-furfurylamino-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-piperonylamino-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[(3-trifluoromethylphenyl)methyl]amino ]-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(3,4-difluorophenyl)methyl]amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[(4-trifluoromethylphenyl)methyl]amino ]-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[(4-isopropylphenyl)methyl]amino]-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(4-t-butylphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(3,5-dichlorophenyl)methyl]amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(2,5-dimethoxyphenyl)methyi]amino]-8-ethyl-3-quiolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(3,5-dimethoxyphenyl)methyl]amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[(4-trifluoromethoxyphenyl)methyl]amino ]-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(2,6-dichlorophenyl)ethyl]amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[(3,4,5-trimethoxyphenyl)methyl]amino ]-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[(2-fluoro-4-trifluoromethylphenyl)methyl]amino ]-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[[4-(1,2,3-thiadiazol-4-yl)phenyl]methyl]amino ]-3-quinolinecarboxylic acid ethyl ester;
• (S)-6-cyano-8-ethyl-4-[(1-phenylethyl)amino]-3-quinolinecarboxylic acid ethyl ester;
• (R)-6-cyano-8-ethyl-4-[(1-phenylethyl)amino]-3-quinolinecarboxylic acid ethyl ester;
• (S)-4-[[1-(4-bromophenyl)ethyl]amino]-6-cyano-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• (R)-4-[[l -(4-bromophenyl)ethyl]amino]-6-cyano-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• (S)-6-cyano-8-ethyl-4-[[1-(4-methylphenyl)ethyl]amino]-3-quinolinecarboxylic acid ethyl ester;
• (S)-6-cyano-8-ethyl-4-[[1-(4-methylphenyl)ethyl]amino]-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[(phenylmethyl)amino]-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(4-bromophenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[(4-methylphenyl)methyl]amino]-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(4-difluoromethoxyphenyl)methyl]amino]-8 -ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-8-ethyl-4-[[(4-methylthiolphenyl)methyl]amino]-3-quinolinecarboxylic acid ethyl ester;
• 6-Cyano-4-[[(2,3-dihydro-1 H-inden-2-yl)methyl]amino]-8 -ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(4-dichlorophenyl)ethyl]amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(3,5-dimethoxyphenyl)ethyl]amino]-8-ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-cyano-4-[[(3-ethoxy-4-methoxyphenyl)methyl]amino]-8 -ethyl-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(5-chloro-2-methoxyphenyl)methyl]amino]-6-cyano-8 -ethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-8 -hydroxymethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-8 -chloromethyl-3-quinolinecarboxylic acid ethyl ester;
• 6-bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino) ]-8-dimethylaminomethyl-3-quinolinecarboxylic acid ethyl ester;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinecarboxylic acid;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-7 -trifluoromethyl-3-quinolinecarboxylic acid;
• 6-bromo-2-chloro-4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-3-quinolinecarboxylic acid;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-fluoro-3-quinolinecarboxylic acid;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8 -ethyl-3-quinolinecarboxylic acid;
• 8 [[(3-chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-3-quinolinecarboxylic acid;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]methylamino]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinecarboxylic acid pentafluorophenyl ester;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8 -ethyl-3-quinolinecarboxylic acid pentafluorophenyl ester;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-7-(trifluoromethyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-N-(4 -pyridinylmethyl)-7-(trifluoromethyl)-3-quinolinecarboxamide;
• .4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-N-[2-(4 -pyridinyl)ethyl]-7-(trifluoromethyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro4-methoxyphenyl)methyl]amino]-N-[2-(4-morpholinyl) ethyl]-7-(trifluoromethyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-N-(4 -hydroxybutyl)-7-(trifluoromethyl)-3-quinolinecarboxamide;
• trans-4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-N-(4 -hydroxycyclohexyl)-(trifluoromethyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-N-ethyl-7 -(trifluoromethyl)-3-quinolinecarboxamide;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-7 -(trifluoromethyl)-3-quinolinyl]carbonyl]-4-piperidinol;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(4 -pyridinylmethyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[2-(4-morpholinyl)ethyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[3-( 4-methyl-1-piperazinyl)propyl]-3-quinolinecarboxamide;
• 1-[[4-[[(3-Chloro4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-4-methylpiperazine;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N, N-diethyl-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-[2-(dimethylamino)ethyl]-3-quinolinecarboxamide;
• N-(2-Aminoethyl)-4-[[(3-chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(hexahydro-2-oxo-1H-azepin-3-quinolinecarboxamide;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-4-ethylpiperazine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-4-cyclopentylpiperazine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-4-(2-methoxyethyl)piperazine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-4-(1-pyrrolidinyl)piperidine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-4,1′ -bipiperidine;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8 -ethyl-N-(2-pyridinylmethyl)-3-quinolinecarboxamide;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinyl]carbonyl]-4-cyclopentylpiperazine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinyl]carbonyl]-4-(1-methylethyl)piperazine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-4-(1-methylethyl)piperazine;
• 1-[[6-Bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl ]amino]-3-quinolinyl]carbonyl]-4-ethylpiperazine;
• 1-[[6-Bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl ]amino]-3-quinolinyl]carbonyl]-4-(1-methylethyl)piperazine;
• 1-[[6-Bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl ]amino]-3-quinolinyl]carbonyl]-4-cyclopentylpiperazine;
• 6-Bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl ]amino]-N-(2-pyridinylmethyl)-3-quinolinecarboxamide;
• 1-[[6-Bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl ]amino]-3-quinolinyl]carbonyl]-4-methylpiperazine;
• 6-Bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl ]amino]-N-[3-(dimethylamino)propyl]-3-quinolinecarboxamide;
• 6-Bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino ]-N-[3-(4-methyl-1-piperazinyl)propyl]-3-quinolinecarboxamide;
• 6-Bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino ]-N-[3-(4-morpholinyl)propyl]-3-quinolinecarboxamide;
• 6-Bromo-2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-N-[3-(2-oxo-1-pyrrolidinyl)propyl]-3-quinolinecarboxamide;
• 2-chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-N-(2-pyridinylmethyl)-3-quinolinecarboxamide;
• 2 pyridinylmethyl)-3-quinolinecarboxamide;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]pyrrolidine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-2-(1-pyrrolidinylmethyl)pyrrolidine;
• 4-[[3-(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N, N-dimethyl-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-methyl-N-propyl-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-cyclopentyl-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-hexyl-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(2-ethoxyethyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[2-(2-hydroxyethoxy)ethyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(3-methoxypropyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(3 -propoxypropyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[( tetrahydro-2-furanyl)methyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(2-hydroxyethyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-eyano-N-(3 -hydroxypropyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(4-hydroxybutyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(5-hydroxypentyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-[1-(hydroxymethyl)butyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(2-hydroxyethyl)-N-propyl-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N, N-bis(2-hydroxyethyl)-3-quinolinecarboxamide;
• trans-4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-(4-hydroxycyclohexyl)-3-quinolinecarboxamide;
• 3-[[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]amino]propanoic acid methyl ester;
• 4-[[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]amino]butanoic acid methyl ester;
• N-[2-(Acetylamino)ethyl]-4-[[(3-chloro-4-methoxyphenyl)methyl ]amino]-6-cyano-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[3-(2-oxo-1-pyrrolidinyl)propyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-12-(diethylamino)ethyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[2-(dimethylamino)ethyl]-N-ethyl-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[2-(diethylamino)ethyl]-N-methyl-3-quinolinecarboxamide;
• N-[2-(Butylethylamino)ethyl]-4-[[(3-chloro-4-methoxyphenyl) methyl]amino]-6-1 0 cyano-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-[2-(1-pyrrolidinyl)ethyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-[2-(1-piperidinyl)ethyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-ethyl-N-( 1-ethyl-3-pyrrolidinyl)-3-quinolinecarboxamide;
• N-(3-Aminopropyl)-4-[[(3-chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinecarboxamide;
• N-(3-Amino-2-hydroxypropyl)-4-[[(3-chloro-4-methoxyphenyl) methyl]amino]-6-cyano-3-quinolinecarboxamide;
• N-(3-Amino-2,2-dimethylpropyl)-4-[[(3-chloro-4-methoxyphenyl) methyl]amino]-6-cyano-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[3-(dimethylamino)propyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[3-(diethylamino)propyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[3-(diethylamino)propyl]-N-methyl-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[3-(2-methyl-1-piperidinyl)propyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[(1-ethyl-2-pyrrolidinyl)methyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-methyl-N-(l -methyl-4-piperidinyl)-3-quinolinecarboxamide;
• 4-[[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]amino]-1-piperidinecarboxylic acid ethyl ester;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[1 -(phenylmethyl)-4-piperidinyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[3-(methylphenylamino)propyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-[4-(dimethylamino)butyl]-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-[6-(dimethylamino)hexyl]-3-quinolinecarboxamide;
• 4-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]morpholine;
• 4-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]thiomorpholine;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(4-morpholinyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-[3-(4-morpholinyl)propyl]-3-quinolinecarboxamide;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-3-pyrroIid inol;
• N-[1-[[4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-3-pyrrolidinyl]acetamide;
• (R)-1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-N, N-dimethyl-3-pyrrolidinamine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]piperidine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-4-piperidinol;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-4-piperidineethanol;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-3-piperidinecarboxylic acid ethyl ester;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-4-piperidinecarboxamide;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-3-piperidinecarboxamide;
• 8[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-1,4-dioxa-8-azaspiro[4.5]decane;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]piperazine;
• 4-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-N,N-dimethyl-1-piperazinepropanamine;
• 4-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-1-piperazineethanol;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-6-cyano-3-quinolinyl]carbonyl]-4-cyclohexylpiperazine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-4-(2-pyridinyl)piperazine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]-4-(2-pyrimidinyl)piperazine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]hexahydro-1 H-1 ,4-diazepine;
• 1-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]carbonyl]hexahydro-4-methyl-1 H-1 ,4-diazepine;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-( phenylmethyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(3-pyridinylmethyl)-3-quinolinecarboxamide;
• 4-[[(3-Chloro4-methoxyphenyl)methyl]amino]-6-cyano-N-(2-pyridinylmethyl)-3-quinolinecarboxamide;
• 4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-[2-(4-hydroxyphenyl)ethyl]-3-quinolinecarboxamide;
• N-(1,3-Benzodioxol-5-ylmethyl)-4-[[(3-chloro-4-methoxyphenyl) methyl]amino]-6-cyano-3-quinolinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-(hydroxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-(hydroxymethyl)-6-quinolinecarbonitrile;
• 6-Bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-3-quinolinemethanol;
• 8 Chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-3 -(hydroxymethyl)-6-quinolinecarbonitrile;
• (S)-4-[(1-Cyclohexylethyl)amino]-8-ethyl-3 -(hydroxymethyl)-6-quinolinecarbonitrile;
• (R)-4-[(1-Cyclohexylethyl)amino]-8-ethyl-3 -(hydroxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3,4-Dichlorophenyl)methyl]amino]-8-ethyl-3 -(hydroxymethyl)-6-quinolinecarbonitrile;
• 4-[[(2,3-Dichlorophenyl)methyl]amino]-8-ethyl-3 -(hydroxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chlorophenyl)methyl]amino]-8-ethyl-3 -(hydroxymethyl)-6-quinolinecarbonitrile;
• 4-[[(4-methoxyphenyl)methyl]amino]-8-ethyl-3 -(hydroxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3,8 -bis(hydroxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(4-methyl-1-piperazinyl)methyl]-6-quinolinecarbonitrile;
• 3-(Aminomethyl)-4-[[(3-chloro-4-methoxyphenyl)methyl ]amino]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2-pyridinylmethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-(1 -piperidinylmethyl)-6-quinolinecarbonitrile;
• 6-Bromo-N-[(3-chloro-4-methoxyphenyl)methyl]-3-[(4-methyl-1-piperazinyl)methyl]-4-quinolinamine;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(dipropylamino) methyl]-6-quinolinecarbonitrile;
• 3-[[Bis(2-methylpropyl)amino]methyl]-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-quinolinecarbonitrile;
• 2-Chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-3-[( 3-hydroxy-1-piperidinyl)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(dimethylamino) methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-3-[(cyclohexylmethylamino)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2S)-2 -(hydroxymethyl)-1-pyrrolidinyl]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(3-methyl-1-piperidinyl)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2S)-2 -(methoxymethyl)-1-pyrrolidinyl]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2R)-2 -(hydroxymethyl)-1-pyrrolidinyl]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(3R)-3-hydroxy-1-pyrrolidinyl]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[4 -(hydroxymethyl)-1-piperid inyl]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(2-methyl-1-piperidinyl)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl ]amino]-3-[(cyclopentylmethylamino)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(3-hydroxy-1-pyrrolidinyl)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(2-ethyl-1-piperidinyl)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[2 -(hydroxymethyl)-1-piperidinyl]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(3-hydroxy-1-piperidinyl)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[[(4-chlorophenyl)methyl]amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[[(4-fluorophenyl)methyl]amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[[(4-methoxyphenyl)methyl]amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[(3-hydroxy-1-piperidinyl)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl ]amino]-3-[[(phenylmethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]methyl]-6-quinolinecarbonitrile;
• 8-Chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-3-[[(3R)-3-hydroxy-1-pyrrolidinyl]methyl]-6-quinolinecarbonitrile;
• 8-Chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-3-[[4 -(hydroxymethyl)-1-piperid inyl]methyl]-6-quinolinecarbonitrile;
• 4-[[Chloro-4-(3-chloro-4-methoxyphenyl)methyl]amino]-3-(4-morpholinylmethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[[(3R)-3-hydroxy-1-pyrrolidinyl]methyl]-6-quinolinecarbonitrile;
• (2R)-2-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinyl]methyl]-2-pyrrolidinecarboxylic acid;
• (2S)-2-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinyl]methyl]-2-pyrrolidinecarboxylic acid;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(cyclobutylamino)methyl ]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(cyclopentylamino)methyl ]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(cyclohexylamino)methyl ]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2-cyanoethyl)methylamino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2-hydroxyethyl)methylamino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2-hydroxyethyl)propylamino]methyl]-6-quinolinecarbonitrile;
• 3-(1-Azetidinylmethyl)-4-[[(3-chloro-4-methoxyphenyl)methyl ]amino]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-(1 -pyrrolidinylmethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-(4 -morpholinylmethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-(4 -thiomorpholinylmethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(hexahyd ro-1 H-azepin-1-yl)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(1-methylethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2 -hydroxy-1-methylethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(1 ,3-dimethylbutyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(1-ethylpropyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(1-methylbutyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2,2,2-trifluoroethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2,2-dimethylpropyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(ethylamino)methyl ]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2-methoxyethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3 -[[(2-hydroxyethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3 -[[(3,3-dimethylbutyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(3-methylbutyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(propylamino)methyl ]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(ethylmethylamino) methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(diethylamino) methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(methylpropylamino) methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2-cyanoethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[methyl(2-methylpropyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[(2-ethoxyethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[methyl(1-methylethyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[methyl(3-1 0 methylbutyl)amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[[(1 R)-1-methylpropyl]amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[[[(2S)-tetrahydro-2-furanyl]methyl]amino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3 -[[(2-methoxyethyl)methylamino]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[[[(2R )-tetrahydro-2-furanyl]methyl]amino]methyl]-6-quinolinecarbonitrile;
• N-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-20 quinolinyl]methyl]benzamide;
• N-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]methyl]cyclohexanecarboxamide;
• N-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]methyl]-2-pyridinecarboxamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-(propoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3 -(methoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[[(tetrahydro-2-furanyl)methoxy]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[(1-methylethoxy)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3 -(ethoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[(2-ethoxyethoxy)methyl]-8-ethyl-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[(2-hydroxyethoxy)methyl]-6-quinolinecarbonitrile;
• (2R)-2-[[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinyl]methoxy]methyl]-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester;
• (2S)-2-[[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinyl]methoxy]methyl]-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester;
• (3R)-3-[[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinyl]methoxy]-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester;
• 6-Bromo-N-[(3-chloro-4-methoxyphenyl)methyl]-3 -(ethoxymethyl)-4-quinolinamine;
• (2S)-2-[[[2-Chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]methoxy]methyl]-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester;
• (2S)-2-[[[2-Chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinyl]methoxy]methyl]-1-pyrrolidinecarboxylic acid 1,1 -dimethylethyl ester;
• 6-Bromo-N-[(3-chloro-4-methoxyphenyl)methyl]-8 -(chloromethyl)-3-(methoxymethyl)-4-quinolinamine;
• 6-Bromo-N-[(3-chloro-4-methoxyphenyl)methyl]-8-(chloromethyl)-3-[(1-methylethoxy)methyl]-4-quinolinamine;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[(oxiranylmethoxy)methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8 -(chloromethyl)-3-(methoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[[(2S)-2-pyrrolidinylmethoxy]methyl]-6-quinolinecarbonitrile;
• 2-Chloro-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[[(2S)-2-pyrrolidinylmethoxy]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[[[(2S)-1-methyl-2-pyrrolidinyl]methoxy]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[[[(2S)-1-cyclopentyl-pyrrolidinyl]methoxy]methyl]-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[[[(2 S)-1-(1-methylethyl)-pyrrolidinyl]methoxy]methyl]-6-quinolinecarbonitrile;
• 6-Bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-N, N-dimethyl-3-[(1-methylethoxy)methyl]-8-quinolinemethamine;
• 6-Bromo-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-N-methyl-3-[(1-methylethoxy)methyl]-8-quinolinemethamine;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-[(dimethylamino) methyl]-3-(methoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-[(4-methyl-1-piperazinyl)methyl]-3-(methoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino ]-8-[[(dimethylaminoethyl)amino]methyl]-3-(methoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-[[(1-methyl-4-piperid inyl)methylamino]methyl]-3-(methoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-[[(1-pyrrolidinylethyl)amino]methyl]-3-(methoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-[[(1-ethyl-2-pyrrolidinylmethyl)amino]methyl]-3-(methoxymethyl)-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-3-[[2-hydroxy-3-( 1-pyrrolidinyl)propoxy]methyl]-6-quinolinecarbonitrile;
• 3-[[3-[Bis(1-methylethyl)amino]-2-hydroxypropoxy]methyl]-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-6-quinolinecarbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-3-[[3 -(dimethylamino)-2-hydroxypropoxy]methyl]-8-ethyl-6-quinolinecarbonitrile;
• 3-[[3-[Bis(1-methylethyl)amino]-2-methoxypropoxy]methyl]-4-[[(3-chloro-4-methoxyphenyl)methyl]amino]-8-ethyl-6-quinolinecarbonitrile;
• [[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl]methyl]propanedioic acid bis(1,1-dimethylethyl) ester;
• [[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-8-ethyl-3-quinolinyl]methyl]propanedioic acid dimethyl ester;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinepropanoic acid;
• 1-[(3-Chloro-4-methoxyphenyl)methyl]-9-cyano-1,2,3,4 -tetrahydro-2-oxobenzo[h]-1 ,6-naphthyridine-3-carboxylic acid methyl ester;
• 1-[(3-Chloro-4-methoxyphenyl)methyl]-9-cyano-7-ethyl-1,2,3,4 -tetrahydro-2-oxobenzo[h]-1,6-naphthyridine-3-carboxylic acid methyl ester;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinepropanoic acid;
• 1-[(3-Chloro-4-methoxyphenyl)methyl]-1,2,3,4-tetrahyd ro-2-oxobenzo[h ]-1 ,6-naphthyridine-9-carbonitrile;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-N-(2 -pyridinylmethyl)-3-quinolinepropanamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-3-quinolinepropanamide;
• 1-[3-[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl ]-1-oxopropyl]-4-methylpiperazine;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-ethyl-3-quinolinepropanamide;
• 1-[3-[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl ]-1-oxopropyl]-4-(1-methylethyl)piperazine;
• 1-[3-[4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6-cyano-3-quinolinyl ]-1-oxopropyl]piperidine;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-cyclohexyl-3-quinolinepropanamide;
• 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-6 -cyano-N-cyclopentyl-3-quinolinepropanamide;
• and
• 6-Bromo-N-[(3-chloro-4-methoxyphenyl)methyl]-2-(2 -pyridinyl)-4-quinolinamine;
• and (ii) a pharmaceutically-acceptable salt thereof. `17. A method of treating a cGMP-associated condition comprising administering to a mammal in need thereof a therapeutically-effective amount of one or more compounds of claim 1. `18. A method of treating a cGMP-associated condition comprising administering to a mammal in need thereof a therapeutically-effective amount the composition of claim 14. `19. The method of claim 17, wherein the cGMP-associated condition is selected from a cardiovascular disorder, male or female sexual dysfunction, diabetes mellitus, and a gastrointestinal disorder comprising gastric paresis. `20. The method of claim 18, wherein the cGMP-associated condition is selected from a cardiovascular disorder, male or female sexual dysfunction, diabetes mellitus, and a gastrointestinal disorder comprising gastric paresis.