IP Library Granted Patent US 8,178,570
Granted Patent B2
US 8,178,570 · App. 10/552,424 · Granted May 15, 2012

Tie-2 modulators and methods of use

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Quick Facts
Patent No.
US 8,178,570
App. No.
10/552,424
Granted
May 15, 2012
Kind
B2
Abstract

The present invention provides compounds for modulating protein kinase enzymatic activity for modulating cellular activities such as proliferation, differentiation, programmed cell death, migration and chemoinvasion. Compounds of the invention inhibit, regulate and/or modulate kinases, particularly Tie-2. Methods of using the compounds and pharmaceutical compositions thereof to treat kinase-dependent diseases and conditions are also an aspect of the invention.

Claims (1502)

1. A method of treating a Tie-2 kinase-dependent disease or condition comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound according to one of the following formulae,

wherein E is —S— or —O—,

or a pharmaceutically acceptable salt thereof, wherein,

R 1 and R 2 , at each occurrence, are independently selected from —H, halogen, —CN, —NH 2 , —CF 3 , —NO 2 , —OR 6 , —N(R 6 )R 7 , —N(R 6 )N(R 6 )R 7 , —S(O) 0-2 R 7 , —SO 2 N(R 6 )R 7 , —CO 2 R 6 , —C(O)N(R 6 )R 7 , —N(R 6 )SO 2 R 7 , —N(R 6 )C(O)R 7 , —N(R 6 )C(O)C 0-6 alkyl-N(R 6 )R 7 , —N(R 6 )CO 2 R 7 , —C(O)R 6 , optionally substituted C 1-6 alkyl, optionally substituted aryl, optionally substituted aryl C 1-6 alkyl, optionally substituted heterocyclyl, and optionally substituted heterocyclyl C 1-6 alkyl;

L is optionally substituted C 1-4 alkylene;

X is —N(R 3 )—;

R 3 is selected from —H or optionally substituted alkyl;

Z is R 4 C(═O)— or R 4 SO 2 —;

R 4 is selected from optionally substituted aryl, optionally substituted aryl C 1-6 alkyl, optionally substituted heterocyclyl, and optionally substituted heterocyclyl C 1-6 alkyl;

optionally R 3 and R 4 , together with the atoms to which they are attached and any additional atoms that link Z with X, are combined to form a first optionally substituted five- to seven-membered heterocyclyl ring, said first optionally substituted five- to seven-membered heterocyclyl ring optionally containing at least one additional heteroatom selected from N, O, S, and P;

R 5 is selected from —H, —NO 2 , —NH 2 , —N(R 6 )R 7 , —CN, —OR 6 , and optionally substituted C 1-6 alkyl;

Y is independently either ═C(H)— or ═N—, provided that there are no more than three of ═N— in the ring bearing Y;

each R 6 is —H or R 7 ;

each R 7 is independently selected from optionally substituted C 1-6 alkyl, optionally substituted aryl, optionally substituted aryl C 1-6 alkyl, optionally substituted heterocyclyl, and optionally substituted heterocyclyl C 1-6 alkyl; and

optionally R 6 and R 7 , when taken together with a common nitrogen to which they are attached, form a second optionally substituted five- to seven-membered heterocyclyl ring, said second optionally substituted five- to seven-membered heterocyclyl ring optionally containing at least one additional heteroatom selected from N, O, S, and P.

2. The method according to claim 1 , wherein the compound is according to one of,

3. The method according to claim 2 , wherein R 4 is either optionally substituted aryl C 1-6 alkyl or optionally substituted heteroaryl C 1-6 alkyl.

4. The method according to claim 3 , wherein R 1 is selected from —H, optionally substituted C 1-6 alkyl, optionally substituted aryl, and optionally substituted heteroaryl.

5. The method according to claim 4 , wherein L is optionally substituted —CH 2 CH 2 —.

6. The method according to claim 5 , wherein R 3 is optionally substituted cycloalkyl or optionally substituted branched alkyl.

7. The method according to claim 6 , wherein Z is R 4 C(═O)—.

8. The method according to claim 7 , wherein L is —CH 2 CH 2 —.

9. The method according to claim 8 , wherein R 4 is optionally substituted aryl C 1-6 alkyl.

10. The method according to claim 9 , wherein R 4 is optionally substituted —CH 2 -naphthylene.

11. The method according to claim 10 , wherein R 4 is optionally substituted —CH 2 -1-naphthylene.

12. The method according to claim 11 , wherein R 4 is —CH 2 -1-naphthylene.

13. The method according to claim 12 , wherein at least one of R 2 is selected from —NH 2 , —N(R 6 )R 7 , —N(R 6 )N(R 6 )R 7 , —N(R 6 )C(O)R 7 , —N(R 6 )C(O)C 0-6 alkyl-N(R 6 )R 7 , and —N(R 6 )CO 2 R 7 .

14. The method according to claim 13 , wherein said at least one of R 2 is ortho to the nitrogen of the pyridine ring bearing R 2 .

15. A method of treating a Tie-2 kinase-dependent disease or condition comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound, wherein the compound is selected from Table 3, or a pharmaceutically acceptable salt thereof:

TABLE 3

Entry

Name

1

N-{2-[5-(3-chloro-4-hydroxyphenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-N-cyclopentyl-2-naphthalen-1-ylacetamide

2

ethyl {5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}acetate

3

2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl}-N-

cyclopentylacetamide

4

ethyl {3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}acetate

5

2-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-yl}-N-

cyclopentylacetamide

6

methyl 3-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}propanoate

7

methyl 3-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}propanoate

8

N-(3-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}propyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

9

N-(3-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}propyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

10

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

11

N-{2-[3-(3-chloro-4-hydroxyphenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-N-cyclopentyl-2-naphthalen-1-ylacetamide

12

2-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-3-yl-1H-1,2,4-triazol-1-yl}-N-

cyclopentylacetamide

13

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-3-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

14

ethyl [5-(4-nitrophenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl]acetate

15

ethyl [5-(3,5-dichlorophenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl]acetate

16

ethyl [3-(3,5-dichlorophenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-yl]acetate

17

N-cyclopentyl-N-[2-(5-furan-2-yl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-

naphthalen-1-ylacetamide

18

N-cyclopentyl-N-[2-(3-furan-2-yl-5-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-

naphthalen-1-ylacetamide

19

N-cyclopentyl-2-naphthalen-1-yl-N-{2-[5-pyridin-4-yl-3-(2-thienyl)-1H-1,2,4-

triazol-1-yl]ethyl}acetamide

20

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylnaphthalene-1-carboxamide

21

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylnaphthalene-2-carboxamide

22

N-cyclopentyl-N-(2-{5-[3-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-

1-yl}ethyl)-2-naphthalen-1-ylacetamide

23

N-cyclopentyl-N-(2-{3-[3-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-

1-yl}ethyl)-2-naphthalen-1-ylacetamide

24

N-(4-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}butyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

25

N-(4-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}butyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

26

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylbenzamide

27

N-(2-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylbenzamide

28

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylquinoline-4-carboxamide

29

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-naphthalen-1-ylurea

30

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-phenylurea

31

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-phenylacetamide

32

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-phenyl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

33

2-{5-[3-chloro-4-(methyloxy)phenyl]-3-phenyl-1H-1,2,4-triazol-1-yl}-N-

cyclopentylacetamide

34

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-2-naphthalen-1-ylacetamide

35

N-(2-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-(1-methylethyl)-2-naphthalen-1-ylacetamide

36

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclohexyl-2-naphthalen-1-ylacetamide

37

N-(2-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclohexyl-2-naphthalen-1-ylacetamide

38

N-(2-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopropyl-2-naphthalen-1-ylacetamide

39

N-cyclopentyl-N-(2-{5-[4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-

1-yl}ethyl)-2-naphthalen-1-ylacetamide

40

N-cyclopentyl-N-(2-{3-[4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-

1-yl}ethyl)-2-naphthalen-1-ylacetamide

41

N-(2-{5-[3,4-bis(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

42

N-(2-{3-[3,4-bis(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

43

N-cyclopentyl-N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-

naphthalen-1-ylacetamide

44

N-cyclopentyl-2-naphthalen-1-yl-N-[2-(3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl)ethyl]acetamide

45

N-cyclopentyl-2-naphthalen-1-yl-N-(2-{3-pyridin-4-yl-5-[3-

(trifluoromethyl)phenyl]-1H-1,2,4-triazol-1-yl}ethyl)acetamide

46

N-cyclopentyl-2-naphthalen-1-yl-N-(2-{5-pyridin-4-yl-3-[3-

(trifluoromethyl)phenyl]-1H-1,2,4-triazol-1-yl}ethyl)acetamide

47

N-cyclopentyl-N-{2-[5-(3,5-dichlorophenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

48

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-naphthalen-2-ylacetamide

49

N-cyclopentyl-2-naphthalen-1-yl-N-[2-(5-pyridin-4-yl-1H-1,2,4-triazol-3-

yl)ethyl]acetamide

50

N-cyclopentyl-2-naphthalen-1-yl-N-[2-(5-phenyl-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl)ethyl]acetamide

51

N-cyclopentyl-2-naphthalen-1-yl-N-[2-(3-phenyl-5-pyridin-4-yl-1H-1,2,4-

triazol-1-yl)ethyl]acetamide

52

N-cyclopentyl-2-naphthalen-1-yl-N-[2-(3-pyridin-4-yl-1,2,4-oxadiazol-5-

yl)ethyl]acetamide

53

N-{2-[5-[3-chloro-4-(methyloxy)phenyl]-3-(2-chloropyridin-4-yl)-1H-1,2,4-

triazol-1-yl]ethyl}-N-cyclopentyl-2-naphthalen-1-ylacetamide

54

N-cyclopentyl-N-(2-{4-[4-(methyloxy)phenyl]-2-pyridin-4-yl-1H-imidazol-5-

yl}ethyl)-2-naphthalen-1-ylacetamide

55

N-(2-{3-[3-chloro-4-(methyloxy)phenyl]-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-naphthalen-1-ylurea

56

N-cyclopentyl-N-{2-[5-(3-fluorophenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

57

N-cyclopentyl-N-{2-[3-(3-fluorophenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

58

N-{2-[5-(3-chlorophenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

59

N-{2-[3-(3-chlorophenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

60

N-cyclopentyl-2-naphthalen-1-yl-N-[2-(5-piperidn-4-yl-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl)ethyl]acetamide

61

N-{2-[5-(2-chlorophenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

62

N-{2-[3-(2-chlorophenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

63

N-{2-[5-(1,3-benzodioxol-5-yl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

64

N-{2-[3-(1,3-benzodioxol-5-yl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

65

N-{2-[5-(3-bromophenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

66

N-{2-[3-(3-bromophenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

67

N-{2-[5-(4-bromophenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

68

N-{2-[3-(4-bromophenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

69

N-cyclopentyl-N-[2-(5-methyl-3-pyridazin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-

naphthalen-1-ylacetamide

70

N-cyclopentyl-N-{2-[5-(4-methylphenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

71

N-cyclopentyl-N-{2-[3-(4-methylphenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

72

N-cyclopentyl-N-{2-[5-(3-methylphenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

73

N-cyclopentyl-N-{2-[3-(3-methylphenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

74

N-cyclopentyl-N-{2-[5-(2,4-dichlorophenyl)-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

75

N-cyclopentyl-N-{2-[3-(2,4-dichlorophenyl)-5-pyridin-4-yl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

76

N-cyclopentyl-2-naphthalen-1-yl-N-(2-{3-pyridin-4-yl-5-[4-

(trifluoromethyl)phenyl]-1H-1,2,4-triazol-1-yl}ethyl)acetamide

77

N-cyclopentyl-2-naphthalen-1-yl-N-(2-{5-pyridin-4-yl-3-[4-

(trifluoromethyl)phenyl]-1H-1,2,4-triazol-1-yl}ethyl)acetamide

78

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopropyl-2-naphthalen-1-ylacetamide

79

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-(1-methylethyl)-2-naphthalen-1-ylacetamide

80

N-cyclopentyl-N-[2-(5-ethyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-

naphthalen-1-ylacetamide

81

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-(1-methylpiperidin-4-yl)-2-naphthalen-1-ylacetamide

82

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[(1R,2S)-2-phenylcyclopropyl]urea

83

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,4-dichlorophenyl)urea

84

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[2-(methyloxy)phenyl]urea

85

N′-[2,4-bis(methyloxy)phenyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylurea

86

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2-methylphenyl)urea

87

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2-ethylphenyl)urea

88

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(3,4-dichlorophenyl)urea

89

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-hexylurea

90

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(4-fluorophenyl)urea

91

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[4-(methyloxy)phenyl]urea

92

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(phenylmethyl)urea

93

N′-[3,5-bis(trifluoromethyl)phenyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-

3-pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylurea

94

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[3,4,5-tris(methyloxy)phenyl]urea

95

N′-(3-acetylphenyl)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-

1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylurea

96

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(3,4-dimethylphenyl)urea

97

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-[4-chloro-2-(trifluoromethyl)phenyl]-N-cyclopentylurea

98

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[4-(methylthio)phenyl]urea

99

N′-(4-acetylphenyl)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-

1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylurea

100

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[4-(1-methylethyl)phenyl]urea

101

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-(4-cyanophenyl)-N-cyclopentylurea

102

N′-biphenyl-2-yl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)-N-cyclopentylurea

103

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-pentylurea

104

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-heptylurea

105

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-(3-chlorophenyl)-N-cyclopentylurea

106

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(3-methylphenyl)urea

107

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(1,1-dimethylethyl)urea

108

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(1-methylethyl)urea

109

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-ethylurea

110

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-propylurea

111

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[4-(ethyloxy)phenyl]urea

112

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(4-ethylphenyl)urea

113

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2-phenylethyl)urea

114

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-{1-methyl-1-[3-(1-

methylethenyl)phenyl]ethyl}urea

115

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2-fluorophenyl)urea

116

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,4-diflouorophenyl)urea

117

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,6-difluorophenyl)urea

118

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-(2-chlorophenyl)-N-cyclopentylurea

119

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,3-dichlorophenyl)urea

120

N′-[2,5-bis(methyloxy)phenyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylurea

121

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[2-(ethyloxy)phenyl]urea

122

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[2-(trifluoromethyl)phenyl]urea

123

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,6-dimethylphenyl)urea

124

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[4-(trifluoromethyl)phenyl]urea

125

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[(1S)-1-phenylethyl]urea

126

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,4,5-trichlorophenyl)urea

127

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,3-dimethylphenyl)urea

128

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,4-dimethylphenyl)urea

129

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-(3-chloro-4-methylphenyl)-N-cyclopentylurea

130

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[2-(1,1-dimethylethyl)-6-methylphenyl]urea

131

N′-[4-(butyloxy)phenyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-

yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylurea

132

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2-methyl-3-nitrophenyl)urea

133

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,5-dichlorophenyl)urea

134

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(3-fluorophenyl)urea

135

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-(4-chlorophenyl)-N-cyclopentylurea

136

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(4-methylphenyl)urea

137

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,4,6-trichlorophenyl)urea

138

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[2-methyl-4-(methyloxy)phenyl]urea

139

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,5-dimethylphenyl)urea

140

N′-[5-chloro-2,4-bis(methyloxy)phenyl]-N-(2-{5-[3-chloro-4-

(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-

cyclopentylurea

141

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(3,5-dichlorophenyl)urea

142

N′-[5-chloro-2-(methyloxy)phenyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylurea

143

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[3-(methylthio)phenyl]urea

144

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(3,5-dimethylphenyl)urea

145

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[5-methyl-2-(methyloxy)phenyl]urea

146

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(4-iodophenyl)urea

147

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[4-(phenyloxy)phenyl]urea

148

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(2,4,6-trimethylphenyl)urea

149

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-(5-chloro-2-methylphenyl)-N-cyclopentylurea

150

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-(4-chloro-2-methylphenyl)-N-cyclopentylurea

151

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-(2-chloro-6-methylphenyl)-N-cyclopentylurea

152

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N′-(3-chloro-2-methylphenyl)-N-cyclopentylurea

153

N′-(3-chloro-4-fluorophenyl)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylurea

154

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[2-(methylthio)phenyl]urea

155

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[3-(trifluoromethyl)phenyl]urea

156

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-prop-2-en-1-ylurea

157

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[2-(1-methylethyl)phenyl]urea

158

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(5-fluoro-2-methylphenyl)urea

159

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(3,4-difluorophenyl)urea

160

N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-N-(2-morpholin-4-

ylethyl)-2-naphthalen-1-ylacetamide

161

N-cyclopentyl-N-(2-{5-methyl-3-[2-(methylamino)pyrimidin-4-yl]-1H-1,2,4-

triazol-1-yl}ethyl)-2-naphthalen-1-ylacetamide

162

N-{2-[3-(2,1,3-benzothiadiazol-5-yl)-5-methyl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

163

N-cyclopentyl-N-{2-[5-methyl-3-(2-morpholin-4-ylpyridin-4-yl)-1H-1,2,4-

triazol-1-yl]ethyl}-2-naphthalen-1-ylacetamide

164

N-cyclopentyl-N-{2-[3-(2-{[2-(dimethylamino)ethyl]amino}pyridin-4-yl)-5-

methyl-1H-1,2,4-triazol-1-yl]ethyl}-2-naphthalen-1-ylacetamide

165

N-cyclopentyl-N-(2-{5-methyl-3-[2-(phenylamino)pyridin-4-yl]-1H-1,2,4-

triazol-1-yl}ethyl)-2-naphthalen-1-ylacetamide

166

N-cyclopentyl-N-(2-{3-[2-(ethylamino)pyridin-4-yl]-5-methyl-1H-1,2,4-

triazol-1-yl}ethyl)-2-naphthalen-1-ylacetamide

167

N-cyclopentyl-N-(2-{5-methyl-3-[2-(methylamino)pyridin-4-yl]-1H-1,2,4-

triazol-1-yl}ethyl)-2-naphthalen-1-ylacetamide

168

N-cyclopropyl-N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-

naphthalen-1-ylacetamide

169

N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-yl-

N-(2-pyrrolidin-1-ylethyl)acetamide

170

N-[2-(dimethylamino)ethyl]-N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl)ethyl]-2-naphthalen-1-ylacetamide

171

N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-yl-

N-(tetrahydro-2H-pyran-4-yl)acetamide

172

N-cyclopentyl-N-[2-(5-methyl-3-{2-[(phenylmethyl)amino]pyridin-4-yl}-1H-

1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-ylacetamide

173

N-(2-{3-[2-(butylamino)pyridin-4-yl]-5-methyl-1H-1,2,4-triazol-1-yl}ethyl)-N-

cyclopentyl-2-naphthalen-1-ylacetamide

174

N-cyclopentyl-N-[2-(5-methyl-3-{2-[(2-morpholin-4-ylethyl)amino]pyridin-4-

yl}-1H-1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-ylacetamide

175

N-cyclopentyl-N-{2-[5-methyl-3-(2-{[2-(methyloxy)ethyl]amino}pyridin-4-

yl)-1H-1,2,4-triazol-1-yl]ethyl}-2-naphthalen-1-ylacetamide

176

N-{2-[3-(2-aminopyridin-4-yl)-5-methyl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

177

N-(1-methylethyl)-N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-

2-naphthalen-1-ylacetamide

178

N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-yl-

N-(2-piperidin-1-ylethyl)acetamide

179

N-cyclohexyl-N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-

naphthalen-1-ylacetamide

180

N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-yl-

N-(tetrahydrofuran-2-ylmethyl)acetamide

181

N-cyclopentyl-N-(2-{5-methyl-3-[2-(piperidin-3-ylamino)pyridin-4-yl]-1H-

1,2,4-triazol-1-yl}ethyl)-2-naphthalen-1-ylacetamide

182

N-cyclopentyl-N-[2-(5-methyl-3-{2-[(3R)-pyrrolidin-3-ylamino]pyridin-4-yl}-

1H-1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-ylacetamide

183

N-cyclopentyl-N-[2-(5-methyl-3-{2-[(2-piperidin-1-ylethyl)amino]pyrimidin-4-

yl}-1H-1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-ylacetamide

184

N-cyclopentyl-N-[2-(5-methyl-3-{2-[(phenylmethyl)amino]pyrimidin-4-yl}-

1H-1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-ylacetamide

185

N-{2-[3-(2-amino-6-chloropyridin-4-yl)-5-methyl-1H-1,2,4-triazol-1-yl]ethyl}-

N-cyclopentyl-2-naphthalen-1-ylacetamide

186

N-cyclopentyl-N-{2-[3-(2,6-diaminopyridin-4-yl)-5-methyl-1H-1,2,4-triazol-1-

yl]ethyl}-2-naphthalen-1-ylacetamide

187

N-(2-{3-[2-amino-6-(ethyloxy)pyridin-4-yl]-5-methyl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-naphthalen-1-ylacetamide

188

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-1-phenylcyclopropanecarboxamide

189

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-1-(4-chlorophenyl)-N-cyclopentylcyclopropanecarboxamide

190

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-methylcyclopropanecarboxamide

191

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-1-phenylcyclopentanecarboxamide

192

4-chloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-2-(methyloxy)benzamide

193

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-phenylbutanamide

194

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3,7-dimethyloct-6-enamide

195

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(phenyloxy)propanamide

196

(3E)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-

1-yl}ethyl)-N-cyclopentylhex-3-enamide

197

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-oxopentanamide

198

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-

yl)benzamide

199

N~2~-acetyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylglycinamide

200

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(ethyloxy)acetamide

201

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[3-(trifluoromethyl)phenyl]acetamide

202

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-oxo-L-prolinamide

203

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-furan-2-ylpropanamide

204

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-methylthiophene-2-carboxamide

205

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-1H-indole-3-carboxamide

206

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylpyrazine-2-carboxamide

207

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylpyridine-2-carboxamide

208

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(phenylsulfonyl)propanamide

209

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-1H-benzimidazole-5-carboxamide

210

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(methyloxy)quinoline-2-carboxamide

211

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-methylpyridine-3-carboxamide

212

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-{[2-(methyloxy)phenyl]oxy}acetamide

213

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(2-methylphenyl)oxy]acetamide

214

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(2,5-dimethylphenyl)oxy]acetamide

215

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(4-ethylphenyl)oxy]acetamide

216

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-({4-[(phenylmethyl)oxy]phenyl}oxy)acetamide

217

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-{[3-(methyloxy)phenyl]oxy}acetamide

218

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(2,4,6-trimethylphenyl)acetamide

219

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(3,4-dimethylphenyl)oxy]acetamide

220

Nalpha-acetyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)-N-cyclopentyl-3-fluorophenylalaninamide

221

Nalpha-acelyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)-N-cyclopentyl-4-fluorophenylalaninamide

222

N-{2-[(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)(cyclopentyl)amino]-1-methyl-2-oxoethyl}benzamide

223

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(4-methylphenyl)-4-oxobutanamide

224

4-(acetylamino)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)-N-cyclopentylbutanamide

225

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2,2-dimethylpentanamide

226

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-phenylpentanediamide

227

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyltetrahydrofuran-2-carboxamide

228

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-7H-

purin-7-yl)acetamide

229

N-{2-[(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)(cyclopentyl)amino]-2-oxoethyl}furan-2-carboxamide

230

N~2~-acetyl-N~1~-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)-N~1~-cyclopentyl-L-glutamamide

231

(4E)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-

1-yl}ethyl)-N-cyclopentylhex-4-enamide

232

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-cyclopropylacetamide

233

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(methyloxy)propanamide

234

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′,N′-dimethylbutanediamide

235

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-[(phenylmethyl)oxy]-1H-indole-2-carboxamide

236

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(1H-pyrrol-1-yl)benzamide

237

3-(2-chloro-6-fluorophenyl)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentyl-5-methylisoxazole-4-

carboxamide

238

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[(1R)-1-phenylethyl]benzene-1,2-dicarboxamide

239

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-oxoprolinamide

240

N~2~-acetyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-L-leucinamide

241

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-1-(4-methylphenyl)cyclohexanecarboxamide

242

N~2~-acetyl-N~1~-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)-N~1~-cyclopentyl-L-aspartamide

243

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-oxo-D-prolinamide

244

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-methylpyrazine-2-carboxamide

245

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-methylcyclohexanecarboxamide

246

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(methyloxy)cyclohexanecaxboxamide

247

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(methyloxy)cyclohexanecaxboxamide

248

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(2-methyl-1H-indol-3-yl)acetamide

249

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyltetrahydrofuran-3-carboxamide

250

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2,6-bis(methyloxy)pyridine-3-carboxamide

251

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(2-methylphenyl)propanamide

252

N~2~-[(butylamino)carbonyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylglycinamide

253

N-{2-[(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)(cyclopentyl)amino]-2-oxoethyl}-N-methylbenzamide

254

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-4-(cyclohex-2-en-1-yloxy)-N-cyclopentylbenzamide

255

2-[(1S,4R)-bicyclo[2.2.1]hept-2-yl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-

3-pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylacetamide

256

(1S,4R)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylbicyclo[2.2.1]heptane-2-carboxamide

257

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-{3-(methyloxy)-4-

[(phenylmethyl)oxy]phenyl}acetamide

258

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylcyclopropane-1,1-dicarboxamide

259

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-methyl-4-oxo-4-phenylbutanamide

260

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[4-(methylsulfonyl)phenyl]acetamide

261

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3,5-dimethyl-4-[(phenylmethyl)oxy]benzamide

262

(1R,2S)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-2-(phenylcarbonyl)cyclohexanecarboxamide

263

(1R,2R)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-2-(phenylcarbonyl)cyclohexanecarboxamide

264

(1R,2R)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-2-[(4-

methylphenyl)carbonyl]cyclohexanecarboxamide

265

2-[2,5-bis(trifluoromethyl)phenyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylacetamide

266

Nalpha-acetyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)-N-cyclopentyl-O-methyl-3-(methyloxy)-D-

tyrosinamide

267

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(phenylmethyl)oxy]propanamide

268

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-1-methylcyclopropanecarboxamide

269

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(methylthio)benzamide

270

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylcycloheptanecarboxamide

271

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-oxohexanamide

272

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(2-nitrophenyl)-2-oxopropanamide

273

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2,3,5,6-tetrafluoro-4-methylbenzamide

274

3-(aminosulfonyl)-4-chloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylbenzamide

275

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-methylpent-4-enamide

276

(3E)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-

1-yl}ethyl)-N-cyclopentyloct-3-enamide

277

2-bromo-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-4,5-bis(methyloxy)benzamide

278

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-methyl-4-(methyloxy)benzamide

279

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(ethylthio)acetamide

280

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(methylthio)benzamide

281

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(2,3-difluorophenyl)acetamide

282

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4′-methylbiphenyl-2-carboxamide

283

3,5-dibromo-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylbenzamide

284

3-chloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-2-methylbenzamide

285

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(methylthio)propanamide

286

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-methylcyclohexanecarboxamide

287

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-methylcyclohexanecarboxamide

288

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-5-cyclohexyl-N-cyclopentylpentanamide

289

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(4-methylcyclohexyl)acetamide

290

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(methylthio)acetamide

291

(1R,4R)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylbicyclo[2.2.1]hept-5-ene-2-carboxamide

292

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4,4,4-trifluoro-2-methylbutanamide

293

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-methyl-3-phenylpropanamide

294

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[4-(methylthio)phenyl]acetamide

295

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(methyloxy)-4-nitrobenzamide

296

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-5-[2-chloro-5-(trifluoromethyl)phenyl]-N-cyclopentylfuran-2-

carboxamide

297

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-fluoro-2-(methyloxy)benzamide

298

3-[3,5-bis(trifluoromethyl)phenyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylpropanamide

299

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(3,5-difluorophenyl)-4-oxobutanamide

300

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-1-methyl-1H-indole-3-carboxamide

301

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(phenyloxy)benzamide

302

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(1E)-3,3-dimethyltriaz-1-en-1-yl]benzamide

303

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(3-methylphenyl)oxy]acetamide

304

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-{[4-(1-methylethyl)phenyl]oxy}acetamide

305

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-(4-nitrophenyl)ethanediamide

306

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(ethyloxy)benzamide

307

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(methyloxy)-3-[(phenylmethyl)oxy]benzamide

308

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-[(phenylmethyl)oxy]benzamide

309

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-oxo-4-(2-thienyl)butanamide

310

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-nitro-5-(trifluoromethyl)benzamide

311

(4E)-4-[(aminocarbonyl)hydrazono]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-

3-pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylpentanamide

312

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-4-cyclohexyl-N-cyclopentylbenzamide

313

4-(1H-benzimidazol-1-ylmethyl)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylbenzamide

314

2-(acetylamino)-5-bromo-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-

4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylbenzamide

315

4-bromo-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-2-methylbenzamide

316

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzamide

317

phenylmethyl 4-{[(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)(cyclopentyl)amino]carbonyl}piperidine-1-carboxylate

318

4,5-dibromo-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylfuran-2-carboxamide

319

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-oxo-2-(2,4,6-trimethylphenyl)acetamide

320

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(ethylthio)benzamide

321

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(phenylthio)acetamide

322

3,5-dibromo-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-4-methylbenzamide

323

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-2-cyano-N-cyclopentylacetamide

324

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzamide

325

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-1-cyano-N-cyclopentylcyclopropanecarboxamide

326

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylhex-5-ynamide

327

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(2,3-dihydro-1H-inden-2-yl)acetamide

328

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-[4-(methylsulfonyl)phenyl]-4-oxobutanamide

329

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(3,5-dimethylphenyl)acetamide

330

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′,N′-bis[(1S)-1-phenylethyl]benzene-1,2-

dicarboxamide

331

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-6-(methyloxy)naphthalene-2-carboxamide

332

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-2-cycloheptyl-N-cyclopentylacetamide

333

2-chloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-6-fluorobenzamide

334

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3,5-dimethylbenzamide

335

4-(4-bromophenyl)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-

1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentyl-4-oxobutanamide

336

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(4-methylphenyl)carbonyl]benzamide

337

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-2-[(2-cyanophenyl)thio]-N-cyclopentylbenzamide

338

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(1R,2S,3R)-3-methyl-2-(nitromethyl)-5-

oxocyclopentyl]acetamide

339

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(phenyloxy)butanamide

340

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(2-{[2-(methyloxy)ethyl]oxy}ethyl)oxy]acetamide

341

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-1,5-dimethyl-1H-pyrazole-3-carboxamide

342

2-chloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-5-(methylthio)benzamide

343

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-2,2-dicyclohexyl-N-cyclopentylacetamide

344

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-oxo-3-phenylpropanamide

345

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentylprop-2-ynamide

346

N-alpha-acetyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)-N-cyclopentyltryptophanamide

347

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetamide

348

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-2-cyclopent-2-en-1-yl-N-cyclopentylacetamide

349

2,5-dichloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylbenzamide

350

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2,5-dimethylbenzamide

351

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2,6-dimethylbenzamide

352

3-bromo-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-4-methylbenzamide

353

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-3-cyclohexyl-N-cyclopentylpropanamide

354

5-bromo-2-chloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl}ethyl)-N-cyclopentylbenzamide

355

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(phenylmethyl)benzamide

356

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-methyl-3-(methyloxy)benzamide

357

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[6-(methyloxy)-3-oxo-2,3-dihydro-1H-inden-1-

yl]acetamide

358

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-oxo-5-phenylpentanamide

359

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-nitro-4-(trifluoromethyl)benzamide

360

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-methyl-2-nitrobenzamide

361

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(4-nitrophenyl)propanamide

362

3-(1H-benzimidazol-2-yl)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-

4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylpropanamide

363

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-fluoro-2-methylbenzamide

364

2,6-dichloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylpyridine-3-carboxamide

365

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-nitro-1H-pyrazole-3-carboxamide

366

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-nitro-1H-pyrazole-3-carboxamide

367

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(phenylcarbonyl)pyridine-2-carboxamide

368

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-[(trifluoromethyl)thio]benzamide

369

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-[(phenylmethyl)oxy]butanamide

370

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(propyloxy)benzamide

371

2-acetyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylbenzamide

372

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(4-nitrophenyl)butanamide

373

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-9-oxo-9H-fluorene-1-carboxamide

374

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2,2,3,3-tetramethylcyclopropanecarboxamide

375

2-[(4-acetylphenyl)oxy]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-

yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylacetamide

376

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-fluoro-2-methylbenzamide

377

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[(1R)-1-phenylethyl]butanediamide

378

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-(4-nitrophenyl)furan-2-carboxamide

379

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-[4-(trifluoromethyl)phenyl]propanamide

380

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-(3-nitrophenyl)furan-2-carboxamide

381

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(3,4-difluorophenyl)propanamide

382

5-(aminosulfonyl)-2-chloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentyl-4-fluorobenzamide

383

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(2-oxocyclopentyl)acetamide

384

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(4-fluorophenyl)carbonyl]benzamide

385

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-2-[(4-chlorophenyl)carbonyl]-N-cyclopentylbenzamide

386

N-{3-[(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)(cyclopentyl)amino]-3-oxopropyl}-4-nitrobenzamide

387

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(methyloxy)-4-(methylthio)benzamide

388

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(4-methylphenyl)propanamide

389

5-chloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-2-(methyloxy)benzamide

390

4-acetyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-3,5-dimethyl-1H-pyrrole-2-carboxamide

391

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-6-oxoheptanamide

392

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3,3-dimethyl-2-(phenylmethyl)butanamide

393

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(2-fluorobiphenyl-4-yl)propanamide

394

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-oxo-2,3-dihydro-1H-indene-1-carboxamide

395

2-{[2,4-bis(1,1-dimethylpropyl)phenyl]oxy}-N-(2-{5-[3-chloro-4-

(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-

cyclopentylacetamide

396

4-{[2,4-bis(1,1-dimethylpropyl)phenyl]oxy}-N-(2-{5-[3-chloro-4-

(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-

cyclopentylbutanamide

397

4-[3,4-bis(methyloxy)phenyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylbutanamide

398

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-(1,2-dihydroacenaphthylen-5-yl)-4-oxobutanamide

399

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-5-[3-(trifluoromethyl)phenyl]furan-2-carboxamide

400

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-1-{[4-(1,1-dimethylethyl)phenyl]sulfonyl}-L-

prolinamide

401

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(1H-indol-3-yl)-2-oxoacetamide

402

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-2-[(4-chloro-3-nitrophenyl)carbonyl]-N-cyclopentylbenzamide

403

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(ethylthio)-2,2-diphenylacetamide

404

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2,2-dimethylpent-4-enamide

405

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[(1S)-1-phenylethyl]benzene-1,2-dicarboxamide

406

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-6-nitrohexanamide

407

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N~2~-(1H-indol-3-ylacetyl)-L-valinamide

408

2,6-dichloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-3-nitrobenzamide

409

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′-[(1S)-1-phenylethyl]butanediamide

410

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-fluoro-5-methylbenzamide

411

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-N′,N′-bis[(1R)-1-phenylethyl]benzene-1,2-

dicarboxamide

412

3-[2,5-bis(trifluoromethyl)phenyl]-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-

pyridin-4-yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylpropanamide

413

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-2-[(2-chlorophenyl)oxy]-N-cyclopentylacetamide

414

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3,5-dimethyl-4-nitrobenzamide

415

3-(1,3-benzodioxol-5-yl)-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-

yl-1H-1,2,4-triazol-1-yl}ethyl)-N-cyclopentylpropanamide

416

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-[(2-nitrophenyl)oxy]acetamide

417

3-bromo-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentyl-4-(methyloxy)benzamide

418

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-

yl)propanamide

419

5-chloro-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylthiophene-2-carboxamide

420

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-phenyl-2-(phenylthio)acetamide

421

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-2-(phenylcarbonyl)benzamide

422

5-acetyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylthiophene-2-carboxamide

423

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-[4-(methyloxy)phenyl]butanamide

424

5-bromo-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylthiophene-2-carboxamide

425

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-4-nitrobenzamide

426

N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-triazol-1-

yl}ethyl)-N-cyclopentyl-9H-xanthene-9-carboxamide

427

N~2~-acetyl-N-(2-{5-[3-chloro-4-(methyloxy)phenyl]-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl}ethyl)-N-cyclopentylvalinamide

428

N-cyclopentyl-N-{2-[5-methyl-3-(2-{[(3R)-pyrrolidin-3-

ylmethyl]amino}pyridin-4-yl)-1H-1,2,4-triazol-1-yl]ethyl}-2-naphthalen-1-

ylacetamide

429

N-cyclopentyl-N-{2-[5-methyl-3-(2-{[(3S)-pyrrolidin-3-

ylmethyl]amino}pyridin-4-yl)-1H-1,2,4-triazol-1-yl]ethyl}-2-naphthalen-1-

ylacetamide

430

N-[4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-1H-

1,2,4-triazol-3-yl)pyridin-2-yl]-N~2~,N~2~-dimethylglycinamide

431

N-cyclopentyl-N-{2-[5-methyl-3-(2-{[(methyloxy)acetyl]amino}pyridin-4-yl)-

1H-1,2,4-triazol-1-yl]ethyl}-2-naphthalen-1-ylacetamide

432

N-[4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-1H-

1,2,4-triazol-3-yl)pyridin-2-yl]propanamide

433

N-cyclopentyl-N-[2-(5-methyl-3-{2-[(phenylacetyl)amino]pyridin-4-yl}-1H-

1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-ylacetamide

434

N-[4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-1H-

1,2,4-triazol-3-yl)pyridin-2-yl]benzamide

435

N-(2-{3-[2-(acetylamino)pyridin-4-yl]-5-methyl-1H-1,2,4-triazol-1-yl}ethyl)-

N-cyclopentyl-2-naphthalen-1-ylacetamide

436

2-(5-bromo-1H-indol-3-yl)-N-cyclopentyl-N-[2-(5-methyl-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl)ethyl]acetamide

437

N-cyclopentyl-2-[5-(methyloxy)-1H-indol-3-yl]-N-[2-(5-methyl-3-pyridin-4-yl-

1H-1,2,4-triazol-1-yl)ethyl]acetamide

438

N-cyclopentyl-2-(1H-indol-3-yl)-N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-

triazol-1-yl)ethyl]acetamide

439

methyl [4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-

1H-1,2,4-triazol-3-yl)pyridin-2-yl]carbamate

440

phenylmethyl [4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-

methyl-1H-1,2,4-triazol-3-yl)pyridin-2-yl]carbamate

441

propyl [4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-1H-

1,2,4-triazol-3-yl)pyridin-2-yl]carbamate

442

N-[4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-1H-

1,2,4-triazol-3-yl)pyridin-2-yl]furan-3-carboxamide

443

N-cyclopentyl-N-[2-(5-methyl-3-{2-[(methylsulfonyl)amino]pyridin-4-yl}-1H-

1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-ylacetamide

444

N-cyclopentyl-N-[2-(5-methyl-3-{2-[(phenylsulfonyl)amino]pyridin-4-yl}-1H-

1,2,4-triazol-1-yl)ethyl]-2-naphthalen-1-ylacetamide

445

N-cyclopentyl-N-{2-[5-methyl-3-(2-{[(phenylmethyl)sulfonyl]amino}pyridin-

4-yl)-1H-1,2,4-triazol-1-yl]ethyl}-2-naphthalen-1-ylacetamide

446

N-cyclopentyl-N-(2-{5-methyl-3-[2-

({[(phenylmethyl)amino]carbonyl}amino)pyridin-4-yl]-1H-1,2,4-triazol-1-

yl}ethyl)-2-naphthalen-1-ylacetamide

447

N-[4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-1H-

1,2,4-triazol-3-yl)pyridin-2-yl]-1-ethylpiperidine-4-carboxamide

448

N-cyclopentyl-2-(2-methyl-3H-indol-3-yl)-N-[2-(5-methyl-3-pyridin-4-yl-1H-

1,2,4-triazol-1-yl)ethyl]acetamide

449

N-cyclopentyl-N-[2-(5-methyl-3-pyridin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-

naphthalen-1-ylpropanamide

450

N-[4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-1H-

1,2,4-triazol-3-yl)pyridin-2-yl]-N~3~,N~3~-dimethyl-beta-alaninamide

451

N-[4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-1H-

1,2,4-triazol-3-yl)pyridin-2-yl]pentanamide

452

N-{2-[3-(2-aminopyrimidin-4-yl)-5-methyl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

453

N-[4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-methyl-1H-

1,2,4-triazol-3-yl)pyridin-2-yl]-1-methylpiperidine-3-carboxamide

454

2-(4-methylpiperazin-1-yl)ethyl [4-(1-{2-[cyclopentyl(naphthalen-1-

ylacetyl)amino]ethyl}-5-methyl-1H-1,2,4-triazol-3-yl)pyridin-2-yl]carbamate

455

2-(methyloxy)ethyl [4-(1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-

5-methyl-1H-1,2,4-triazol-3-yl)pyridin-2-yl]carbamate

456

2-morpholin-4-ylethyl [4-(1-{2-[cyclopentyl(naphthalen-1-

ylacetyl)amino]ethyl}-5-methyl-1H-1,2,4-triazol-3-yl)pyridin-2-yl]carbamate

457

N-{2-[5-(2-aminopyrimidin-4-yl)-3-methyl-1H-1,2,4-triazol-1-yl]ethyl}-N-

cyclopentyl-2-naphthalen-1-ylacetamide

458

methyl {4-[1-(2-{cyclopropyl[(naphthalen-1-ylamino)carbonyl]amino}ethyl)-

1H-1,2,4-triazol-3-yl]pyridin-2-yl}carbamate

459

methyl [4-(1-{2-[{[(3-chloro-2-

methylphenyl)amino]carbonyl}(cyclopentyl)amino]ethyl}-5-methyl-1H-1,2,4-

triazol-3-yl)pyridin-2-yl]carbamate

460

methyl {4-[1-(2-{cyclopentyl[(naphthalen-1-ylamino)carbonyl]amino}ethyl)-5-

methyl-1H-1,2,4-triazol-3-yl]pyridin-2-yl}carbamate

461

methyl {4-[1-(2-{cyclopentyl[(1-naphthalen-1-

ylcyclopropyl)carbonyl]amino}ethyl)-5-methyl-1H-1,2,4-triazol-3-yl]pyridin-

2-yl}carbamate

462

2-piperidin-1-ylethyl [4-(1-{2-[cyclopentyl(naphthalen-1-

ylacetyl)amino]ethyl}-5-methyl-1H-1,2,4-triazol-3-yl)pyridin-2-yl]carbamate

463

N-{2-[3-(2-aminopyrimidin-4-yl)-5-(trifluoromethyl)-1H-1,2,4-triazol-1-

yl]ethyl}-N-cyclopentyl-2-naphthalen-1-ylacetamide

464

N-{2-[5-(2-aminopyrimidin-4-yl)-3-(trifluoromethyl)-1H-1,2,4-triazol-1-

yl]ethyl}-N-cyclopentyl-2-naphthalen-1-ylacetamide

465

N-cyclopentyl-N-[2-(5-methyl-3-pyrimidin-4-yl-1H-1,2,4-triazol-1-yl)ethyl]-2-

naphthalen-1-ylacetamide

466

N-{2-[3-(2-aminopyrimidin-4-yl)-1H-1,2,4-triazol-1-yl]ethyl}-N-cyclopentyl-

2-naphthalen-1-ylacetamide

467

methyl (4-{1-[2-(cyclopentyl{[(2-ethylphenyl)amino]carbonyl}amino)ethyl]-5-

methyl-1H-1,2,4-triazol-3-yl}pyridin-2-yl)carbamate

468

methyl [4-(1-{2-[{[(3-bromo-2-

methylphenyl)amino]carbonyl}(cyclopentyl)amino]ethyl}-5-methyl-1H-1,2,4-

triazol-3-yl)pyridin-2-yl]carbamate

469

methyl [4-(1-{2-[cyclopentyl({[4-fluoro-2-

(trifluoromethyl)phenyl]amino}carbonyl)amino]ethyl}-5-methyl-1H-1,2,4-

triazol-3-yl)pyridin-2-yl]carbamate

470

methyl (4-{1-[2-(cyclopentyl{[(2-methylphenyl)amino]carbonyl}amino)ethyl]-

5-methyl-1H-1,2,4-triazol-3-yl}pyridin-2-yl)carbamate

471

methyl (4-{1-[2-(cyclopentyl{[(3-fluoro-2-

methylphenyl)amino]carbonyl}amino)ethyl]-5-methyl-1H-1,2,4-triazol-3-

yl}pyridin-2-yl)carbamate

472

methyl (4-{1-[2-(cyclopentyl{[(4-fluoro-2-

methylphenyl)amino]carbonyl}amino)ethyl]-5-methyl-1H-1,2,4-triazol-3-

yl}pyridin-2-yl)carbamate

473

methyl [4-(1-{2-[cyclopentyl(phenylacetyl)amino]ethyl}-5-ethyl-1H-1,2,4-

triazol-3-yl)pyridin-2-yl]carbamate

474

methyl {4-[1-{2-[cyclopentyl(naphthalen-1-ylacetyl)amino]ethyl}-5-

(trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridin-2-yl}carbamate

475

methyl [4-(1-{2-[acetyl(cyclopropyl)amino]ethyl}-5-ethyl-1H-1,2,4-triazol-3-

yl)pyridin-2-yl]carbamate

476

methyl [4-(1-{2-[acetyl(cyclopentyl)amino]ethyl}-5-ethyl-1H-1,2,4-triazol-3-

yl)pyridin-2-yl]carbamate

477

2-(4-methylpiperazin-1-yl)ethyl {4-[1-(2-{cyclopentyl[(naphthalen-1-

ylamino)carbonyl]amino}ethyl)-5-methyl-1H-1,2,4-triazol-3-yl]pyridin-2-

yl}carbamate.

16. The method according to any of claims 1 - 15 , wherein treating said kinase-dependent disease or condition comprises modulating the in vivo activity of Tie-2.

17. The method according to claim 16 , wherein modulating the in vivo activity of Tie-2 comprises inhibition of Tie-2.

18. The method according to claim 1 , wherein the compound is according to one of,

19. The method according to claim 18 , wherein R 4 is either optionally substituted aryl C 1-6 alkyl or optionally substituted heteroaryl C 1-6 alkyl.

20. The method according to claim 19 , wherein R 1 is selected from —H, optionally substituted C 1-6 alkyl, optionally substituted aryl, and optionally substituted heteroaryl.

21. The method according to claim 20 , wherein L is optionally substituted —CH 2 CH 2 —.

22. The method according to claim 21 , wherein R 3 is optionally substituted cycloalkyl or optionally substituted branched alkyl.

23. The method according to claim 22 , wherein Z is R 4 C(═O)—.

24. The method according to claim 23 , wherein L is —CH 2 CH 2 —.

25. The method according to claim 24 , wherein R 4 is optionally substituted aryl C 1-6 alkyl.

26. The method according to claim 25 , wherein R 4 is optionally substituted —CH 2 -naphthylene.

27. The method according to claim 26 , wherein R 4 is optionally substituted —CH 2 -1-naphthylene.

28. The method according to claim 27 , wherein R 4 is —CH 2 -1-naphthylene.

29. The method according to claim 28 , wherein at least one of R 2 is selected from —NH 2 , —N(R 6 )R 7 , —N(R 6 )N(R 6 )R 7 , —N(R 6 )C(O)R 7 , —N(R 6 )C(O)C 0-6 alkyl-N(R 6 )R 7 , and —N(R 6 )CO 2 R 7 .

30. The method according to claim 29 , wherein said at least one of R 2 is ortho to the nitrogen of the pyridine ring bearing R 2 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2006
From: CHEN, JEFF; DALRYMPLE, LISA ESTHER; EPSHTEYN, SERGEY; FORSYTH, TIMOTHY PATRICK; HUYNH, TAI PHAT; LEAHY, JAMES WILLIAM; RIDGWAY, BRIAN HUGH; MANN, GRACE; MANN, LARRY WAYNE; TAKEUCHI, CRAIG STACY; SANGALANG, JOAN C.
To: EXELIXIS, INC.
Reel/Frame 017197/0244 →