US2008090846A1PendingUtilityA1
Chemokine receptor binding heterocyclic compounds
Est. expirySep 15, 2020(expired)· nominal 20-yr term from priority
Inventors:Gary BridgerRenato SkerljAl KallerCurtis HarwigDavid BoguckiTrevor R. WilsonJason CrawfordErnest J. MceachernBem AtsmaSiqiao NanYuanxi ZhouDominique ScholsChristopher Dennis SmithRosaria Maria Di Fluri
A61P 5/14A61P 43/00A61P 35/02A61P 37/02A61P 37/08A61P 37/00A61P 9/00A61P 33/00A61P 33/06A61P 3/10A61P 31/12A61P 31/04A61P 31/18A61P 35/00A61P 31/22A61P 33/02A61P 33/10A61P 29/00A61P 19/02A61P 21/04C07D 401/14C07D 413/14C07D 213/81A61P 17/04C07D 471/04C07D 215/40A61P 13/12C07D 401/12C07D 213/65A61P 17/00C07D 213/38C07D 491/04A61P 19/00A61P 21/00A61P 17/06A61P 11/06A61P 11/02C07D 417/14A61P 1/04A61P 17/02A61P 11/00
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Claims
Abstract
Tertiary amines containing a multiplicity of heteroaromatic substituents are useful as chemokine receptor modulators.
Claims
exact text as granted — not AI-modified1 . A compound of the Formula
and the salts and prodrug forms thereof,
wherein:
X is a monocyclic (5-6 membered) or fused bicyclic (9-12 membered) unsubstituted or substituted ring system containing at least one heteroatom selected from N, O and S;
Z is H, or is a monocyclic (5-6 membered) or fused bicyclic (9-12 membered) unsubstituted or substituted ring system containing at least one heteroatom selected from N, O and S;
Ar is an optionally substituted aromatic or heteroaromatic ring;
each of L 1 , L 2 and L 3 is independently a bond, CO, SO 2 , or CH 2 , wherein at least one of L 2 and L 3 must comprise CO or SO 2 ; and wherein L 1 can also be alkylene (2-5C) wherein one or two C may optionally be replaced by N and which alkylene may itself optionally be substituted by a bridge alkylene (3-4C); L 2 and L 3 also may be, independently, SO 2 NH, CONH, SO 2 NHCH 2 or CONHCH 2 ;
n is 0, 1 or 2;
each R 1 and R 2 is independently H or straight or branched chain or cyclic alkyl (1-6C) which may optionally be substituted, and wherein R 2 may be alkylene coupled to Y; and
Y comprises at least one aromatic or heteroaromatic or other heterocyclic substituted or unsubstituted ring coupled directly to L 3 .
2 . The compound of claim 1 , wherein L 1 is a bond and wherein X is substituted or unsubstituted dihydroquinoline, tetrahydroquinoline, pyranopyridine, dihydropyranopyridine, thiapyranopyridine, dihydrothiapyranopyridine, dihydronaphthyridine, or tetrahydronaphthyridine.
3 . The compound of claim 1 , wherein L 1 is alkylene as defined in claim 1 , CO or SO 2 and X is a monocyclic (5-6 membered) or fused bicyclic (9-12 membered) unsubstituted or substituted ring system containing at least one heteroatom selected from N, O and S.
4 . The compound of claim 3 , wherein X is an optionally substituted imidazole, oxazole, thiazole, benzimidazole, benzothiazole, or benzoxazole.
5 . The compound of claim 1 , wherein Z is hydrogen.
6 . The compound of claim 1 , wherein Y is an optionally substituted imidazole, benzimidazole, pyridine, pyridine, pyrimidine, or phenyl, wherein the ring nitrogen may optionally be oxidized.
7 . The compound of claim 6 , wherein said optional substituents are selected from the group consisting of halogen, nitrile, alkyl, —OR, —SR, —NR 2 , —NRCOR, —OOCR, —COR, —CONR 2 , —COOR, —NO 2 , —NOH, —CF 3 , where R is H or alkyl (1-6C).
8 . A pharmaceutically acceptable salt of a compound of the formula
or of the formula:
wherein 1 is 0-3, and R′ is OH, MeO, SH SMe, CN, CO 2 Me, F, Cl, Br, NO 2 , CH 3 CO, NH 2 , NHCH 3 , N(CH 3 ) 2 , CH 3 CONH, CH 3 SO 2 NH, CONH 2 , SO 2 NH 2 , CF 3 , or Me;
each of Z 1 , Z 2 and Z 3 is independently CH, CR′ or N, wherein only two of said Z 1 , Z 2 and Z 3 can be N;
and each of L 2 and L 3 is independently a bond, CO, SO 2 , CH 2 , SO 2 NH, CONH, SO 2 NHCH 2 , or CONHCH 2 , wherein at least one of L 2 and L 3 must comprise CO or SO 2 .
9 . The compound of claim 8 , wherein Z 1 and Z 3 are N, and Z 2 is CH.
10 . The compound of claim 8 wherein Z 3 is N and L 3 is CO.
11 . The compound of claim 10 wherein one of L 2 and L 3 is SO 2 and the other is a bond or CH 2 .
12 . The compound of claim 10 wherein one of L 2 and L 3 is CO and the other is a bond or CH 2 .
13 . The compound of claim 1 wherein L 1 is alkylene (2-5C) wherein one C may optionally be replaced by N and which may optionally be substituted by a bridging alkylene (3-4C).
14 . A pharmaceutically acceptable salt of a compound of the formula
wherein 1 is 0-3, and R′ is OH, MeO, SH, SMe, CN, CO 2 Me, F, Cl, Br, NO 2 , CH 3 CO, NH 2 , NHCH 3 , N(CH 3 ) 2 , CH 3 CONH, CH 3 SO 2 NH, CONH 2 , SO 2 NH 2 , CF 3 , or Me;
k is 0-2;
each of Z 1 , Z 2 and Z 3 is independently CH, CR′ or N, wherein only two of said Z 1 , Z 2 and Z 3 can be N;
and X, L 2 and L 3 are as defined in claim 1 .
15 . The compound of claim 14 wherein all of Z 1 , Z 2 and Z 3 are CH or CR′.
16 . The compound of claim 14 wherein Z 3 is N and L 3 is CO.
17 . The compound of claim 14 wherein one of L 2 and L 3 is SO 2 and the other is a bond or CH 2 .
18 . The compound of claim 14 wherein one of L 2 and L 3 is CO and the other is a bond or CH 2 .
19 . A pharmaceutical composition comprising the compound of claim 1 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable excipient.
20 . A pharmaceutical composition comprising the compound of claim 8 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable excipient.
21 . A pharmaceutical composition comprising the compound of claim 14 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable excipient.
22 . A compound selected from the group consisting of:
6-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-6,7-dihydro-pyrrolo[3,4-b]pyridin-5-one; N-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-7-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; 3,5-Dichloro-N-{4-[(5,6,7,8-tetrahydro-quinolin-7-ylamino)-methyl]-benzyl}-isonicotinamide; N-(4-{[(1-benzenesulfonyl-1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-benzenesulfonamide; N-(4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-N-methyl-benzenesulfonamide; Pyridine-2-carboxylic acid-4-{[cis-2-[(N-pyridin-2-ylmethyl)amino]cyclohexyl]-aminomethyl}-benzylamide; 3,5-Dichloro-N-(4-{[(1H-indol-3-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(1-methyl-1H-indol-3-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(1H-indol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(1-methyl-1H-indol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(1H-indol-3-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(1-methyl-1H-indol-3-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(1H-indol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(1-methyl-1H-indol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; N-(4-{[[2-(1H-Benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; N-(3-{[[2-(1H-Benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(1-methyl-1H-benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(1-methyl-1H-benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(1H-imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(1H-imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(1-methyl-1H-imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(1-methyl-1H-imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(3-methyl-3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(3-methyl-3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(2-oxazol-5-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(2-methyl-oxazol-5-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(2-oxazol-5-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(2-methyl-oxazol-5-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(2-oxazol-2-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(2-oxazol-2-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(4-methyl-oxazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(5-methyl-oxazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(4-methyl-oxazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(5-methyl-oxazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; N-(4-{[{2-[(1H-Benzoimidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; N-(3-{[{2-[(1H-Benzoimidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; 3,5-Dichloro-N-(4-{[{2-[(1-methyl-1H-benzoimidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[{2-[(1-methyl-1H-benzoimidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[{2-[(1-methyl-1H-imidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[2-[(1-methyl-1H-imidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[{2-[(1H-imidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[{2-[(1H-imidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[{2-[(3H-imidazol-4-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[{2-[(3H-imidazol-4-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[{2-[(2-methyl-3H-imidazol-4-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[{2-[(2-methyl-3H-imidazol-4-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[{2-[(3-methyl-3H-imidazol-4-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[{2-[(3-methyl-3H-imidazol-4-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[piperidin-4-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[piperidin-4-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[pyrrolidin-3-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[pyrrolidin-3-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 2,4-Dimethyl-N-(4-{[piperidin-4-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[piperidin-4-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(4-{[piperidin-3-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[piperidin-3-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(4-{[pyrrolidin-3-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[pyrrolidin-3-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; N-(4-{[[2-(1H-Benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; N-(3-{[[2-(1H-Benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; 2,4-Dimethyl-N-(4-{[[2-(1-methyl-1H-benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[[2-(1-methyl-1H-benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; N-(4-{[[2-(1H-Imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; N-(3-{[[2-(1H-Imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; N-(4-{[[2-(3H-Imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; N-(3-{[[2-(3H-Imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; 2,4-Dimethyl-N-(4-{[[2-(3-methyl-3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[[2-(3-methyl-3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(4-{[(2-oxazol-5-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[(2-oxazol-5-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-(2-thiazol-5-yl-ethyl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-(2-thiazol-5-yl-ethyl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-(2-thiazol-2-yl-ethyl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-(2-thiazol-2-yl-ethyl)-amino]-methyl}-benzyl)-nicotinamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(2-methyl-3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(2-methyl-3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(3-methyl-3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(3-methyl-3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[oxazol-5-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[oxazol-5-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-5-ylmethyl-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-5-ylmethyl-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(1-methyl-1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(1-methyl-1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[oxazol-2-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[oxazol-2-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-2-ylmethyl-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-2-ylmethyl-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[piperidin-4-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[piperidin-4-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[piperidin-3-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[piperidin-3-yl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[[2-(1H-benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[[2-(1H-benzoimidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[[2-(1H-imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[[2-(1H-imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[[2-(1-methyl-1H-imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[[2-(1-methyl-1H-imidazol-2-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(2-oxazol-2-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(2-oxazol-2-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-(2-thiazol-2-yl-ethyl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-(2-thiazol-2-yl-ethyl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[[2-(3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[[2-(3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[[2-(3-methyl-3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[[2-(3-methyl-3H-imidazol-4-yl)-ethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(2-oxazol-5-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(2-oxazol-5-yl-ethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-(2-thiazol-5-yl-ethyl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-(2-thiazol-5-yl-ethyl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[{2-[(1H-benzoimidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[{2-[(1H-benzoimidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[{2-[(1H-imidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[{2-[(1H-imidazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-[((5,6,7,8-tetrahydro-quinolin-8-yl)-{2-[(thiazol-2-ylmethyl)-amino]-ethyl}-amino)-methyl]-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-[((5,6,7,8-tetrahydro-quinolin-8-yl)-{2-[(thiazol-2-ylmethyl)-amino]-ethyl}-amino)-methyl]-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 4-{[{2-[(oxazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 4,6-Dimethyl-pyrimidine-5-carboxylic acid 3-{[{2-[(oxazol-2-ylmethyl)-amino]-ethyl}-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 3,5-Dichloro-N-{4-[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-ylamino)-methyl]-benzyl}-isonicotinamide; 3,5-Dichloro-N-{3-[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-ylamino)-methyl]-benzyl}-isonicotinamide; N-(4-{[(1H-Benzoimidazol-2-ylmethyl)-(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; N-(3-{[(1H-Benzoimidazol-2-ylmethyl)-(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; 3,5-Dichloro-N-(4-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-(1H-imidazol-2-ylmethyl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-(1H-imidazol-2-ylmethyl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-(3H-imidazol-4-ylmethyl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-(3H-imidazol-4-ylmethyl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-(3-methyl-3H-imidazol-4-ylmethyl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-(3-methyl-3H-imidazol-4-ylmethyl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-piperidin-4-yl-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-piperidin-4-yl-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-piperidin-3-yl-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-piperidin-3-yl-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-pyrrolidin-3-yl-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-pyrrolidin-3-yl-amino]-methyl}-benzyl)-isonicotinamide; N-(4-{[[2-(1H-Benzoimidazol-2-yl)-ethyl]-(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; N-(3-{[[2-(1H-Benzoimidazol-2-yl)-ethyl]-(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; 3,5-Dichloro-N-[4-({(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-[2-(1-methyl-1H-benzoimidazol-2-yl)-ethyl]-amino}-methyl)-benzyl]-isonicotinamide; 3,5-Dichloro-N-[3-(I (3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-[2-(1-methyl-1H-benzoimidazol-2-yl)-ethyl]-amino}-methyl)-benzyl]-isonicotinamide; 3,5-Dichloro-N-[4-({(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-[2-(1-methyl-1H-imidazol-2-yl)-ethyl]-amino}-methyl)-benzyl]-isonicotinamide; 3,5-Dichloro-N-[3-({(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-[2-(1-methyl-1H-imidazol-2-yl)-ethyl]-amino}-methyl)-benzyl]-isonicotinamide; 3,5-Dichloro-N-[4-({(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-[2-(3H-imidazol-4-yl)-ethyl]-amino}-methyl)-benzyl]-isonicotinamide; 3,5-Dichloro-N-[3-({(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-[2-(3H-imidazol-4-yl)-ethyl]-amino}-methyl)-benzyl]-isonicotinamide; N-(4-{[{2-[(1H-Benzoimidazol-2-ylmethyl)-amino]-ethyl}-(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; N-(3-{[{2-[(1H-Benzoimidazol-2-ylmethyl)-amino]-ethyl}-(3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; 3,5-Dichloro-N-{4-[((3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-{2-[(3H-imidazol-4-ylmethyl)-amino]-ethyl}-amino)-methyl]-benzyl}-isonicotinamide; and 3,5-Dichloro-N-{3-[((3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)-{2-[(3H-imidazol-4-ylmethyl)-amino]-ethyl}-amino)-methyl]-benzyl}-isonicotinamide;
or a pharmaceutically acceptable salt thereof.
23 . A pharmaceutically acceptable salt of a compound selected from the group consisting of:
3,5-Dichloro-N-(4-{[(1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(2-methyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(2-methyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(5-methyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(5-methyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(2,5-dimethyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(2,5-dimethyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(1-methyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(1-methyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(1,2-dimethyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(1,2-dimethyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(1,5-dimethyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(1,5-dimethyl-1H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(4-methyl-1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(4-methyl-1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[4-(2-fluoro-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[4-(3-fluoro-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[4-(4-fluoro-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[4-(2-fluoro-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[4-(3-fluoro-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[4-(4-fluoro-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(4-phenyl-1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(4-phenyl-1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(2-phenyl-3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(2-methoxy-phenyl)-3H-imidazol-4-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(3-methoxy-phenyl)-3H-imidazol-4-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[2-(4-methoxy-phenyl)-3H-imidazol-4-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(2-methoxy-phenyl)-3H-imidazol-4-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(3-methoxy-phenyl)-3H-imidazol-4-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[2-(4-methoxy-phenyl)-3H-imidazol-4-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[4-(2-methoxy-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[4-(3-methoxy-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[[4-(4-methoxy-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[4-(2-methoxy-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[4-(3-methoxy-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[[4-(4-methoxy-phenyl)-1H-imidazol-2-ylmethyl]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(3H-pyrrol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(3H-pyrrol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(5-methyl-3H-pyrrol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(4-methyl-3H-pyrrol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(5-methyl-3H-pyrrol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(4-methyl-3H-pyrrol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[oxazol-2-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(4-methyl-oxazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(5-methyl-oxazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[oxazol-4-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(2-methyl-oxazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[oxazol-2-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(4-methyl-oxazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(5-methyl-oxazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[oxazol-4-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(2-methyl-oxazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-2-ylmethyl-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(4-methyl-thiazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(5-methyl-thiazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-4-ylmethyl-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(4-{[(2-methyl-thiazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-2-ylmethyl-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(4-methyl-thiazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(5-methyl-thiazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-4-ylmethyl-amino]-methyl}-benzyl)-isonicotinamide; 3,5-Dichloro-N-(3-{[(2-methyl-thiazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-isonicotinamide; N-(4-{[(3H-Imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; N-(3-{[(3H-Imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; 2,4-Dimethyl-N-(4-{[(3-methyl-3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[(3-methyl-3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4,N-Trimethyl-N-(4-{[(3-methyl-3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4,N-Trimethyl-N-(3-{[(3-methyl-3H-imidazol-4-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; N-(4-{[(1H-Imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; N-(3-{[(1H-Imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; 2,4-Dimethyl-N-(4-{[(1-methyl-1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[(1-methyl-1H-imidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(4-{[oxazol-2-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[oxazol-2-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(4-{[oxazol-5-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[oxazol-5-ylmethyl-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-5-ylmethyl-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-5-ylmethyl-amino]-methyl}-benzyl)-nicotinamide; 2,4-Dimethyl-N-(4-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-2-ylmethyl-amino]-methyl}-benzyl)-nicotinamide; and 2,4-Dimethyl-N-(3-{[(5,6,7,8-tetrahydro-quinolin-8-yl)-thiazol-2-ylmethyl-amino]-methyl}-benzyl)-nicotinamide.
24 . A compound selected from the group consisting of:
N-Pyridin-2-yl-4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzamide; 4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)amino]-methyl}-N-pyridin-2-yl-benzamide; N-Pyridin-2-ylmethyl-4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzamide; 4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-N-pyridin-2-ylmethyl-benzamide; [4-(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydroquinolin-8-yl)-aminomethyl]-N-(2-hydroxyphenyl)-benzamide; N-Pyridinyl-2-yl-3-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzamide; N-pyridin-2-ylmethyl-3-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzenesulfonamide; N-Phenyl-3-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzamide; N-(3-{[(1H-enzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-phenyl)-benzamide; N-Pyridin-2-ylmethyl-4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzenesulfonamide; 4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-N-pyridin-2-ylmethyl-benzenesulfonamide; N-Pyridin-2-ylmethyl-3-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzenesulfonamide; 3-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-N-pyridin-2-ylmethyl-benzenesulfonamide; 3-{[(1H-Benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-N-phenyl-benzenesulfonamide; 3-{[(H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-N-benzyl-benzenesulfonamide; Pyridine-2-carboxylic acid 4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzylamide; Pyridine-2-carboxylic acid 4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 3,5-dichloro-N-{4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzyl}-isonicotinamide; N-(4-{[(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; N-(3-{[(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-nicotinamide; N-(4-{[(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-1-oxy-nicotinamide; N-(3-{[(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,4-dimethyl-1-oxy-nicotinamide; 4,6-dimethyl-pyrimidine-5-carboxylic acid 3-{[(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; N-(4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,6-dimethyl-benzamide; N-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; N-(3,5-dichloroisonicotinamide)-N′-(1H-benzimidazol-2-ylmethyl)-N′-(S)-5,6,7,8-tetrahydro-quinolin-8-yl-1,4-benzenedimethanamine; N-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3,5-dibromo-isonicotinamide; 2-amino-N-(4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-6-chloro-benzamide; 4,6-dimethyl-pyrimidine-5-carboxylic acid 4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; 1-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3-phenyl-urea; 1-(4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3-benzyl-urea; N-(4-{2-[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-ethyl}-benzyl)-3,5-dichloro-isonicotinamide; Pyridine-2-carboxylic acid 3-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; N-(3-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,6-dichloro-isonicotinamide; N-(3-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,6-dimethyl-benzamide; N-(3-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3,5-dibromo-isonicotinamide; 2-amino-N-(3-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-6-chloro-benzamide; N-(3-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; N-(2-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-2,6-dimethyl-benzamide; N-(2-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-3,5-dichloro-isonicotinamide; pyridine-2-carboxylic acid {4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-phenyl}-amide; pyridine-2-carboxylic acid (4-{[(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-phenyl)-amide; N-(4-{[(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-phenyl)-3,5-dichloro-isonicotinamide; Pyridine-2-sulfonic acid 4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-benzylamide; Pyridine-2-sulfonic acid 4-{[(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzylamide; N-(4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-N-methyl-benzenesulfonamide; N-(4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzyl)-benzenesulfonamide; Pyridine-2-sulfonic acid {4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-phenyl}-amide; and Pyridine-2-sulfonic acid (4-{[(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-phenyl)-amide;
or a pharmaceutically acceptable salt thereof.
25 . A pharmaceutical composition comprising the compound of claim 22 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable excipient.
26 . A pharmaceutical composition comprising the compound of claim 23 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable excipient.
27 . A pharmaceutical composition comprising the compound of claim 24 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable excipient.Cited by (0)
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