IP Library Granted Patent US 7,550,478
Granted Patent B2
US 7,550,478 · App. 11/473,273 · Granted Jun 23, 2009

Tyrosine kinase inhibitors

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Quick Facts
Patent No.
US 7,550,478
App. No.
11/473,273
Granted
Jun 23, 2009
Kind
B2
Abstract

The present invention relates to 5H-benzo[4,5]cyclohepta[1,2-b]pyridine compounds, that are useful for treating cellular proliferative diseases, for treating disorders associated with MET activity, and for inhibiting the receptor tyrosine kinase MET. The invention also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.

Claims (663)

1. A compound of Formula I:

or pharmaceutically acceptable salts thereof, wherein:

a dashed line represents an optional double bond;

a is independently 0 or 1;

b is independently 0 or 1;

m is independently 0, 1, or 2;

R 1 is selected from halogen, aryl, heterocyclyl, —C(═O)NR 10 R 11 , (C═O)OC 1 -C 6 alkyl and NR 10 R 11 ; each alkyl, aryl and heterocyclyl group optionally substituted with one to five substituents, each substituent independently selected from R 8 ;

R 2 and R 3 are independently selected from hydrogen, OH, —O—C 1-6 alkyl, —O—C(═O)C 1-6 alkyl, —O-aryl and NR 10 R 11 , each alkyl and aryl optionally substituted with one to five substituents, each substituent independently selected from R 8 ; or

R 2 and R 3 are combined to form ═O or ═N—OR c ;

R 4 and R 6 and are each independently hydrogen, halogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, OH, —O—C 1-6 alkyl, —O—C(═O)C 1-6 alkyl, —O-aryl, S(O) m R a and NR 10 R 11 , each alkyl and aryl optionally substituted with one to five substituents, each substituent independently selected from R 8 ;

R 7 is hydrogen;

R 5 is selected from hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, OH, —O—C 1-16 alkyl, —O—C(═O)C 1-6 alkyl, —O-aryl, S(O) m R a , —C(═O)NR 10 R 11 , —NHS(O) 2 NR 10 R 11 and NR 10 R 11 , each alkyl, alkenyl, alkynyl and aryl optionally substituted with one to five substituents, each substituent independently selected from R 8 ;

provided that at least one of R 4 , R 5 and R 6 is not hydrogen;

R 8 independently is:

1) (C═O) a O b C 1-10 alkyl,

2) (C═O) a O b aryl,

3) C 2 -C 10 alkenyl,

4) C 2 -C 10 alkynyl,

5) (C═O) a O b heterocyclyl,

6) CO 2 H,

7) halo,

8) CN,

9) OH,

10) O b C 1 -C 6 perfluoroalkyl,

11) O a (C═O) b NR 10 R 11 ,

12) S(O) m R a ,

13) S(O) 2 NR 10 R 11 ,

14) OS(═O)R a ,

15) oxo,

16) CHO,

17) (N═O)R 10 R 11 ,

18) (C═O) a O b C 3 -C 8 cycloalkyl,

19) O b SiR a 3 , or

20) NO 2 ;

each alkyl, aryl, alkenyl, alkynyl, heterocyclyl, and cycloalkyl optionally substituted with one, two or three substituents selected from R 9 ;

two R 8 s, attached to the same carbon atom are combined to form —(CH 2 ) u — wherein u is 3 to 6 and one or two of the carbon atoms is optionally replaced by a moiety selected from O, S(O) m , —N(R a )C(O)—, —N(R b )— and —N(COR a )—;

R 9 is independently selected from:

1) (C═O) a O b (C 1 -C 10 )alkyl,

2) O b (C 1 -C 3 )perfluoroalkyl,

3) oxo,

4) OH,

5) halo,

6) CN,

7) (C 2 -C 10 )alkenyl,

8) (C2-C10)alkynyl,

9) (C═O) a O b (C 3 -C 6 )cycloalkyl,

10) (C═O) a O b (C 0 -C 6 )alkylene-aryl,

11) (C═O) a O b (C 0 -C 6 )alkylene-heterocyclyl,

12) (C═O) a O b (C 0 -C 6 )alkylene-N(R b ) 2 ,

13) C(O)R a ,

14) (C 0 -C 6 )alkylene-CO 2 R a ,

15) C(O)H,

16) (C 0 -C 6 )alkylene-CO 2 H, and

17) C(O)N(R b ) 2 ,

18) S(O) m R a , and

19) S(O) 2 NR 10 R 11 ;

each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, and heterocyclyl is optionally substituted with one, two or three substituents selected from R b , OH, (C 1 -C 6 )alkoxy, halogen, CO 2 H, CN, O(C═O)C 1 -C 6 alkyl, oxo, and N(R b ) 2 ; or

two R 9 s, attached to the same carbon atom are combined to form —(CH 2 ) u — wherein u is 3 to 6 and one or two of the carbon atoms is optionally replaced by a moiety selected from O, S(O) m , —N(R a )C(O)—, —N(R b )— and —N(COR a )—;

R 10 and R 11 are independently selected from:

1) H,

2) (C═O)O b C 1 -C 10 alkyl,

3) (C═O)O b C 3 -C 8 cycloalkyl,

4) (C═O)O b aryl,

5) (C═O)O b heterocyclyl,

6) C 1 -C 10 alkyl,

7) aryl,

8) C 2 -C 10 alkenyl,

9) C 2 -C 10 alkynyl,

10) heterocyclyl,

11) C 3 -C 8 cycloalkyl,

12) SO 2 R a , and

13) (C═O)NR b 2 ,

each alkyl, cycloalkyl, aryl, heterocylyl, alkenyl, and alkynyl is optionally substituted with one, two or three substituents selected from R 8 , or

R 10 and R 11 can be taken together with the nitrogen to which they are attached to form a monocyclic or bicyclic heterocycle with 5-7 members in each ring and optionally containing, in addition to the nitrogen, one or two additional heteroatoms selected from N, O and S, each monocyclic or bicyclic heterocycle optionally substituted with one, two or three substituents selected from R 9 ;

R a is independently selected from: (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 3 -C 6 )cycloalkyl, aryl, —(C 1 -C 6 )alkylenearyl, heterocyclyl and —(C 1 -C 6 )alkyleneheterocyclyl;

R b is independently selected from: H, (C 1 -C 6 )alkyl, aryl, —(C 1 -C 6 )alkylenearyl, heterocyclyl, —(C 1 -C 6 )alkyleneheterocyclyl, (C 3 -C 6 )cycloalkyl, (C═O)OC 1 -C 6 alkyl, (C═O)C 1 -C 6 alkyl or S(O) 2 R a ; and

R c is independently selected from: H, (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 3 -C 6 )cycloalkyl, aryl, —(C 1 -C 6 )alkylenearyl, heterocyclyl and —(C 1 -C 6 )alkyleneheterocyclyl;

but excluding compounds represented by the following exclusion table (R 7a and R 7b are H):

R1

R2

R3

R4

R5

R6

R7

Dashed line

Ph

Form

═O

H

H

H

Br

double bond

Ph

Form

═O

H

H

H

H

double bond

Ph

Form

═O

H

Br

H

H

double bond

Ph

Form

═O

H

H

H

Cl

double bond

Cl

Form

═O

H

H

H

Br

double bond

Ph

H

OH

H

H

H

double bond

Ph

Form

═O

H

H

H

double bond

Ph

H

H

H

H

H

oxazolyl

absent.

2. The compound according to claim 1 of the Formula

or pharmaceutically acceptable salts thereof, wherein

a is independently 0 or 1;

b is independently 0 or 1;

m is independently 0, 1, or 2;

R 1 is selected from aryl, heterocyclyl and NR 10 R 11 ; each aryl and heterocyclyl group optionally substituted with one to five substituents, each substituent independently selected from R 8 ;

R 4 and R 6 are each independently hydrogen, halogen, C 1-6 alkyl, OH, —O—C 1-6 alkyl, —O—C(═O)C 1-6 alkyl, —O-aryl and NR 10 R 11 , each alkyl and aryl optionally substituted with one to five substituents, each substituent independently selected from R 8 ;

R 5 is selected from hydrogen, C 1-6 alkyl, C 2-6 alkenyl, OH, —O—C 1-6 alkyl, —O—C(═O)C 1-6 alkyl, —O-aryl, S(O) m R a , —C(═O)NR 10 R 11 , —NHS(O) 2 NR 10 R 11 and NR 10 R 11 , each alkyl, alkenyl and aryl optionally substituted with one to five substituents, each substituent independently selected from R 8 ;

provided that one of R 4 , R 5 and R 6 are not hydrogen;

R 8 independently is:

1) (C═O) a O b C 1 -C 10 alkyl,

2) (C═O) a O b aryl,

3) C 2 -C 10 alkenyl,

4) C 2 -C 10 alkynyl,

5) (C═O) a O b heterocyclyl,

6) CO 2 H,

7) halo,

8) CN,

9) OH,

10) O b C 1 -C 6 perfluoroalkyl,

11) O a (C═O) b NR 10 R 11 ,

12) S(O) m R a ,

13) S(O) 2 NR 10 R 11 ,

14) OS(═O)R a ,

15) oxo,

16) CHO,

17) (N═O)R 10 R 11 , or

18) (C═O) a O b C 3 -C 8 cycloalkyl,

each alkyl, aryl, alkenyl, alkynyl, heterocyclyl, and cycloalkyl optionally substituted with one, two or three substituents selected from R 9 ; or

two R 8 s, attached to the same carbon atom are combined to form —(CH 2 ) u — wherein u is 3 to 6 and one or two of the carbon atoms is optionally replaced by a moiety selected from O, S(O) m , —N(R a )C(O)—, —N(R b )— and —N(COR a )—;

R 9 is independently selected from:

1) (C═O) a O b (C 1 -C 10 )alkyl,

2) O b (C 1 -C 3 )perfluoroalkyl,

3) oxo,

4) OH,

5) halo,

6) CN,

7) (C 2 -C 10 )alkenyl,

8) (C 2 -C 10 )alkynyl,

9) (C═O) a O b (C 3 -C 6 )cycloalkyl,

10) (C═O) a O b (C 0 -C 6 )alkylene-aryl,

11) (C═O) a O b (C 0 -C 6 )alkylene-heterocyclyl,

12) (C═O) a O b (C 0 -C 6 )alkylene-N(R b ) 2

13) C(O)R a ,

14) (C 0 -C 6 )alkylene-CO 2 R a ,

15) C(O)H,

16) (C 0 -C 6 )alkylene-CO 2 H, and

17) C(O)N(R b ) 2 ,

18) S(O) m R a , and

19) S(O) 2 NR 10 R 11 ;

each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, and heterocyclyl is optionally substituted with one, two or three substituents selected from R b , OH, (C 1 -C 6 )alkoxy, halogen, CO 2 H, CN, O(C═O)C 1 -C 6 alkyl, oxo, and N(R b ) 2 ; or

R 10 and R 11 are independently selected from:

1) H,

2) (C═O)O b C 1 -C 10 alkyl,

3) (C═O)O b C 3 -C 8 cycloalkyl,

4) (C═O)O b aryl,

5) (C═O)O b heterocyclyl,

6) C 1 -C 10 alkyl,

7) aryl,

8) C 2 -C 10 alkenyl,

9) C 2 -C 10 alkynyl,

10) heterocyclyl,

11) C 3 -C 8 cycloalkyl,

12) SO 2 R a , and

13) (C═O)NR b 2 ,

each alkyl, cycloalkyl, aryl, heterocylyl, alkenyl, and alkynyl is optionally substituted with one, two or three substituents selected from R 8 , or

R 10 and R 11 can be taken together with the nitrogen to which they are attached to form a monocyclic or bicyclic heterocycle with 5-7 members in each ring and optionally containing, in addition to the nitrogen, one or two additional heteroatoms selected from N, O and S, each monocyclic or bicyclic heterocycle optionally substituted with one, two or three substituents selected from R 9 ;

R a is independently selected from: (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 3 -C 6 )cycloalkyl, aryl, —(C 1 -C 6 )alkylenearyl, heterocyclyl and —(C 1 -C 6 )alkyleneheterocyclyl; and

R b is independently selected from: H, (C 1 -C 6 )alkyl, aryl, —(C 1 -C 6 )alkylenearyl, heterocyclyl, —(C 1 -C 6 )alkyleneheterocyclyl, (C 3 -C 6 )cycloalkyl, (C═O)OC 1 -C 6 alkyl, (C═O)C 1 -C 6 alkyl or S(O) 2 R a .

3. The compound according to claim 2 of the Formula III:

or a pharmaceutically acceptable salt or stereoisomer thereof, wherein

a is independently 0 or 1;

b is independently 0 or 1;

m is independently 0, 1, or 2;

R 1 is selected from aryl, heterocyclyl and NR 10 R 11 ; each aryl and heterocyclyl group optionally substituted with one to five substituents, each substituent independently selected from R 8 ;

R 5 is selected from hydrogen, C 1-6 alkyl, C 2-6 alkenyl, OH, —O—C 1-6 alkyl, —O—C(═O)C 1-6 alkyl, —O-aryl, S(O) m R a , —C(═O)NR 10 R 11 , —NHS(O) 2 NR 10 R 11 and NR 10 R 11 , each alkyl, alkenyl and aryl optionally substituted with one to five substituents, each substituent independently selected from R 8 ;

R 8 independently is:

1) (C═O) a O b C 1 -C 10 alkyl,

2) (C═O) a O b aryl,

3) C 2 -C 10 alkenyl,

4) C 2 -C 10 alkynyl,

5) (C═O) a O b heterocyclyl,

6) CO 2 H,

7) halo,

8) CN,

9) OH,

10) O b C 1 -C 6 perfluoroalkyl,

11) O a (C═O) b NR 10 R 11 ,

12) S(O) m R a ,

13) S(O) 2 NR 10 R 11 ,

14) OS(═O)R a ,

15) oxo,

16) CHO,

17) (N═O)R 10 R 11 , or

18) (C═O) a O b C 3 -C 8 cycloalkyl,

each alkyl, aryl, alkenyl, alkynyl, heterocyclyl, and cycloalkyl optionally substituted with one, two or three substituents selected from R 9 ;

R 9 is independently selected from:

1) (C═O) a O b (C 1 -C 10 )alkyl,

2) O b (C 1 -C 3 )perfluoroalkyl,

3) oxo,

4) OH,

5) halo,

6) CN,

7) (C 2 -C 10 )alkenyl,

8) (C 2 -C 10 )alkynyl,

9) (C═O) a O b (C 3 -C 6 )cycloalkyl,

10) (C═O) a O b (C 0 -C 6 )alkylene-aryl,

11) (C═O) a O b (C 0 -C 6 )alkylene-heterocyclyl,

12) (C═O) a O b (C 0 -C 6 )alkylene-N(R b ) 2 ,

13) C(O)R a ,

14) (C 0 -C 6 )alkylene-CO 2 R a ,

15) C(O)H,

16) (C 0 -C 6 )alkylene-CO 2 H, and

17) C(O)N(R b ) 2 ,

18) S(O) m R a , and

19) S(O) 2 NR 10 R 11 ;

each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, and heterocyclyl is optionally substituted with one, two or three substituents selected from R b , OH, (C 1 -C 6 )alkoxy, halogen, CO 2 H, CN, O(C═O)C 1 -C 6 alkyl, oxo, and N(R b ) 2 ;

R 10 and R 11 are independently selected from:

1) H,

2) (C═O)O b C 1 -C 10 alkyl,

3) (C═O)O b C 3 -C 8 cycloalkyl,

4) (C═O)O b aryl,

5) (C═O)O b heterocyclyl,

6) C 1 -C 10 alkyl,

7) aryl,

8) C 2 -C 10 alkenyl,

9) C 2 -C 10 alkynyl,

10) heterocyclyl,

11) C 3 -C 8 cycloalkyl,

12) SO 2 R a , and

13) (C═O)NR b 2 ,

each alkyl, cycloalkyl, aryl, heterocylyl, alkenyl, and alkynyl is optionally substituted with one, two or three substituents selected from R 8 , or

R 10 and R 11 can be taken together with the nitrogen to which they are attached to form a monocyclic or bicyclic heterocycle with 5-7 members in each ring and optionally containing, in addition to the nitrogen, one or two additional heteroatoms selected from N, O and S, each monocyclic or bicyclic heterocycle optionally substituted with one, two or three substituents selected from R 9 ;

R a is independently selected from: (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 3 -C 6 )cycloalkyl, aryl, —(C 1 -C 6 )alkylenearyl, heterocyclyl and —(C 1 -C 6 )alkyleneheterocyclyl; and

R b is independently selected from: H, (C 1 -C 6 )alkyl, aryl, —(C 1 -C 6 )alkylenearyl, heterocyclyl, —(C 1 -C 6 )alkyleneheterocyclyl, (C 3 -C 6 )cycloalkyl, (C═O)OC 1 -C6 alkyl, (C═O)C 1 -C 6 alkyl or S(O) 2 R a .

4. A compound selected from:

3-chloro-7-[(2,4-dimethoxybenzyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-chloro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

6-(methylthio)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

6-(methylsulfonyl)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

Methyl 5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-7-carboxylate;

6-methyl-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-phenyl-7-[(trimethylsilyl)ethynyl]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-phenyl-7-vinyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-ethyl-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)acetamide;

3-chloro-7-hydroxy-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2,4-dimethoxybenzyl)amino]-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

6-amino-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

8-amino-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

9-amino-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

2-hydroxy-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)propanamide;

3-phenyl-7-(pyridin-2-ylamino)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(3-methoxypropyl)amino]-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2-methoxyethyl)amino]-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(3-methoxypropyl)amino]-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ol;

7-[(2-methoxyethyl)amino]-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-phenyl-7-[(2,2,2-trifluoroethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-7-carboxylic acid;

N-methyl-5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-7-carboxamide;

7-methyl-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

8-methyl-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

9-methyl-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-ethynyl-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-phenyl-7-[(1E/Z)-prop-1-en-1-yl]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-phenyl-7-propyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-isobutyl-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

9-(methylthio)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(methylthio)-3-phenyl-10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

9-(methylsulfonyl)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

6-methoxy-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N′-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N,N-dimethylsulfamide;

N-benzyl-N′-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N-methylsulfamide;

N-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-1,1,1-trifluoromethanesulfonamide;

3-chloro-7-{[(3-methylpyridin-4-yl)methyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N′-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N-(isoxazol-3-ylmethyl)-N-methylsulfamide;

N-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N′-[(1-morpholin-4-ylcyclopentyl)methyl]sulfamide;

3,7-bis[(pyridin-3-ylmethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-chloro-7-[(pyridin-2-ylmethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-[5-oxo-3-(3-thienyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

7-[(2,4-dimethoxybenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(isopropylamino)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-chloro-7-{[(3-methylpyridin-2-yl)methyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-{[(3-methylpyridin-2-yl)methyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N′-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N-(1,4-dioxan-2-ylmethyl)-N-methylsulfamide;

N-(1,4-dioxan-2-ylmethyl)-N-methyl-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

N-[3-(4-chlorophenyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[3-(2-chlorophenyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-(5-oxo-3-pyridin-4-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-(5-oxo-3-pyridin-3-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[5-oxo-3-(1H-pyrazol-3-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[3-(3-chlorophenyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-(5-oxo-3-pyrimidin-5-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-(5-oxo-3-quinolin-6-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[3-(3-furyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[3-(2-furyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[3-(4-fluorophenyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[3-(3-fluorophenyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[3-(2-fluorophenyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-(5-oxo-3-quinolin-8-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-(5-oxo-3-quinolin-3-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-(5-oxo-3-quinolin-5-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[3-(2,4-dichlorophenyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-(3-imidazo[1,2-a]pyrazin-3-yl-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[5-oxo-3-(1,3-thiazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-(3-isothiazol-4-yl-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-(3-isothiazol-5-yl-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[3-(3,5-dimethylisoxazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[5-oxo-3-(1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

methyl (4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}-1H-pyrazol-1-yl)acetate;

ethyl 3-(4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}-1H-pyrazol-1-yl)propanoate;

N-(3-{1-[2-(dimethylamino)ethyl]-1H-pyrazol-4-yl}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[3-(1-isobutyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[5-oxo-3-(1-propyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-(3-{1-[3-(dimethylamino)propyl]-1H-pyrazol-4-yl})-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-{3-[1-(2-morpholin-4-yl-2-oxoethyl)-1H-pyrazol-4-yl]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl} methanesulfonamide;

N-{5-oxo-3-[1-(2-pyrrolidin-1-ylethyl)-1H-pyrazol-4-yl]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

N-[3-(1-benzyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

(4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}-1H-pyrazol-1-yl)acetic acid;

3-(4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}-1H-pyrazol-1-yl)propanoic acid;

N-(3-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}phenyl)-3-piperidin-1-ylpropanamide;

N-(4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}phenyl)methanesulfonamide;

N-(3-{1-[3-(benzyloxy)propyl]-1H-pyrazol-4-yl}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[3-(1-isopropyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-{3-[1-(3-methylbutyl)-1H-pyrazol-4-yl]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl} methanesulfonamide;

N-[3-(1-cyclopentyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-{3-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

3-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}benzoic acid;

3-(2,3-dihydro-1H-pyrazolo[1,2-a]pyrazol-4-ium-6-yl)-7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridinium bis(trifluoroacetate);

methyl 2-(4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}-1H-pyrazol-1-yl)propanoate;

N-{3-[1-(3,3-dimethyl-2-oxobutyl)-1H-pyrazol-4-yl]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}benzoic acid;

N-[3-(3-nitrophenyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[3-(4-nitrophenyl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-isobutyl-3-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}benzamide;

3-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}-N-(2-morpholin-4-ylethyl)benzamide;

N-[2-(1-methylpyrrolidin-2-yl)ethyl]-3-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}benzamide;

N-[(1-methyl-1H-pyrazol-4-yl)methyl]-3-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}benzamide;

N-{3-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

N-[(5-methylpyrazin-2-yl)methyl]-3-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}benzamide;

N-isobutyl-4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}benzamide;

N-[(1-methyl-1H-pyrazol-4-yl)methyl]-4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}benzamide;

2-methyl-N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]propane-2-sulfonamide;

N,N-dimethyl-1-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

N-benzyl-N-methyl-N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

N,N-diethyl-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]pyrrolidine-1-sulfonamide;

N-ethyl-N-methyl-N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

N,N-dimethyl-N-[5-oxo-3-(1-propyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

N,N-dimethyl-N′-{3-[1-(2-morpholin-4-yl-2-oxoethyl)-1H-pyrazol-4-yl]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}sulfamide;

N′-(3-{1-[3-(dimethylamino)propyl]-1H-pyrazol-4-yl}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N,N-dimethylsulfamide;

N-isopropyl-N-methyl-N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

7-(5-methyl-1,1-dioxido-1,2,5-thiadiazolidin-2-yl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-methyl-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

1,1,1-trifluoro-N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

7-[(2,4-dimethoxybenzyl)amino]-3-(3-thienyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2,4-dimethoxybenzyl)amino]-3-(1H-pyrazol-3-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2,4-dimethoxybenzyl)amino]-3-(5-methyl-2-thienyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-benzothien-3-yl)-7-[(2,4-dimethoxybenzyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-(4-{7-[(2,4-dimethoxybenzyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl} phenyl)acetamide;

4-{7-[(2,4-dimethoxybenzyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}benzoic acid;

7-amino-3-(3-thienyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-(2-thienyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-(1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-(1H-pyrazol-3-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-(5-methyl-2-thienyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-(1-benzothien-3-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-[4-(7-amino-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl)phenyl]acetamide;

4-(7-amino-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl)benzoic acid;

7-hydroxy-3-(3-thienyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(cyclohexylmethyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(4-fluorobenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-vinyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2,4-difluorobenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-[(2-phenylethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(3,4-difluorobenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(4-methylbenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2,4-dimethylbenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-{[2-(4-fluorophenyl)ethyl]amino}-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(butylamino)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-(propylamino)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(3-methylbutyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(isopropylamino)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(1,3-benzodioxol-5-ylmethyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(isobutylamino)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2-methylbenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-{[2-(trifluoromethyl)benzyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(biphenyl-2-ylmethyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2-chlorobenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2,3-dimethylbenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-methyl-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N-(tetrahydrofuran-3-yl)sulfamide;

N′-(3-{1-[3-(benzyloxy)propyl]-1H-pyrazol-4-yl}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N,N-dimethylsulfamide;

N′-{3-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}-N,N-dimethylsulfamide;

7-[(imidazo[1,2-a]pyridin-3-ylmethyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N,N-dimethyl-N′-(3-{1-[(3-methyloxetan-3-yl)methyl]-1H-pyrazol-4-yl}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)sulfamide;

7-{[(1-methyl-5-oxopyrrolidin-2-yl)methyl]amino}-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3,7-bis(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-(1H-pyrrol-2-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-{[(3-methylpyridin-4-yl)methyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-(1H-pyrazol-3-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-2-(trifluoromethyl)benzamide;

7-{[(1-ethylpyrrolidin-2-yl)methyl]amino}-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2,6-dimethylbenzyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-methyl-N-[(1-methyl-5-oxopyrrolidin-2-yl)methyl]-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

N-methyl-N-[(1-methyl-1H-imidazol-2-yl)methyl]-N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

N-methyl-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N-(tetrahydro-2H-pyran-2-ylmethyl)sulfamide;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-2-(trifluoromethyl)benzene-sulfonamide;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N′-[2-(trifluoromethyl)benzyl]sulfamide;

methyl 4-(7-{[(3-methylpyridin-2-yl)methyl]amino}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl)benzoate;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N′-(tetrahydrofuran-3-yl)sulfamide;

tert-butyl 4-[4-(7-{[(3-methylpyridin-2-yl)methyl]amino}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl)phenyl]piperazine-1-carboxylate;

7-{[(3-methylpyridin-2-yl)methyl]amino}-3-(4-piperazin-1-ylphenyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-[3-(dimethylamino)phenyl]-7-{[(3-methylpyridin-2-yl)methyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-{[(3-methylpyridin-2-yl)methyl]amino}-3-pyridin-4-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N′-(tetrahydrofuran-3-ylmethyl)sulfamide;

N-[(1-methyl-1H-pyrazol-4-yl)methyl]-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]morpholine-4-sulfonamide;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-2-(trifluoromethyl)-5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-sulfonamide;

N-isobutyl-4-(7-{[(3-methylpyridin-2-yl)methyl]amino}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl)benzamide;

7-{[(3-methylpyridin-2-yl)methyl]amino}-3-pyrimidin-5-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

4-(7-{[(3-methylpyridin-2-yl)methyl]amino}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl)-N-phenylbenzamide;

3-(6-fluoropyridin-3-yl)-7-{[(3-methylpyridin-2-yl)methyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-[3-(dimethylamino)propyl]-4-(7-{[(3-methylpyridin-2-yl)methyl]amino}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl)benzamide;

3-(1-methyl-1H-pyrazol-4-yl)-7-[(tetrahydro-2H-pyran-4-ylmethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-pyridin-4-yl-7-[(tetrahydro-2H-pyran-4-ylmethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(1,4-dioxan-2-ylmethyl)amino]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-[3-(4-isopropylpiperazin-1-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

3-(4-isopropylpiperazin-1-yl)-7-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-(5-oxo-3-piperidin-1-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-(3-morpholin-4-yl-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-(5-oxo-3-pyrrolidin-1-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[3-(benzylamino)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-{3-[(2,4-dimethoxybenzyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

N-{3-[butyl(methyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl} methanesulfonamide;

N-{3-[(cyclopropylmethyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl} methanesulfonamide;

N-(3-amino-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N,N′-(5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-3,7-diyl)dimethanesulfonamide;

N-(3-anilino-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[3-(cyclohexylamino)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[5-oxo-3-(pyridin-4-ylamino)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[5-oxo-3-(pyridin-3-ylamino)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[5-oxo-3-(pyridin-2-ylamino)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

tert-butyl 4-{7-[(methylsulfonyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl}piperazine-1-carboxylate;

N-[3-(4-methylpiperazin-1-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[5-oxo-3-(4-quinolin-2-ylpiperazin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-{3-[(4-chlorobenzyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

N-{5-oxo-3-[(1-phenylethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

N-{3-[(2-morpholin-4-ylethyl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

N-{5-hydroxy-3-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methane sulfonamide;

N-(3-chloro-5-hydroxy-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-(3-{4-[(2-methyl-1,3-thiazol-4-yl)methyl]piperazin-1-yl}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-{3-[4-(4-chloropyridin-2-yl)piperazin-1-yl]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

N-{5-oxo-3-[4-(pyridin-3-ylmethyl)piperazin-1-yl]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

N-(5-oxo-3-piperazin-1-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-{5-oxo-3-[4-(pyridin-2-ylmethyl)piperazin-1-yl]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl} methanesulfonamide;

N-[5-oxo-3-(4-pyridin-3-ylpiperazin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-{5-oxo-3-[2-(trifluoromethyl)-5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl}methanesulfonamide;

N-(3-{4-[3,5-bis(trifluoromethyl)phenyl]piper-azin-1-yl}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-{3-[(1-methyl-1H-pyrazol-3-yl)amino]-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl} methanesulfonamide;

7-[(2,4-dimethoxybenzyl)amino]-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2,4-dimethoxybenzyl)amino]-3-(4-isopropylpiperazin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(4-isopropylpiperazin-1-yl)-7-morpholin-4-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(4-acetylpiperazin-1-yl)-7-morpholin-4-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(4-isopropylpiperazin-1-yl)-7-[(1-phenylethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-anilino-3-(4-isopropylpiperazin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(benzylamino)-3-(4-isopropylpiperazin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

4-[7-(benzylamino)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-3-yl]-N,N-dimethylpiperazine-1-carboxamide;

7-(tert-butylamino)-3-(4-isopropylpiperazin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(4-isopropylpiperazin-1-yl)-7-[(2-methoxyethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(4-isopropylpiperazin-1-yl)-7-[(3-methoxypropyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(1-ethylpropyl)amino]-3-(4-isopropylpiperazin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(1-ethylpropyl)amino]-3-(4-methyl-1,4-diazepan-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(3-methoxypropyl)amino]-3-(4-methyl-1,4-diazepan-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-(4-isopropylpiperazin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-amino-3-(4-oxopiperidin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-hydroxy-3-(4-isopropylpiperazin-1-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(4-isopropylpiperazin-1-yl)-7-piperidin-1-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3,7-bis{[(3-methylpyridin-4-yl)methyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-2-methoxyacetamide;

ethyl (5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-8-yl)carbamate;

N-ethyl-N′-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-8-yl)urea;

N-(2,4-dimethoxybenzyl)-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethylenesulfonamide;

N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethylenesulfonamide;

N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-2-pyrrolidin-1-ylethanesulfonamide;

N-methyl-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

3-chloro-7-[(2,4-dimethoxybenzyl)(methyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

dimethyl [3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]amidophosphate;

N,N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)bis-methanesulfonamide;

N,N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)bis-benzenesulfonamide;

N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)benzenesulfonamide;

N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethanesulfonamide;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]propane-2-sulfonamide;

2-chloro-N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]propane-2-sulfinamide;

N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-2-phenylacetamide;

2-methoxy-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)acetamide;

N-acetyl-N′-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-9-yl)acetamide;

N-[3-(4-isopropylpiperazin-1-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-2-methoxyacetamide;

N-[3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-2-methoxyacetamide;

2-methoxy-N-[5-oxo-3-(3-thienyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]acetamide;

2-{[(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)amino]carbonyl}benzoic acid;

ethyl [3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]carbamate;

N-ethyl-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]urea;

7-amino-3-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

2-(diethylamino)-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethanesulfonamide;

2-morpholin-4-yl-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethanesulfonamide;

2-(1H-imidazol-1-yl)-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethanesulfonamide;

2-[(2,4-dimethoxybenzyl)amino]-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethanesulfonamide;

2-[(2-morpholin-4-ylethyl)amino]-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethanesulfonamide;

2-(benzylamino)-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethanesulfonamide;

2-(dimethylamino)-N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)ethanesulfonamide;

N-(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-2-(1H-pyrazol-1-yl)ethanesulfonamide;

N-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-2-(1H-imidazol-1-yl)ethanesulfonamide;

N-[3-(1,4-dioxa-8-azaspiro[4,5]dec-8-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-2-(1H-imidazol-1-yl)ethanesulfonamide;

7-(methylamino)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide;

tert-butyl ({[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]amino}sulfonyl)carbamate;

N-(5-hydroxy-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

7-[(methylsulfonyl)amino]-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-yl acetate;

N-(5-methoxy-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-N-methylmethanesulfonamide;

N-(3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[(5E/Z)-5-(hydroxyimino)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-(3-phenyl-5-pyrrolidin-1-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-[(5E/Z)-5-(methoxyimino)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[(5E/Z)-5-(tert-butoxyimino)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

(5E/Z)-7-amino-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one oxime;

N-[5-(dimethylamino)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[5-(isopropylamino)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[5-(cyclopropylamino)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-[5-(benzylamino)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide;

N-(5-azetidin-1-yl-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-(3-phenyl-5-piperidin-1-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

N-(5-morpholin-4-yl-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

7-[(methylsulfonyl)amino]-3-phenyl-5-piperazinediium-1-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridine;

7-(hydroxymethyl)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ol;

7-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ol;

7-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(hydroxymethyl)-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-chloro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(hydroxymethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methyl acetate;

[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methyl benzoate;

7-[(methylsulfonyl)methyl]-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

(5-oxo-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methyl methanesulfinate;

7-(aminomethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-{[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methyl}methanesulfonamide;

N-(5-oxo-3-phenyl-10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide;

7-amino-6-chloro-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one; methyl 7-{[(dimethylamino)sulfonyl]amino}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-3-carboxylate;

7-{[(dimethylamino)sulfonyl]amino}-5-oxo-N-1,3-thiazol-2-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-3-carboxamide;

3-chloro-7-vinyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-chloro-7-oxiran-2-yl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-chloro-7-(1-hydroxyethyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ol;

3-chloro-7-(2-hydroxyethyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ol;

7-(1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-3-chloro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-3-chloro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(1R)-1-hydroxyethyl]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(1S)-1-hydroxyethyl]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(2-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-chloro-7-(1-hydroxyethyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-chloro-7-ethyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ol;

3-chloro-7-(1,2-dihydroxyethyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-(1,2-dihydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-7-carbaldehyde;

3-chloro-7-(1-hydroxypropyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(1R)-1-methoxyethyl]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(1S)-1-methoxyethyl]-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

tert-butyl 4-[2-(3-chloro-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)-2-hydroxyethyl]piperazine-1-carboxylate;

tert-butyl 4-{2-hydroxy-2-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]ethyl}piperazine-1-carboxylate;

7-(1-hydroxy-2-piperazin-1-ylethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2-morpholin-4-yl-2-oxoethyl)amino]-3-[1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-{[2-(3-oxomorpholin-4-yl)ethyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-fluoro-N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]azetidine-1-sulfonamide;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]azetidine-1-sulfonamide;

N-(2-fluoro-3-methoxypropyl)-N-methyl-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide

7-(2,2-difluoro-1-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

7-(2,2-difluoro-1(R)-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

7-(2,2-difluoro-1-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

7-(2,2-difluoro-1(S)-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

N-(1,4-dioxan-2-ylmethyl)-N-[6-fluoro-3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N-methylsulfamide;

N-(1,4-dioxan-2-ylmethyl)-N′-[8-fluoro-3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N-methylsulfamide;

6-fluoro-7-(2-fluoro-1-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

7-[(2-morpholin-4-yl-2-oxoethyl)amino]-3-[1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-yl]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-(1-methyl-1H-pyrazol-4-yl)-7-{[2-(3-oxomorpholin-4-yl)ethyl]amino}-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

3-fluoro-N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl] azetidine-1-sulfonamide;

N-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]azetidine-1-sulfonamide;

3-(1-methyl-1H-pyrazol-4-yl)-7-[(2-morpholin-4-yl-2-oxoethyl)amino]-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

N-(2-fluoro-3-methoxypropyl)-N-methyl-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide

7-(2,2-difluoro-1-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

7-(2,2-difluoro-1(R)-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

7-(2,2-difluoro-1-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

7-(2,2-difluoro-1(S)-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

N-(1,4-dioxan-2-ylmethyl)-N′-[6-fluoro-3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N-methylsulfamide;

N-(1,4-dioxan-2-ylmethyl)-N′-[8-fluoro-3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]-N-methylsulfamide;

6-fluoro-7-(2-fluoro-1-hydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one;

or a pharmaceutically acceptable salt or stereoisomer thereof.

5. A pharmaceutical composition that is comprised of a compound in accordance with claim 1 and a pharmaceutically acceptable carrier.

6. The compound according to claim 5 which is:

7-[(2,4-dimethoxybenzyl)amino]-3-(1H-pyrazol-3-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

or a pharmaceutically acceptable salt thereof.

7. The compound according to claim 5 which is:

N-[(2R)-1,4-dioxan-2-ylmethyl]-N-methyl-N′-[3-(1-methyl-1H-pyrazol-4-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]sulfamide

or a pharmaceutically acceptable salt thereof.

8. The compound according to claim 5 which is:

N-[3-(4-isopropylpiperazin-1-yl)-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl]methanesulfonamide

or a pharmaceutically acceptable salt thereof.

9. The compound according to claim 5 which is:

7-(1,2-dihydroxyethyl)-3-(1-methyl-1H-pyrazol-4-yl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one

or a pharmaceutically acceptable salt thereof.

Assignments (5)
MERGER Recorded Aug 8, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061102/0145 →
CHANGE OF NAME Recorded Aug 29, 2012
From: SCHERING CORPORATION
To: MERCK SHARP & DOHME CORP.
Reel/Frame 028866/0511 →
MERGER Recorded Aug 27, 2012
From: MERCK SHARP & DOHME CORP.
To: SCHERING CORPORATION
Reel/Frame 028850/0515 →
CHANGE OF NAME Recorded Jan 29, 2010
From: MERCK & CO., INC.
To: MERCK SHARP & DOHME CORP.
Reel/Frame 023870/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 23, 2009
From: DINSMORE, CHRISTOPHER J.; GUERIN, DAVID J.; JEWELL, JAMES P.; KATZ, JASON D.; LIM, JONGWON; MACHACEK, MICHELLE R.; OTTE, RYAN D.; YOUNG, JONATHAN R.; ORTEGA, ANA ESTHER GABARDA
To: MERCK & CO., INC.
Reel/Frame 022297/0753 →