# US 2021/0277004 A1 · Naphthyridinone compounds useful as t cell activators

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- Number: US 2021/0277004 A1
- Document ID: US20210277004A1
- Status: Published application
- Kind: A1
- Application number: 17/254,914
- Filed: 2019-06-26
- Published: 2021-09-09
- Earliest claimed: 2018-06-27
- Assignees: Bristol-Myers Squibb Company
- Applicants: Bristol-Myers Squibb Company
- Inventors: Louis S. Chupak; Min Ding; Robert G. Gentles; Yazhong Huang; Scott W. Martin; Ivar M. Mcdonald; Stephen E. Mercer; Richard E. Olson; Upender Velaparthi; Michael Wichroski; Xiaofan Zheng
- Web page: https://patentgrep.com/patent/US20210277004A1

## CPC

- C07D 471/04: Ortho-condensed systems
- A61K 31/4375: the heterocyclic ring system containing a six-membered ring having nitrogen as a ring heteroatom, e.g. quinolizines, naphthyridines, berberine, vincamine
- A61P 35/00: Antineoplastic agents
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

Disclosed are compounds of Formula (I): or a salt thereof, wherein: R1, R2, R3, and R4 are defined herein. Also disclosed are methods of using such compounds to inhibit the activity of one or both of diacylglycerol kinase alpha (DGK α) and diacylglycerol kinase zeta (DGKζ), and pharmaceutical compositions comprising such compounds. These compounds are useful in the treatment of viral infections and proliferative disorders, such as cancer.

## Claims

### Claim 1

A compound of Formula (I):
or a salt thereof, wherein:
R1 is H, Cl, Br, —CN, C1-4 alkyl, C2-3 alkenyl, C1-3 alkoxy, —C(O)OH, —C(O)O(C1-3 alkyl), —C(O)NRaRa, —NRaRa, —NRaC(O)O(C1-4 alkyl), or —NRaC(O)NRa(C1-4 alkyl);
each Ra is independently H or C1-2 alkyl;
R2 is C1-6 alkyl, C1-4 cyanoalkyl, C1-4 fluoroalkyl, C2-4 alkenyl, —(CH2)1-3CH═CF2, C3-5 alkynyl, —(CH2)1-4O(C1-3 alkyl), —(CH2)1-4O(CH2)1-3O(C1-3 alkyl), —(CH2)1-3C(O)(C1-3 alkyl), —(CH2)1-3C(O)O(C1-3 alkyl), —(CH2)1-3Rb, —(CH2)1-3ORb, or —(CH2)1-3OCH2Rb;
Rb is C3-6 cycloalkyl or dioxanyl, each substituted with zero to 2 substituents independently selected from F, —CN, —CH3, and —OCH3;
R3 is H, F, Cl, Br, —CN, C1-3 alkyl, C1-3 fluoroalkyl, —NO2, —C(O)(C1-3 alkyl), —C(O)O(C13 alkyl), or —C(O)(C1-3 fluoroalkyl);
R4 is:
(a) 2,3-dihydro-1H-indenyl substituted with zero to 2 substituents independently selected from F, Cl, —OH, C1-2 alkyl, C1-2 fluoroalkyl, C1-2 alkoxy, and —OCH2CH═CH2; or
(b) —CH2Ry, —C(CH3)2Ry, —CHRxRy, —CH2CH(OH)Rx, —CH(CH3)(CH2CH2OCH3), or C3-6 cycloalkyl substituted with fluorophenyl;
Rx is C1-6 alkyl, C13 hydroxyalkyl, C1-2 aminoalkyl, C3-6 cycloalkyl, or phenyl substituted with zero to 2 substituents independently selected from F, Cl, —OH, C1-3 alkyl, C1-2 fluoroalkyl, C1-2 alkoxy, —OCH2CH═CH2, and —OCH2C≡CH;
Ry is 1,3-benzodiazolyl, indazolyl, indolyl, indolinyl, naphthalenyl, oxoindolinyl, pyridinyl, pyrimidinyl, or phenyl, each substituted with zero to 3 substituents independently selected from F, Cl, Br, —OH, —CN, C1-6 alkyl, C1-3 fluoroalkyl, C1-3 alkoxy, C1-3 fluoroalkoxy, —OCH2CH═CH2, —OCH2C≡CH, —OCH2(cyanopyridinyl), —NRcRc, —NRaS(O)2(C1-3 alkyl), —NRaC(O)(C1-3 alkyl), —NRaC(O)O(C1-4 alkyl), —NRaC(O)Rd, —NRaC(O)NRaRd, and Rd;
each Rc is independently H or C1-2 alkyl; and
Rd is phenyl substituted with zero to 1 substituent selected from Cl, —CH3, and —OCH3.

### Claim 2 (depends on 1)

The compound according to claim 1 or a salt thereof,
R1 is H, Cl, Br, —CN, C1-3 alkyl, C2-3 alkenyl, C1-2 alkoxy, —C(O)OH, —C(O)O(C1-2 alkyl), —C(O)NRaRa, —NRaRa, or —NRaC(O)O(C1-4 alkyl);
R2 is C1-4 alkyl, C1-3 cyanoalkyl, C1-3 fluoroalkyl, C2-3 alkenyl, —CH2CH2CH═CF2, C3-4 alkynyl, —(CH2)1-3OCH3, —(CH2)1-3O(CH2)1-2OCH3, —(CH2)1-3C(O)CH3, —(CH2)1-3C(O)O(C1-2 alkyl), —(CH2)1-2Rb, —(CH2)1-3ORb, or —(CH2)1-3OCH2Rb;
Rb is C3-6 cycloalkyl or dioxanyl, each substituted with zero to 1 substituent selected from F, —CN, —CH3, and —OCH3;
R3 is H, F, Cl, Br, —CN, C1-2 alkyl, C1-2 fluoroalkyl, —NO2, —C(O)O(C1-2 alkyl), or —C(O)(C1-2 fluoroalkyl);
R4 is:
(a) 2,3-dihydro-1H-indenyl substituted with zero to 2 substituents independently selected from F, Cl, —OH, —CH3, —CF3, —OCH3, and —OCH2CH═CH2; or
(b) —CH2Ry, —C(CH3)2Ry, —CHRxRy, —CH2CH(OH)Rx, —CH(CH3)(CH2CH2OCH3), or cyclopropyl substituted with fluorophenyl;
Rx is C15 alkyl, C1-2 hydroxyalkyl, C1-2 aminoalkyl, C3-6 cycloalkyl, or phenyl substituted with zero to 2 substituents independently selected from F, Cl, —OH, C1-2 alkyl, —CHF2, —OCH3, —OCH2CH═CH2, and —OCH2C≡CH; and
Ry is 1,3-benzodiazolyl, indazolyl, indolyl, indolinyl, naphthalenyl, oxoindolinyl, pyridinyl, pyrimidinyl, or phenyl, each substituted with zero to 3 substituents independently selected from F, Cl, Br, —OH, —CN, C1-4 alkyl, C1-2 fluoroalkyl, C1-2 alkoxy, C1-2 fluoroalkoxy, —OCH2CH═CH2, —OCH2C≡CH, —OCH2(cyanopyridinyl), —NRcRc, —NHS(O)2CH3, —NHC(O)(C1-2 alkyl), —NHC(O)O(C1-4 alkyl), —NHC(O)(phenyl), —NHC(O)NH(phenyl), and phenyl.

### Claim 3 (depends on 1)

The compound according to claim 1 or a salt thereof, wherein:
R1 is H, Cl, Br, —CN, C1-2 alkyl, —CH═CH2, —OCH3, —C(O)OH, —C(O)OCH3, —C(O)N(CH3)2, —NH2, or —NHC(O)OC(CH3)3;
R2 is —CH3, —CH2CH3, —CH2CH2CH3, —CH2CH2CH2CH3, —CH2CN, —CH2CH2CH2CN, —CH2CH2CF3, —CH2CH═CH2, —CH2CH2CH═CF2, —CH2C≡CH, —CH2CH2OCH3, —CH2CH2CH2OCH3, —CH2CH2CH2OCH2CH2OCH3, —CH2CH2CH2C(O)CH3, —CH2C(O)OCH2CH3, —CH2(cyclopropyl), or —CH2CH2(dioxanyl);
R3 is H, F, Cl, Br, —CN, —CH3, —CF3, —NO2, —C(O)OCH2CH3, or —C(O)CF3;
R4 is:
(a) 2,3-dihydro-1H-indenyl substituted with 1 to 2 substituents independently selected from F, —OH, —OCH3, and —OCH2CH═CH2; or
(b) —CH2Ry, —C(CH3)2Ry, —CHRxRy, —CH2CH(OH)Rx, —CH(CH3)(CH2CH2OCH3), or cyclopropyl substituted with fluorophenyl;
Rx is C1-2 alkyl, —CH(CH3)2, —C(CH3)3, —CH2C(CH3)3, —CH2OH, —CH2NH2, cyclopropyl, cyclobutyl, cyclohexyl, or phenyl substituted with zero to 2 substituents independently selected from F, Cl, —OH, and —OCH3; and
Ry is 1,3-benzodiazolyl, indazolyl, indolyl, ethyl indolyl, indolinyl, naphthalenyl, hydroxynaphthalenyl, oxoindolinyl, pyridinyl, methoxypyridinyl, pyrimidinyl, or phenyl substituted with zero to 3 substituents independently selected from F, Cl, Br, —OH, —CN, —CH3, —C(CH3)3, —CHF2, —CF3, —OCH3, —OCF3, —OCH2CH═CH2, —OCH2C≡CH, —OCH2(cyanopyridinyl), —NH2, —NHS(O)2CH3, —N(CH3)(CH2CH3), —NHC(O)CH3, —NHC(O)O(C(CH3)3), —NHC(O)(phenyl), —NHC(O)NH(phenyl), and phenyl.

### Claim 4 (depends on 1)

The compound according to claim 1 or a salt thereof, wherein R4 is —CH2Ry, —CHRxRy, or —CH2CH(OH)Rx.

### Claim 5 (depends on 4)

The compound according to claim 4 or a salt thereof, wherein:
Rx is phenyl substituted with zero to 2 substituents independently selected from F, Cl, —OH, C1-2 alkyl, —CHF2, —OCH3, —OCH2CH═CH2, and —OCH2C≡CH; and
Ry is phenyl substituted with zero to 3 substituents independently selected from F, Cl, Br, —OH, —CN, C1-4 alkyl, C1-2 fluoroalkyl, C1-2 alkoxy, C1-2 fluoroalkoxy, —OCH2CH═CH2, —OCH2C≡CH, —OCH2(cyanopyridinyl), —NRcRc, —NHS(O)2CH3, —NHC(O)(C1-2 alkyl), —NHC(O)O(C1-4 alkyl), —NHC(O)(phenyl), —NHC(O)NH(phenyl), and phenyl.

### Claim 6 (depends on 1)

The compound according to claim 1 or a salt thereof, wherein:
R4 is —CHRxRy;
Rx is phenyl substituted with zero to 2 substituents independently selected from F, Cl, —OH, and —OCH3; and
Ry is phenyl substituted with zero to 3 substituents independently selected from F, Cl, Br, —OH, —CN, —CH3, —C(CH3)3, —CHF2, —CF3, —OCH3, —OCF3, —OCH2CH═CH2, —OCH2C≡CH, —OCH2(cyanopyridinyl), —NH2, —NHS(O)2CH3, —N(CH3)(CH2CH3), —NHC(O)CH3, —NHC(O)O(C(CH3)3), —NHC(O)(phenyl), —NHC(O)NH(phenyl), and phenyl.

### Claim 7 (depends on 1)

The compound according to claim 1 or a salt thereof, wherein R4 is 2,3-dihydro-1H-indenyl substituted with zero to 2 substituents independently selected from F, Cl, —OH, C1-2 alkyl, C1-2 fluoroalkyl, C1-2 alkoxy, and —OCH2CH═CH2.

### Claim 8 (depends on 1)

The compound according to claim 1 or a salt thereof, wherein said compound is:
ethyl 4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-6-bromo-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (1);
6-bromo-4-(4-(2-hydroxybenzyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (2);
4-(4-(bis(4-fluorophenyl) methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (3);
6-bromo-4-{4-[(4-fluorophenyl)[2-(prop-2-yn-1-yloxy)phenyl]methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (5-7);
6-bromo-4-{4-[(4-fluorophenyl)(2-hydroxyphenyl) methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (8-10);
8-{4-[(4-fluorophenyl)(2-hydroxyphenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (11);
6-bromo-4-{4-[(4-fluorophenyl)(2-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (12-14);
6-bromo-4-{4-[(4-fluoro-2-methoxyphenyl)(4-fluorophenyl) methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (15-17);
8-{4-[(4-fluorophenyl)(2-methoxyphenyl)methyl]piperazin-1-yl}-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (18-20);
6-bromo-4-[4-(6-methoxy-2,3-dihydro-1H-inden-1-yl)piperazin-1-yl]-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (21):
6-bromo-4-{4-[1-(4-fluorophenyl)ethyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (22-24);
6-bromo-4-{4-[1-(4-fluorophenyl)propyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (25-27);
6-bromo-4-{4-[2-(4-fluorophenyl)-2-hydroxyethyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (28-30):
6-bromo-4-{4-[1-(4-fluorophenyl)-2-hydroxyethyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (31);
8-{4-[1-(4-fluorophenyl)propyl]piperazin-1-yl}-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (32-34);
6-bromo-4-{4-[cyclopropyl(4-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (35);
8-{4-[2-(4-fluorophenyl)-2-hydroxyethyl]piperazin-1-yl}-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (36);
8-{4-[1-(4-fluorophenyl)-2-hydroxyethyl]piperazin-1-yl}-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (37);
1-methyl-4-{4-[(naphthalen-1-yl) methyl]piperazin-1-yl}-3-nitro-1,2-dihydro-1,5-naphthyridin-2-one (38);
6-chloro-4-{4-[(4-fluorophenyl)[2-(prop-2-yn-1-yloxy)phenyl]methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (39);
8-(4-(bis(4-fluorophenyl)methyl) piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (40);
8-(4-benzhydrylpiperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (41);
8-(4-((2-hydroxyphenyl)(phenyl)methyl)piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (42);
8-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (43-45);
8-(4-(6-methoxy-2,3-dihydro-1H-inden-1-yl) piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (46);
8-(4-(2-hydroxy-1-phenylethyl)piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (47);
8-(4-(2-hydroxy-2-phenylethyl)piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (48);
8-(4-(cyclopropyl(4-fluorophenyl)methyl)piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (49-51);
4-(4-benzhydrylpiperazin-1-yl)-6-bromo-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (52);
4-(4-(bis(4-fluorophenyl)methyl) piperazin-1-yl)-6-bromo-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (53);
6-bromo-4-(4-((1-ethyl-1H-indol-4-yl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (54);
6-bromo-1-methyl-4-(4-(naphthalen-1-ylmethyl)piperazin-1-yl)-3-nitro-1,5-naphthyridin-2(1H)-one (55);
6-bromo-4-(4-((4-fluoro-2-methoxyphenyl)(4-fluorophenyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (56-58);
6-bromo-4-(4-((4-fluorophenyl)(2-methoxy-6-methylphenyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (59-61);
tert-butyl (8-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridin-2-yl)carbamate (62);
6-amino-4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (63);
6-bromo-4-(4-(2-(difluoromethyl)benzyl)piperazin-1-yl)-2-oxo-1-(prop-2-yn-1-yl)-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (64);
6-bromo-4-(4-(2-hydroxybenzyl)piperazin-1-yl)-2-oxo-1-(prop-2-yn-1-yl)-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (65);
6-bromo-4-(4-(2-hydroxy-4-methylbenzyl)piperazin-1-yl)-2-oxo-1-(prop-2-yn-1-yl)-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (66);
6-bromo-4-(4-(4-fluoro-2-hydroxybenzyl)piperazin-1-yl)-2-oxo-1-(prop-2-yn-1-yl)-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (67);
6-bromo-4-(4-(4-fluoro-2-methoxybenzyl)piperazin-1-yl)-2-oxo-1-(prop-2-yn-1-yl)-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (68);
6-bromo-4-(4-(2-hydroxy-4,6-dimethylbenzyl)piperazin-1-yl)-2-oxo-1-(prop-2-yn-1-yl)-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (69);
6-bromo-4-(4-((4-fluorophenyl)(2-hydroxyphenyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (70);
6-bromo-4-(4-((2-fluoro-4-methylphenyl)(2-hydroxyphenyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (71);
6-bromo-4-(4-((2,4-dimethylphenyl)(2-hydroxyphenyl) methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (72);
6-bromo-4-(4-((2-hydroxyphenyl)(o-tolyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (73);
6-bromo-4-(4-((3-fluoro-2-hydroxyphenyl)(4-fluorophenyl)methyl) piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (74-76);
6-bromo-4-(4-((2-hydroxyphenyl)(phenyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (77-79);
6-bromo-4-(4-((4-fluoro-2-hydroxyphenyl)(4-fluorophenyl)methyl) piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (80-82);
6-bromo-4-(4-((4-fluorophenyl)(2-hydroxy-3-methylphenyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (83-85);
6-bromo-4-(4-((4-fluorophenyl)(2-hydroxy-5-methylphenyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (86);
6-bromo-4-(4-((4-fluorophenyl)(2-hydroxy-6-methylphenyl)methyl)piperazin-1-yl)-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (87);
5-((2-((4-(6-bromo-1-methyl-3-nitro-2-oxo-1,2-dihydro-1,5-naphthyridin-4-yl) piperazin-1-yl)(4-fluorophenyl)methyl)-3-methylphenoxy)methyl)nicotinonitrile (88-90);
5-((2-((4-(6-bromo-1-methyl-3-nitro-2-oxo-1,2-dihydro-1,5-naphthyridin-4-yl) piperazin-1-yl)(4-fluorophenyl)methyl)-5-fluorophenoxy)methyl)nicotinonitrile (91-93);
4-(4-((2-(allyloxy)-6-methylphenyl)(4-fluorophenyl)methyl)piperazin-1-yl)-6-bromo-1-methyl-3-nitro-1,5-naphthyridin-2(1H)-one (94-96);
8-(4-((4-fluorophenyl)(2-hydroxyphenyl)methyl)piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (97-99);
8-(4-((4-fluorophenyl) (2-(prop-2-yn-1-yloxy)phenyl)methyl)piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (100-102);
4-(4-(bis(4-fluorophenyl)methyl) piperazin-1-yl)-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (103);
4-(4-((4-fluorophenyl)(2-hydroxyphenyl)methyl)piperazin-1-yl)-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (104);
6-bromo-4-(4-((4-fluorophenyl)(2-hydroxyphenyl)methyl)piperazin-1-yl)-2-oxo-1-(prop-2-yn-1-yl)-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (105-107);
4-(4-(bis(4-fluorophenyl)methyl) piperazin-1-yl)-6-bromo-1-(2-methoxyethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (113);
6-bromo-4-(4-((4-fluoro-2-methoxyphenyl)(4-fluorophenyl)methyl) piperazin-1-yl)-1-(2-methoxyethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (114-116);
6-bromo-4-(4-((4-fluorophenyl)(2-hydroxyphenyl)methyl)piperazin-1-yl)-1-(2-methoxyethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (117);
8-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-7-nitro-6-oxo-5-(prop-2-yn-1-yl)-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (118);
8-(4-((4-fluoro-2-hydroxyphenyl)(4-fluorophenyl) methyl)piperazin-1-yl)-7-nitro-6-oxo-5-(prop-2-yn-1-yl)-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (119-121);
8-(4-((4-fluoro-2-hydroxyphenyl)(4-fluorophenyl)methyl) piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (122);
8-(4-((4-fluoro-2-methoxyphenyl)(4-fluorophenyl)methyl)piperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (123-125);
8-(4-((4-fluoro-2-methoxyphenyl)(4-fluorophenyl)methyl)piperazin-1-yl)-7-nitro-6-oxo-5-(prop-2-yn-1-yl)-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (126-128);
8-(4-((4-fluorophenyl)(2-methoxyphenyl)methyl)piperazin-1-yl)-7-nitro-6-oxo-5-(prop-2-yn-1-yl)-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (129-131);
8-(4-((4-fluorophenyl)(2-hydroxyphenyl)methyl)piperazin-1-yl)-7-nitro-6-oxo-5-(prop-2-yn-1-yl)-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (132-134);
8-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)-7-nitro-6-oxo-5-(prop-2-yn-1-yl)-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (135-137);
8-(4-(6-methoxy-2,3-dihydro-1H-inden-1-yl)piperazin-1-yl)-7-nitro-6-oxo-5-(prop-2-yn-1-yl)-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (138);
8-{4-[1-(4-fluorophenyl) propyl]piperazin-1-yl}-7-nitro-6-oxo-5-(prop-2-yn-1-yl)-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (139-141);
8-(4-(cyclopropyl(4-fluorophenyl)methyl)piperazin-1-yl)-7-nitro-6-oxo-5-(prop-2-yn-1-yl)-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (142-144);
8-(4-((4-fluorophenyl)(2-hydroxyphenyl)methyl)piperazin-1-yl)-5-(2-methoxyethyl)-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (145);
8-(4-(6-methoxy-2,3-dihydro-1H-inden-1-yl)piperazin-1-yl)-5-(2-methoxyethyl)-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (146);
8-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-5-(2-methoxyethyl)-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (147);
8-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)-5-(2-methoxyethyl)-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (148-150);
5-(cyanomethyl)-8-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (151);
8-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-5-(cyanomethyl)-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (152);
4-(4-(bis(4-fluorophenyl) methyl)piperazin-1-yl)-6-bromo-1-(cyanomethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (153);
6-bromo-1-(cyanomethyl)-4-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (154);
6-bromo-1-(cyanomethyl)-4-(4-(1-(4-fluorophenyl)propyl)piperazin-1-yl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (155);
6-bromo-1-(cyanomethyl)-4-(4-(6-methoxy-2,3-dihydro-1H-inden-1-yl)piperazin-1-yl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (156);
6-bromo-1-(cyanomethyl)-4-(4-((4-fluorophenyl)(2-hydroxyphenyl)methyl) piperazin-1-yl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (157);
6-bromo-1-(cyclopropylmethyl)-4-(4-((4-fluorophenyl)(2-methoxyphenyl)methyl) piperazin-1-yl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (158-160);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-6-bromo-1-(cyclopropylmethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (161);
6-bromo-1-(cyclopropylmethyl)-4-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (162-164);
4-(4-benzhydrylpiperazin-1-yl)-3-nitro-1-(prop-2-yn-1-yl)-1,5-naphthyridin-2(1H)-one (165);
1-(2-(1,3-dioxan-2-yl)ethyl)-4-(4-benzhydrylpiperazin-1-yl)-3-nitro-1,5-naphthyridin-2(1H)-one (166);
1-allyl-4-(4-benzhydrylpiperazin-1-yl)-3-nitro-1,5-naphthyridin-2(1H)-one (176);
4-(4-benzhydrylpiperazin-1-yl)-1-butyl-3-nitro-1,5-naphthyridin-2(1H)-one (177);
4-(4-(4-benzhydrylpiperazin-1-yl)-3-nitro-2-oxo-1,5-naphthyridin-1(2H)-yl) butanenitrile (183);
4-(4-benzhydrylpiperazin-1-yl)-3-nitro-1-(3,3,3-trifluoropropyl)-1,5-naphthyridin-2(1H)-one (185);
4-(4-benzhydrylpiperazin-1-yl)-1-(4,4-difluorobut-3-en-1-yl)-3-nitro-1,5-naphthyridin-2(1H)-one (186);
4-(4-benzhydrylpiperazin-1-yl)-3-nitro-1-(4-oxopentyl)-1,5-naphthyridin-2(1H)-one (187);
4-(4-benzhydrylpiperazin-1-yl)-1-(3-(2-methoxyethoxy)propyl)-3-nitro-1,5-naphthyridin-2(1H)-one (189);
4-(4-benzhydrylpiperazin-1-yl)-1-(3-methoxypropyl)-3-nitro-1,5-naphthyridin-2(1H)-one (190);
4-(4-benzhydrylpiperazin-1-yl)-6-bromo-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (191);
6-bromo-4-(4-(4-fluoro-2-hydroxybenzyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (192);
6-chloro-4-(4-(4-fluoro-2-hydroxybenzyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (193);
4-(4-(4-fluoro-2-hydroxybenzyl) piperazin-1-yl)-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (194);
4-(4-(1-(2-(allyloxy)-4-fluorophenyl)ethyl)piperazin-1-yl)-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (195);
4-(4-benzhydrylpiperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (196);
6-chloro-4-(4-(2-hydroxybenzyl) piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (198);
6-chloro-4-(4-(3-(ethyl(methyl)amino)benzyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (199);
4-(4-(7-(allyloxy)-5-fluoro-2,3-dihydro-1H-inden-1-yl)piperazin-1-yl)-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (200):
6-chloro-4-(4-(5-fluoro-7-hydroxy-2,3-dihydro-1H-inden-1-yl) piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (201);
4-(4-benzhydrylpiperazin-1-yl)-6-ethyl-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (202);
4-(4-benzhydrylpiperazin-1-yl)-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (204);
4-(4-benzhydrylpiperazin-1-yl)-1-methyl-2-oxo-6-vinyl-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (208);
6-chloro-4-(4-(cyclohexyl(phenyl)methyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (209);
4-(4-(2-aminobenzyl)piperazin-1-yl)-6-bromo-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (211);
N-(2-((4-(6-bromo-3-cyano-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridin-4-yl) piperazin-1-yl)methyl)phenyl) methanesulfonamide (212);
N-(2-((4-(6-bromo-3-cyano-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridin-4-yl) piperazin-1-yl)methyl)phenyl)benzamide (213);
1-(2-((4-(6-bromo-3-cyano-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridin-4-yl)piperazin-1-yl)methyl)phenyl)-3-phenylurea (214);
N-(2-((4-(6-bromo-3-cyano-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridin-4-yl)piperazin-1-yl)methyl)phenyl)acetamide (215);
6-chloro-4-(4-(indolin-7-ylmethyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (216);
8-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (217);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (218);
6-chloro-4-(4-((2-hydroxyphenyl)(phenyl)methyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (219);
6-chloro-4-(4-((1-ethyl-1H-indol-4-yl)methyl) piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (220);
6-chloro-1-methyl-4-(4-(naphthalen-1-ylmethyl)piperazin-1-yl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (221);
6-chloro-4-(4-((4-fluoro-2-hydroxyphenyl)(4-fluorophenyl)methyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (222);
8-(4-benzhydrylpiperazin-1-yl)-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (223);
3-bromo-4-(4-(1-(4-fluorophenyl)ethyl)piperazin-1-yl)-1,6-dimethyl-1,5-naphthyridin-2(1H)-one (224);
6-bromo-4-(4-((1-ethyl-1H-indol-4-yl)methyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (225);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (226);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-1-methyl-3-(2,2,2-trifluoroacetyl)-1,5-naphthyridin-2(1H)-one (227);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-1,6-dimethyl-3-(2,2,2-trifluoroacetyl)-1,5-naphthyridin-2(1H)-one (228);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-6-bromo-2-oxo-1-(prop-2-yn-1-yl)-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (229);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-3-bromo-1-methyl-1,5-naphthyridin-2(1H)-one (230);
8-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-7-cyano-N,N,5-trimethyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carboxamide (231);
4-(4-(bis(4-fluorophenyl)methyl) piperazin-1-yl)-1,6-dimethyl-3-(trifluoromethyl)-1,5-naphthyridin-2(1H)-one (232);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-3-chloro-1,6-dimethyl-1,5-naphthyridin-2(1H)-one (233);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-3-fluoro-1,6-dimethyl-1,5-naphthyridin-2(1H)-one (234);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-6-bromo-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile, TFA (235);
3-bromo-4-(4-((1-ethyl-1H-indol-4-yl)methyl)piperazin-1-yl)-1-methyl-1,5-naphthyridin-2(1H)-one (236);
6-bromo-1-methyl-4-(4-(naphthalen-1-ylmethyl)piperazin-1-yl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (237);
4-(4-([1,1′-biphenyl]-2-ylmethyl) piperazin-1-yl)-6-bromo-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile, TFA (238);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-3-bromo-1,6-dimethyl-1,5-naphthyridin-2(1H)-one (239);
methyl 8-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-7-cyano-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carboxylate (240);
8-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-7-cyano-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carboxylic acid (241);
4-[4-(diphenylmethyl)piperazin-1-yl]-1-methyl-3-nitro-1,2-dihydro-1,5-naphthyridin-2-one (242);
4-[4-(diphenylmethyl)piperazin-1-yl]-1-ethyl-3-nitro-1,2-dihydro-1,5-naphthyridin-2-one (243);
4-[4-(diphenylmethyl)piperazin-1-yl]-1-(2-methoxyethyl)-3-nitro-1,2-dihydro-1,5-naphthyridin-2-one (244);
2-{4-[4-(diphenylmethyl)piperazin-1-yl]-3-nitro-2-oxo-1,2-dihydro-1,5-naphthyridin-1-yl}acetonitrile (245);
ethyl 2-{4-[4-(diphenylmethyl)piperazin-1-yl]-3-nitro-2-oxo-1,2-dihydro-1,5-naphthyridin-1-yl}acetate (246);
4-[4-(diphenylmethyl)piperazin-1-yl]-3-nitro-1-propyl-1,2-dihydro-1,5-naphthyridin-2-one (248);
4-{4-[cyclopropyl(4-fluorophenyl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (250);
4-{4-[bis(4-fluoro-2-methoxyphenyl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (251);
4-[4-(4-methoxybutan-2-yl)piperazin-1-yl]-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (252);
4-[4-(3,4-dihydro-2H-1-benzopyran-4-yl)piperazin-1-yl]-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (253);
4-{4-[(4-fluorophenyl)(2-methoxypyridin-3-yl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (254);
4-{4-[(4-fluorophenyl)(3-methoxypyridin-2-yl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (255);
4-{4-[(4-fluorophenyl)(pyridin-2-yl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (256);
4-{4-[(2-bromo-6-hydroxyphenyl)methyl]piperazin-1-yl}-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (258);
6-bromo-4-{4-[(2-hydroxy-6-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (259);
8-{4-[2-(4-fluorophenyl)propan-2-yl]piperazin-1-yl}-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (260);
4-{4-[(4-tert-butyl-2-hydroxyphenyl)methyl]piperazin-1-yl}-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (261);
4-(4-{[2-hydroxy-5-(trifluoromethoxy)phenyl]methyl}piperazin-1-yl)-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (262);
8-{4-[(4-bromo-2-hydroxyphenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (263);
6-chloro-4-{4-[(2-hydroxy-6-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (264);
8-(4-{[2-hydroxy-4-(trifluoromethoxy)phenyl]methyl}piperazin-1-yl)-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (265);
6-bromo-4-{4-[(4-chloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (266);
6-chloro-4-{4-[(2-chloro-6-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (267);
4-{4-[(3-bromo-2-hydroxyphenyl)methyl]piperazin-1-yl}-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (268);
8-{4-[(4-chloro-2-hydroxyphenyl) methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (269);
6-bromo-4-(4-{[2-hydroxy-5-(trifluoromethoxy)phenyl]methyl}piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (270);
6-bromo-4-{4-[(2-bromo-6-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (271);
6-chloro-4-{4-[(2-chlorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (272);
6-chloro-4-{4-[(2-hydroxy-4-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (273);
6-chloro-4-{4-[(3-fluoro-2-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (274);
4-{4-[(5-bromo-2-hydroxyphenyl)methyl]piperazin-1-yl}-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (275);
4-{4-[(4-bromo-2-hydroxyphenyl) methyl]piperazin-1-yl}-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (276);
4-{4-[(5-bromo-2-hydroxyphenyl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (277);
6-bromo-4-{4-[(3-chloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (278);
6-chloro-4-{4-[(3-fluoro-4-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (279);
6-chloro-4-{4-[(2-fluoro-6-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (280);
6-chloro-4-{4-[(2-fluoro-3-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (281);
6-bromo-4-{4-[(5-bromo-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (282);
6-chloro-4-{4-[(2-hydroxy-5-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (283);
tert-butyl N-(2-{[4-(6-bromo-3-cyano-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridin-4-yl)piperazin-1-yl]methyl}phenyl)carbamate (284);
6-chloro-1-methyl-2-oxo-4-(4-{[2-(trifluoromethoxy)phenyl]methyl}piperazin-1-yl)-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (285);
4-{4-[(3-bromo-2-hydroxyphenyl) methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (286);
6-chloro-4-{4-[(2-chloro-4-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (287);
6-chloro-4-{4-[(4-chloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (288);
6-chloro-4-{4-[(3-fluoro-4-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (289);
6-chloro-4-{4-[(3-fluoro-5-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (290);
6-chloro-4-{4-[(3,5-difluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (291);
6-chloro-4-{4-[(2-hydroxy-6-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (292);
6-chloro-4-{4-[(3-chloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (293);
6-bromo-4-{4-[(2-fluoro-6-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (294);
6-bromo-4-{4-[(2-hydroxy-4-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (295);
4-{4-[(5-chloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (296);
6-bromo-4-{4-[(2-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (297);
6-chloro-4-{4-[(3,5-difluoro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (298);
6-bromo-4-{4-[(2,3-dihydro-1H-indol-7-yl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (299);
6-bromo-4-{4-[(2-chlorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (300);
6-chloro-4-{4-[(2-hydroxy-4-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (301);
6-chloro-4-{4-[(3-chlorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (302);
6-chloro-4-{4-[(1H-indol-7-yl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (303);
6-bromo-4-{4-[(3-fluoro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (304);
6-chloro-4-{4-[(2-hydroxy-5-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (305);
6-chloro-4-{4-[(3-fluoro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (306);
6-chloro-4-{4-[(3,5-dichloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (307);
6-chloro-4-{4-[(4-fluorophenyl)methyl] piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (308);
6-bromo-4-{4-[(3-tert-butyl-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (309);
6-chloro-4-{4-[(2,4-dichlorophenyl) methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (310);
6-chloro-4-(4-{[2-hydroxy-4-(trifluoromethyl)phenyl]methyl}piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (311);
6-chloro-4-{4-[(5-fluoro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (312);
6-chloro-4-(4-{[3-fluoro-5-(trifluoromethyl)phenyl] methyl}piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (313);
6-bromo-4-{4-[(2-hydroxy-6-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (314);
6-chloro-4-{4-[1-(4-fluorophenyl)-2-methylpropyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (315-316);
8-{4-[(2-hydroxyphenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (317);
6-chloro-4-{4-[(2,5-difluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (318);
6-chloro-4-{4-[(3,4-difluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (319);
6-bromo-4-{4-[(3,5-difluoro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (320);
6-chloro-4-{4-[(3-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (321);
6-chloro-4-{4-[(1H-indazol-7-yl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (322);
6-chloro-4-{4-[(4-chloro-3-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (323);
6-chloro-4-{4-[(3-chloro-5-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (324);
8-[4-(diphenylmethyl)piperazin-1-yl]-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (325);
6-chloro-4-{4-[(4-chloro-3-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (326);
6-chloro-4-{4-[(3-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (327);
6-chloro-4-{4-[(3-hydroxy-4-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (328);
4-{4-[(3-fluoro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (329);
6-chloro-4-{4-[(2,3-difluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (330);
6-chloro-4-{4-[(2-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (331);
8-{4-[(4-chloro-3-hydroxyphenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (332);
6-bromo-4-{4-[(1H-indazol-7-yl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (333);
4-{4-[(1-ethyl-1H-indol-4-yl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (334);
6-chloro-4-{4-[(2-fluoro-6-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (335);
6-chloro-4-{4-[(2-hydroxynaphthalen-1-yl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (336);
4-{4-[(2-hydroxyphenyl)methyl] piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (337);
6-chloro-4-{4-[(3-fluoro-5-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (338);
6-chloro-4-{4-[(2-fluorophenyl)methyl] piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (339);
6-chloro-4-{4-[(5-cyano-2-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (340);
6-chloro-4-{4-[(4-methoxyphenyl) methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (341);
8-{4-[1-(4-fluorophenyl)cyclopropyl]piperazin-1-yl}-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (342);
4-(4-benzylpiperazin-1-yl)-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (343);
6-bromo-4-{4-[(2-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (344);
6-chloro-4-{4-[(3-chloro-5-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (345);
6-chloro-1-methyl-4-{4-[(2-methylphenyl)methyl]piperazin-1-yl}-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (346);
4-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (347);
6-chloro-4-{4-[(4-fluoro-3-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (348);
4-{4-[(2-hydroxyphenyl)(phenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (349);
6-chloro-4-{4-[(2,4-difluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (350);
6-chloro-4-{4-[(3-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (351);
4-{4-[(2-hydroxy-3-methoxyphenyl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (352);
6-chloro-4-{4-[(3-hydroxy-4-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (353);
6-chloro-4-{4-[(3-chloro-4-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (354);
6-chloro-4-(4-{[4-hydroxy-3-(trifluoromethyl)phenyl]methyl}piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (355);
6-chloro-4-{4-[(4-hydroxy-3-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (356);
6-chloro-4-{4-[(3-fluoro-4-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (357);
6-chloro-4-[4-(diphenylmethyl) piperazin-1-yl]-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (358);
4-{4-[(1H-1,3-benzodiazol-7-yl)methyl]piperazin-1-yl}-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (359);
4-{4-[(1H-1,3-benzodiazol-7-yl)methyl]piperazin-1-yl}-6-bromo-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (360);
6-chloro-4-{4-[(4-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (362);
8-{4-[(3-fluoro-4-hydroxyphenyl) methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (363);
6-chloro-4-{4-[(2-fluoro-5-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (364);
6-chloro-4-{4-[(2-chloro-6-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (365);
6-bromo-4-{4-[(3,5-dichloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (366);
6-bromo-4-{4-[(5-chloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (367);
6-bromo-4-{4-[(2-hydroxy-3-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (368);
6-chloro-4-(4-{[2-hydroxy-5-(trifluoromethoxy)phenyl]methyl}piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (369);
6-chloro-4-{4-[(5-chloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (370);
6-chloro-4-{4-[(2-hydroxy-3-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (371);
6-bromo-4-{4-[(2-hydroxy-4-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (372);
6-bromo-4-{4-[(1H-indol-7-yl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (373);
6-bromo-1-methyl-2-oxo-4-{4-[(2-oxo-2,3-dihydro-1H-indol-7-yl)methyl]piperazin-1-yl}-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (374);
6-chloro-4-(4-{[3-fluoro-4-(trifluoromethyl)phenyl]methyl}piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (375);
6-chloro-1-methyl-2-oxo-4-{4-[(2-oxo-2,3-dihydro-1H-indol-7-yl)methyl]piperazin-1-yl}-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (376);
6-chloro-4-{4-[1-(4-fluorophenyl)-3,3-dimethylbutyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (377-378);
6-chloro-4-{4-[(4-cyano-2-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (379);
6-bromo-4-{4-[(3-bromo-2-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (380);
6-chloro-4-(4-{[2-hydroxy-4-(trifluoromethoxy)phenyl]methyl}piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (381);
6-chloro-4-{4-[cyclobutyl(4-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (382-383);
4-{4-[(3-tert-butyl-2-hydroxyphenyl)methyl]piperazin-1-yl}-6-chloro-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (384);
6-chloro-1-methyl-4-{4-[(3-methylphenyl)methyl]piperazin-1-yl}-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (385);
6-chloro-1-methyl-4-{4-[(4-methylphenyl)methyl] piperazin-1-yl}-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (386);
6-chloro-4-{4-[1-(4-fluorophenyl)ethyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (387-388);
4-{4-[(3-chloro-2-hydroxyphenyl)methyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (389);
6-bromo-4-{4-[(2-chloro-6-hydroxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (390);
6-chloro-4-{4-[(2-hydroxy-3-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (391);
8-{4-[(4-fluoro-2-methoxyphenyl)(4-fluorophenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (392);
4-{4-[bis(4-chlorophenyl)methyl]piperazin-1-yl}-6-bromo-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (393);
8-{4-[bis(4-chlorophenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (394);
4-{4-[bis(4-chlorophenyl)methyl]piperazin-1-yl}-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (395);
4-{4-[(4-fluorophenyl)(2-methoxypyridin-3-yl)methyl]piperazin-1-yl}-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (396);
4-{4-[(4-fluorophenyl)(3-methoxypyridin-2-yl)methyl]piperazin-1-yl}-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (397);
4-{4-[1-(4-fluorophenyl)propyl]piperazin-1-yl}-1,6-dimethyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (398);
8-{4-[(S)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (399);
8-{4-[(4-fluorophenyl)(pyridin-2-yl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (400);
4-{4-[(4-fluoro-2-methoxyphenyl)(pyrimidin-2-yl)methyl]piperazin-1-yl}-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (401);
4-{4-[bis(4-fluoro-2-methoxyphenyl)methyl]piperazin-1-yl}-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (402);
4-{4-[(4-fluorophenyl)(pyridin-2-yl)methyl]piperazin-1-yl}-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (403);
5-methyl-8-{4-[(naphthalen-1-yl)methyl]piperazin-1-yl}-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (404);
8-{4-[(4-fluoro-2-methoxyphenyl)(4-fluorophenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (405-407);
5-methyl-8-{4-[(4-methylphenyl)(phenyl)methyl]piperazin-1-yl}-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (408);
8-{4-[bis(4-fluoro-2-methoxyphenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (409);
8-{4-[(4-fluorophenyl)(3-methoxypyridin-2-yl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (410);
8-{4-[(4-fluorophenyl)(phenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (411);
4-{4-[(4-fluoro-2-methoxyphenyl)(4-fluorophenyl)methyl]piperazin-1-yl}-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (412);
4-{4-[(4-fluoro-2-methoxyphenyl)(4-fluorophenyl) methyl]piperazin-1-yl}-6-methoxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (413);
8-{4-[(S)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (414);
5-methyl-8-{4-[(naphthalen-1-yl)methyl]piperazin-1-yl}-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (415);
8-{4-[(4-fluorophenyl)(2-methoxy-4-methylphenyl)methyl]piperazin-1-yl}-5-methyl-7-nitro-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (416);
6-chloro-4-{4-[(4-chlorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (417);
8-{4-[(2-hydroxyphenyl)(phenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2,7-dicarbonitrile (418);
6-chloro-4-{4-[(2-chloro-6-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (419);
6-chloro-4-{4-[(2-chloro-6-fluorophenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (420);
6-chloro-4-{4-[1-(4-fluorophenyl)cyclopropyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (421);
6-chloro-4-{4-[(2,6-difluorophenyl) methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (422);
6-chloro-4-{4-[(2-fluoro-4-methylphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (423);
6-chloro-4-{4-[(4-cyano-2-methoxyphenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (424);
6-chloro-4-{4-[2-(4-fluorophenyl)propan-2-yl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (425);
4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-1-methyl-1,5-naphthyridin-2(1H)-one (426);
4-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}-1,6-dimethyl-1,2-dihydro-1,5-naphthyridin-2-one (427);
6-bromo-4-{4-[(S)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (428);
6-bromo-4-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (429);
6-bromo-4-{4-[(4-fluorophenyl)(phenyl)methyl]piperazin-1-yl}-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (430);
6-bromo-1-methyl-4-{4-[(4-methylphenyl)(phenyl)methyl]piperazin-1-yl}-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carbonitrile (431); or
8-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}-5-methyl-6-oxo-5,6-dihydro-1,5-naphthyridine-2-carbonitrile (432).

### Claim 9 (depends on 1)

A pharmaceutical composition comprising a compound according to claim 1 or a pharmaceutically-acceptable salt thereof; and a pharmaceutically acceptable carrier.

### Claim 10

(canceled)

### Claim 11

(canceled)

### Claim 12

(canceled)

### Claim 13 (depends on 1)

A method for treating a disease comprising the administration to a subject in need thereof a therapeutically-effective amount of at least one compound according to claim 1, wherein said disease is cancer or viral infections.

### Claim 14 (depends on 13)

The method according to claim 13, wherein said cancer is selected from cancer of the colon, pancreatic cancer, breast cancer, prostate cancer, lung cancer, ovarian cancer, cervical cancer, renal cancer, cancer of the head and neck, lymphoma, leukemia and melanoma.

### Claim 15 (depends on 1)

A method of inhibiting activity of at least one of diacylglycerol kinase selected from diacylglycerol kinase alpha (DGKα) and diacylglycerol kinase zeta (DGKζ) comprising administering to a subject in need thereof a therapeutically effective amount of at least one compound according to claim 1.