HRP20110804T1 - Benzocikloheptapiridini kao inhibitori receptora tirozin kinaze met - Google Patents
Benzocikloheptapiridini kao inhibitori receptora tirozin kinaze met Download PDFInfo
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- HRP20110804T1 HRP20110804T1 HR20110804T HRP20110804T HRP20110804T1 HR P20110804 T1 HRP20110804 T1 HR P20110804T1 HR 20110804 T HR20110804 T HR 20110804T HR P20110804 T HRP20110804 T HR P20110804T HR P20110804 T1 HRP20110804 T1 HR P20110804T1
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- HR
- Croatia
- Prior art keywords
- cyclohepta
- benzo
- pyridin
- oxo
- methyl
- Prior art date
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- 102000027426 receptor tyrosine kinases Human genes 0.000 title abstract 2
- 108091008598 receptor tyrosine kinases Proteins 0.000 title abstract 2
- XYNHQVIVVBWVAG-UHFFFAOYSA-N 4h-cyclohepta[f]quinoline Chemical class C1=CC=CC=C2C3=CC=CNC3=CC=C21 XYNHQVIVVBWVAG-UHFFFAOYSA-N 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 18
- 206010028980 Neoplasm Diseases 0.000 claims abstract 6
- 201000011510 cancer Diseases 0.000 claims abstract 6
- 125000003118 aryl group Chemical group 0.000 claims 31
- 125000001424 substituent group Chemical group 0.000 claims 30
- 125000000217 alkyl group Chemical group 0.000 claims 28
- 125000000623 heterocyclic group Chemical group 0.000 claims 25
- -1 -O-aryl Chemical group 0.000 claims 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims 15
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 14
- 125000000304 alkynyl group Chemical group 0.000 claims 13
- 150000003839 salts Chemical class 0.000 claims 13
- 125000003342 alkenyl group Chemical group 0.000 claims 12
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 10
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 9
- 229910052760 oxygen Inorganic materials 0.000 claims 9
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 8
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 7
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 6
- 125000005865 C2-C10alkynyl group Chemical group 0.000 claims 6
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 6
- 150000002367 halogens Chemical class 0.000 claims 6
- 125000002950 monocyclic group Chemical group 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 claims 5
- QVGIIXZAXKMWGF-UHFFFAOYSA-N 9-(2,2-difluoro-1-hydroxyethyl)-2-(1-methylpyrazol-4-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(=CC=2)C(O)C(F)F)C2=O)C2=C1 QVGIIXZAXKMWGF-UHFFFAOYSA-N 0.000 claims 4
- 125000006664 (C1-C3) perfluoroalkyl group Chemical group 0.000 claims 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 3
- 241000689227 Cora <basidiomycete fungus> Species 0.000 claims 3
- 125000005275 alkylenearyl group Chemical group 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- XNZVSOJRNKHDAQ-UHFFFAOYSA-N 4-[2-[[2-(1-methylpyrazol-4-yl)-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]amino]ethyl]morpholin-3-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NCCN3C(COCC3)=O)=CC=2)C2=O)C2=C1 XNZVSOJRNKHDAQ-UHFFFAOYSA-N 0.000 claims 2
- JTLQEKHDULWNCF-UHFFFAOYSA-N 9-(1,2-dihydroxyethyl)-2-(1-methylpyrazol-4-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(=CC=2)C(O)CO)C2=O)C2=C1 JTLQEKHDULWNCF-UHFFFAOYSA-N 0.000 claims 2
- QUVYHJOMTSLDBG-UHFFFAOYSA-N 9-(2-methoxyethylamino)-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=C2C(=O)C3=CC(NCCOC)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 QUVYHJOMTSLDBG-UHFFFAOYSA-N 0.000 claims 2
- QVGIIXZAXKMWGF-GOSISDBHSA-N 9-[(1r)-2,2-difluoro-1-hydroxyethyl]-2-(1-methylpyrazol-4-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(=CC=2)[C@@H](O)C(F)F)C2=O)C2=C1 QVGIIXZAXKMWGF-GOSISDBHSA-N 0.000 claims 2
- AEPLHPQMFREUPA-UHFFFAOYSA-N 9-[(2,4-dimethoxyphenyl)methylamino]-2-(1h-pyrazol-5-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound COC1=CC(OC)=CC=C1CNC1=CC=C(C=CC=2C(=CC(=CN=2)C2=NNC=C2)C2=O)C2=C1 AEPLHPQMFREUPA-UHFFFAOYSA-N 0.000 claims 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- 206010006187 Breast cancer Diseases 0.000 claims 2
- 208000026310 Breast neoplasm Diseases 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- 206010009944 Colon cancer Diseases 0.000 claims 2
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 2
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- JOXWSDNHLSQKCC-UHFFFAOYSA-N ethenesulfonamide Chemical compound NS(=O)(=O)C=C JOXWSDNHLSQKCC-UHFFFAOYSA-N 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 206010017758 gastric cancer Diseases 0.000 claims 2
- 208000005017 glioblastoma Diseases 0.000 claims 2
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 2
- SZYARCOFJFUANJ-UHFFFAOYSA-N n-[11-oxo-2-(4-propan-2-ylpiperazin-1-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1CN(C(C)C)CCN1C1=CN=C(C=CC=2C(=CC(NS(C)(=O)=O)=CC=2)C2=O)C2=C1 SZYARCOFJFUANJ-UHFFFAOYSA-N 0.000 claims 2
- LZIMGNJOIGBJMI-UHFFFAOYSA-N n-[2-(1-methylpyrazol-4-yl)-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]azetidine-1-sulfonamide Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NS(=O)(=O)N3CCC3)=CC=2)C2=O)C2=C1 LZIMGNJOIGBJMI-UHFFFAOYSA-N 0.000 claims 2
- APRGMOVSNMXBGW-UHFFFAOYSA-N n-[2-[1-(3-hydroxypropyl)pyrazol-4-yl]-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C=1C=NN(CCCO)C=1 APRGMOVSNMXBGW-UHFFFAOYSA-N 0.000 claims 2
- 201000002528 pancreatic cancer Diseases 0.000 claims 2
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 201000011549 stomach cancer Diseases 0.000 claims 2
- ZAPRCSPGKMWNCA-UHFFFAOYSA-N (11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methyl methanesulfinate Chemical compound C1=C2C(=O)C3=CC(COS(=O)C)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 ZAPRCSPGKMWNCA-UHFFFAOYSA-N 0.000 claims 1
- PWEWKROHMINCBH-UHFFFAOYSA-N 1,1,1-trifluoro-n-[2-(1-methylpyrazol-4-yl)-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NS(=O)(=O)C(F)(F)F)=CC=2)C2=O)C2=C1 PWEWKROHMINCBH-UHFFFAOYSA-N 0.000 claims 1
- DNHVFNDOHJKATM-UHFFFAOYSA-N 1-(2,2,2-trifluoroethyl)pyrazole Chemical compound FC(F)(F)CN1C=CC=N1 DNHVFNDOHJKATM-UHFFFAOYSA-N 0.000 claims 1
- NKKDJCNSASOKRX-UHFFFAOYSA-N 1-ethyl-3-(11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-8-yl)urea Chemical compound C=1C(NC(=O)NCC)=CC=C(C(C2=C3)=O)C=1C=CC2=NC=C3C1=CC=CC=C1 NKKDJCNSASOKRX-UHFFFAOYSA-N 0.000 claims 1
- CRPHCQZUMGSVOP-UHFFFAOYSA-N 1-ethyl-3-[2-(1-methylpyrazol-4-yl)-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]urea Chemical compound C1=C2C(=O)C3=CC(NC(=O)NCC)=CC=C3C=CC2=NC=C1C=1C=NN(C)C=1 CRPHCQZUMGSVOP-UHFFFAOYSA-N 0.000 claims 1
- QGLVHCTZJWXHQT-UHFFFAOYSA-N 10-amino-2-phenylbenzo[3,4]cyclohepta[1,3-b]pyridin-11-one Chemical compound C1=C2C(=O)C=3C(N)=CC=CC=3C=CC2=NC=C1C1=CC=CC=C1 QGLVHCTZJWXHQT-UHFFFAOYSA-N 0.000 claims 1
- VVSDHWKWUPQCPD-UHFFFAOYSA-N 10-bromo-2-phenylbenzo[3,4]cyclohepta[1,3-b]pyridin-11-one Chemical compound C1=C2C(=O)C=3C(Br)=CC=CC=3C=CC2=NC=C1C1=CC=CC=C1 VVSDHWKWUPQCPD-UHFFFAOYSA-N 0.000 claims 1
- TWKWOJOTXVDFQI-UHFFFAOYSA-N 10-methoxy-2-phenylbenzo[3,4]cyclohepta[1,3-b]pyridin-11-one Chemical compound C1=C2C(=O)C=3C(OC)=CC=CC=3C=CC2=NC=C1C1=CC=CC=C1 TWKWOJOTXVDFQI-UHFFFAOYSA-N 0.000 claims 1
- JQSLCBGRDNQMAN-UHFFFAOYSA-N 10-methyl-2-phenylbenzo[1,2]cyclohepta[3,4-b]pyridin-11-one Chemical compound C1=C2C(=O)C=3C(C)=CC=CC=3C=CC2=NC=C1C1=CC=CC=C1 JQSLCBGRDNQMAN-UHFFFAOYSA-N 0.000 claims 1
- MLHXIJMZBZYSGG-UHFFFAOYSA-N 10-methylsulfanyl-2-phenylbenzo[3,4]cyclohepta[1,3-b]pyridin-11-one Chemical compound C1=C2C(=O)C=3C(SC)=CC=CC=3C=CC2=NC=C1C1=CC=CC=C1 MLHXIJMZBZYSGG-UHFFFAOYSA-N 0.000 claims 1
- GZVRMUXRVOZIHQ-UHFFFAOYSA-N 10-methylsulfonyl-2-phenylbenzo[3,4]cyclohepta[1,3-b]pyridin-11-one Chemical compound C1=C2C(=O)C=3C(S(=O)(=O)C)=CC=CC=3C=CC2=NC=C1C1=CC=CC=C1 GZVRMUXRVOZIHQ-UHFFFAOYSA-N 0.000 claims 1
- GLJLHTOONQGMPS-UHFFFAOYSA-N 11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridine-9-carboxylic acid Chemical compound C1=C2C(=O)C3=CC(C(=O)O)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 GLJLHTOONQGMPS-UHFFFAOYSA-N 0.000 claims 1
- HCLXLZGAYCTHQJ-UHFFFAOYSA-N 1h-cyclohepta[b]pyridine Chemical compound C1=CC=CC=C2NC=CC=C21 HCLXLZGAYCTHQJ-UHFFFAOYSA-N 0.000 claims 1
- QFIWRYPGJZRALK-UHFFFAOYSA-N 2,9-bis(1-methylpyrazol-4-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CC=C(C=CC=2C(=CC(=CN=2)C2=CN(C)N=C2)C2=O)C2=C1 QFIWRYPGJZRALK-UHFFFAOYSA-N 0.000 claims 1
- HDHUIRPEWMEKAF-UHFFFAOYSA-N 2,9-bis(pyridin-3-ylmethylamino)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C=1C=C2C=CC3=NC=C(NCC=4C=NC=CC=4)C=C3C(=O)C2=CC=1NCC1=CC=CN=C1 HDHUIRPEWMEKAF-UHFFFAOYSA-N 0.000 claims 1
- RYQDNMLGGZTCAH-UHFFFAOYSA-N 2,9-bis[(3-methylpyridin-4-yl)methylamino]benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound CC1=CN=CC=C1CNC1=CC=C(C=CC=2C(=CC(NCC=3C(=CN=CC=3)C)=CN=2)C2=O)C2=C1 RYQDNMLGGZTCAH-UHFFFAOYSA-N 0.000 claims 1
- CGJWNHQGQATCON-UHFFFAOYSA-N 2-(1-benzothiophen-3-yl)-9-[(2,4-dimethoxyphenyl)methylamino]benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound COC1=CC(OC)=CC=C1CNC1=CC=C(C=CC=2C(=CC(=CN=2)C=2C3=CC=CC=C3SC=2)C2=O)C2=C1 CGJWNHQGQATCON-UHFFFAOYSA-N 0.000 claims 1
- KKTIIYBITFAHGL-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-11-oxo-9-(sulfamoylamino)benzo[1,2]cyclohepta[2,4-b]pyridine Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NS(N)(=O)=O)=CC=2)C2=O)C2=C1 KKTIIYBITFAHGL-UHFFFAOYSA-N 0.000 claims 1
- MUROQGFUVQLMLP-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-11-oxo-9-[oxolan-3-ylmethyl(sulfamoyl)amino]benzo[1,2]cyclohepta[2,4-b]pyridine Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(=CC=2)N(CC2COCC2)S(N)(=O)=O)C2=O)C2=C1 MUROQGFUVQLMLP-UHFFFAOYSA-N 0.000 claims 1
- MQDFQLQPZGZBME-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-(1h-pyrazol-5-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(=CC=2)C2=NNC=C2)C2=O)C2=C1 MQDFQLQPZGZBME-UHFFFAOYSA-N 0.000 claims 1
- WSIVBJWSBDRJOK-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-(1h-pyrrol-2-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(=CC=2)C=2NC=CC=2)C2=O)C2=C1 WSIVBJWSBDRJOK-UHFFFAOYSA-N 0.000 claims 1
- GSDGAGCIONKRFU-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-(2-phenylethylamino)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NCCC=3C=CC=CC=3)=CC=2)C2=O)C2=C1 GSDGAGCIONKRFU-UHFFFAOYSA-N 0.000 claims 1
- SBADQUVBPJZKAO-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-(oxan-4-ylmethylamino)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NCC3CCOCC3)=CC=2)C2=O)C2=C1 SBADQUVBPJZKAO-UHFFFAOYSA-N 0.000 claims 1
- KNFOGCSMKMSYCR-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-(oxolan-3-ylsulfamoylamino)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NS(=O)(=O)NC3COCC3)=CC=2)C2=O)C2=C1 KNFOGCSMKMSYCR-UHFFFAOYSA-N 0.000 claims 1
- FQOUSGGYWQWAEB-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-(propan-2-ylamino)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=C2C(=O)C3=CC(NC(C)C)=CC=C3C=CC2=NC=C1C=1C=NN(C)C=1 FQOUSGGYWQWAEB-UHFFFAOYSA-N 0.000 claims 1
- ILEKWOKNDGAHSV-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-(propylamino)benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=C2C(=O)C3=CC(NCCC)=CC=C3C=CC2=NC=C1C=1C=NN(C)C=1 ILEKWOKNDGAHSV-UHFFFAOYSA-N 0.000 claims 1
- MUPFDLDAVLXKOI-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-[(1-methylpyrazol-4-yl)methyl-sulfamoylamino]-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridine Chemical compound C1=NN(C)C=C1CN(S(N)(=O)=O)C1=CC=C(C=CC=2C(=CC(=CN=2)C2=CN(C)N=C2)C2=O)C2=C1 MUPFDLDAVLXKOI-UHFFFAOYSA-N 0.000 claims 1
- XKLYDKCXAYREQP-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-[(2-morpholin-4-yl-2-oxoethyl)amino]benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NCC(=O)N3CCOCC3)=CC=2)C2=O)C2=C1 XKLYDKCXAYREQP-UHFFFAOYSA-N 0.000 claims 1
- YDNFEVRKANGEBD-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-[(2-phenylphenyl)methylamino]benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NCC=3C(=CC=CC=3)C=3C=CC=CC=3)=CC=2)C2=O)C2=C1 YDNFEVRKANGEBD-UHFFFAOYSA-N 0.000 claims 1
- KUXTUKYXPCFRSP-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-[(3-methylpyridin-2-yl)methylamino]benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound CC1=CC=CN=C1CNC1=CC=C(C=CC=2C(=CC(=CN=2)C2=CN(C)N=C2)C2=O)C2=C1 KUXTUKYXPCFRSP-UHFFFAOYSA-N 0.000 claims 1
- PJTJSYVDINDALB-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-[(3-methylpyridin-4-yl)methylamino]benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound CC1=CN=CC=C1CNC1=CC=C(C=CC=2C(=CC(=CN=2)C2=CN(C)N=C2)C2=O)C2=C1 PJTJSYVDINDALB-UHFFFAOYSA-N 0.000 claims 1
- GMSPCYUKNKRLGT-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-[[2-(trifluoromethyl)phenyl]methylamino]benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NCC=3C(=CC=CC=3)C(F)(F)F)=CC=2)C2=O)C2=C1 GMSPCYUKNKRLGT-UHFFFAOYSA-N 0.000 claims 1
- OWSLWZRHOAIWPU-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-[[2-(trifluoromethyl)phenyl]methylsulfamoylamino]benzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NS(=O)(=O)NCC=3C(=CC=CC=3)C(F)(F)F)=CC=2)C2=O)C2=C1 OWSLWZRHOAIWPU-UHFFFAOYSA-N 0.000 claims 1
- RMDYWRCSRBLNDI-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-9-[methyl(sulfamoyl)amino]-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridine Chemical compound C1=C2C(=O)C3=CC(N(C)S(N)(=O)=O)=CC=C3C=CC2=NC=C1C=1C=NN(C)C=1 RMDYWRCSRBLNDI-UHFFFAOYSA-N 0.000 claims 1
- POYKPBNRJZJBHM-UHFFFAOYSA-N 2-(2-morpholin-4-ylethylamino)-n-(11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)ethanesulfonamide Chemical compound C=1C=C2C=CC3=NC=C(C=4C=CC=CC=4)C=C3C(=O)C2=CC=1NS(=O)(=O)CCNCCN1CCOCC1 POYKPBNRJZJBHM-UHFFFAOYSA-N 0.000 claims 1
- NVERIPULYVPZIC-UHFFFAOYSA-N 2-(4-acetylpiperazin-1-yl)-9-morpholin-4-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-11-one Chemical compound C1CN(C(=O)C)CCN1C1=CN=C(C=CC=2C(=CC(=CC=2)N2CCOCC2)C2=O)C2=C1 NVERIPULYVPZIC-UHFFFAOYSA-N 0.000 claims 1
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- FSPPSDYIZICZIB-UHFFFAOYSA-N methyl 9-(dimethylsulfamoylamino)-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridine-2-carboxylate Chemical compound C1=CC2=CC=C(NS(=O)(=O)N(C)C)C=C2C(=O)C2=CC(C(=O)OC)=CN=C21 FSPPSDYIZICZIB-UHFFFAOYSA-N 0.000 claims 1
- WXKUPXNRORPGDD-UHFFFAOYSA-N n-(11-hydroxy-2-phenyl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 WXKUPXNRORPGDD-UHFFFAOYSA-N 0.000 claims 1
- GQYXXODNJWEUBY-UHFFFAOYSA-N n-(11-methoxy-2-phenyl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)-n-methylmethanesulfonamide Chemical compound C1=C2C(OC)C3=CC(N(C)S(C)(=O)=O)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 GQYXXODNJWEUBY-UHFFFAOYSA-N 0.000 claims 1
- CYQHDQDAICSDNP-UHFFFAOYSA-N n-(11-morpholin-4-yl-2-phenyl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C12=CC(NS(=O)(=O)C)=CC=C2C=CC2=NC=C(C=3C=CC=CC=3)C=C2C1N1CCOCC1 CYQHDQDAICSDNP-UHFFFAOYSA-N 0.000 claims 1
- AJNQYKAUTVNESQ-UHFFFAOYSA-N n-(11-oxo-2-phenyl-5,6-dihydrobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3CCC2=NC=C1C1=CC=CC=C1 AJNQYKAUTVNESQ-UHFFFAOYSA-N 0.000 claims 1
- MYFKQNBVELDSBI-UHFFFAOYSA-N n-(11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)-2-phenylacetamide Chemical compound C=1C=C2C=CC3=NC=C(C=4C=CC=CC=4)C=C3C(=O)C2=CC=1NC(=O)CC1=CC=CC=C1 MYFKQNBVELDSBI-UHFFFAOYSA-N 0.000 claims 1
- VPPBQCXIBLEBOC-UHFFFAOYSA-N n-(11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)-2-pyrazol-1-ylethanesulfonamide Chemical compound C=1C=C2C=CC3=NC=C(C=4C=CC=CC=4)C=C3C(=O)C2=CC=1NS(=O)(=O)CCN1C=CC=N1 VPPBQCXIBLEBOC-UHFFFAOYSA-N 0.000 claims 1
- INJYIEXMRPUMGG-UHFFFAOYSA-N n-(11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)-2-pyrrolidin-1-ylethanesulfonamide Chemical compound C=1C=C2C=CC3=NC=C(C=4C=CC=CC=4)C=C3C(=O)C2=CC=1NS(=O)(=O)CCN1CCCC1 INJYIEXMRPUMGG-UHFFFAOYSA-N 0.000 claims 1
- HKVZAMSOCPLUIZ-UHFFFAOYSA-N n-(11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)acetamide Chemical compound C1=C2C(=O)C3=CC(NC(=O)C)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 HKVZAMSOCPLUIZ-UHFFFAOYSA-N 0.000 claims 1
- QPITZSXYUYNGGX-UHFFFAOYSA-N n-(11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)benzenesulfonamide Chemical compound C=1C=C2C=CC3=NC=C(C=4C=CC=CC=4)C=C3C(=O)C2=CC=1NS(=O)(=O)C1=CC=CC=C1 QPITZSXYUYNGGX-UHFFFAOYSA-N 0.000 claims 1
- CCTSKVJIFBVZPK-UHFFFAOYSA-N n-(11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)ethanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)CC)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 CCTSKVJIFBVZPK-UHFFFAOYSA-N 0.000 claims 1
- FUNHEVBLXUQXLG-UHFFFAOYSA-N n-(11-oxo-2-phenylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 FUNHEVBLXUQXLG-UHFFFAOYSA-N 0.000 claims 1
- ZMKIPASBJUPDLI-UHFFFAOYSA-N n-(11-oxo-2-piperazin-2-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C1CNCCN1 ZMKIPASBJUPDLI-UHFFFAOYSA-N 0.000 claims 1
- BFGPCWYLULJFQP-UHFFFAOYSA-N n-(11-oxo-2-piperidin-1-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1N1CCCCC1 BFGPCWYLULJFQP-UHFFFAOYSA-N 0.000 claims 1
- PXXBJZMFQIEIMN-UHFFFAOYSA-N n-(11-oxo-2-pyridin-3-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C1=CC=CN=C1 PXXBJZMFQIEIMN-UHFFFAOYSA-N 0.000 claims 1
- MZDWDIHAUKHDJF-UHFFFAOYSA-N n-(11-oxo-2-pyridin-4-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C1=CC=NC=C1 MZDWDIHAUKHDJF-UHFFFAOYSA-N 0.000 claims 1
- CYJYBSZEEQSVBG-UHFFFAOYSA-N n-(11-oxo-2-pyrimidin-5-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C1=CN=CN=C1 CYJYBSZEEQSVBG-UHFFFAOYSA-N 0.000 claims 1
- HZHHUZPQTUSSNZ-UHFFFAOYSA-N n-(11-oxo-2-pyrrolidin-1-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1N1CCCC1 HZHHUZPQTUSSNZ-UHFFFAOYSA-N 0.000 claims 1
- REGDMYBNALRJTA-UHFFFAOYSA-N n-(11-oxo-2-quinolin-3-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=CC2=NC=C(C=3C=C4C=CC=CC4=NC=3)C=C2C(=O)C2=CC(NS(=O)(=O)C)=CC=C21 REGDMYBNALRJTA-UHFFFAOYSA-N 0.000 claims 1
- QSHKYSQYVJAAFG-UHFFFAOYSA-N n-(11-oxo-2-quinolin-5-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=CC2=NC=C(C=3C4=CC=CN=C4C=CC=3)C=C2C(=O)C2=CC(NS(=O)(=O)C)=CC=C21 QSHKYSQYVJAAFG-UHFFFAOYSA-N 0.000 claims 1
- TYLIRJVYMHMOTJ-UHFFFAOYSA-N n-(11-oxo-2-quinolin-6-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=CC2=NC=C(C=3C=C4C=CC=NC4=CC=3)C=C2C(=O)C2=CC(NS(=O)(=O)C)=CC=C21 TYLIRJVYMHMOTJ-UHFFFAOYSA-N 0.000 claims 1
- NZCLQMZOAUHTDP-UHFFFAOYSA-N n-(11-oxo-2-quinolin-8-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=CC2=NC=C(C=3C4=NC=CC=C4C=CC=3)C=C2C(=O)C2=CC(NS(=O)(=O)C)=CC=C21 NZCLQMZOAUHTDP-UHFFFAOYSA-N 0.000 claims 1
- SOMXERKTVVUGIZ-UHFFFAOYSA-N n-(11-oxo-2-thiophen-3-ylbenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C=1C=CSC=1 SOMXERKTVVUGIZ-UHFFFAOYSA-N 0.000 claims 1
- RQZDAXXFYXKUEH-UHFFFAOYSA-N n-(2-amino-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=CC2=NC=C(N)C=C2C(=O)C2=CC(NS(=O)(=O)C)=CC=C21 RQZDAXXFYXKUEH-UHFFFAOYSA-N 0.000 claims 1
- FWUKVHAGVWYQML-UHFFFAOYSA-N n-(2-anilino-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1NC1=CC=CC=C1 FWUKVHAGVWYQML-UHFFFAOYSA-N 0.000 claims 1
- GFKHVZNSYSAKRG-UHFFFAOYSA-N n-(2-chloro-11-hydroxy-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=CC2=NC=C(Cl)C=C2C(O)C2=CC(NS(=O)(=O)C)=CC=C21 GFKHVZNSYSAKRG-UHFFFAOYSA-N 0.000 claims 1
- QNDODTDUMKWYBA-UHFFFAOYSA-N n-(2-chloro-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)-1,1,1-trifluoromethanesulfonamide Chemical compound C1=CC2=NC=C(Cl)C=C2C(=O)C2=CC(NS(=O)(=O)C(F)(F)F)=CC=C21 QNDODTDUMKWYBA-UHFFFAOYSA-N 0.000 claims 1
- PZOUKFKCORIFJE-UHFFFAOYSA-N n-(2-chloro-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)-2-imidazol-1-ylethanesulfonamide Chemical compound C1=C2C(=O)C3=CC(Cl)=CN=C3C=CC2=CC=C1NS(=O)(=O)CCN1C=CN=C1 PZOUKFKCORIFJE-UHFFFAOYSA-N 0.000 claims 1
- RCOSUSRIQHDOMJ-UHFFFAOYSA-N n-(2-chloro-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)-2-methoxyacetamide Chemical compound C1=CC2=NC=C(Cl)C=C2C(=O)C2=CC(NC(=O)COC)=CC=C21 RCOSUSRIQHDOMJ-UHFFFAOYSA-N 0.000 claims 1
- ZHKNBSXRNNIRGH-UHFFFAOYSA-N n-(2-chloro-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=CC2=NC=C(Cl)C=C2C(=O)C2=CC(NS(=O)(=O)C)=CC=C21 ZHKNBSXRNNIRGH-UHFFFAOYSA-N 0.000 claims 1
- VSAYUQMHLGPRBG-UHFFFAOYSA-N n-(2-imidazo[1,2-a]pyrazin-3-yl-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=CC2=NC=C(C=3N4C=CN=CC4=NC=3)C=C2C(=O)C2=CC(NS(=O)(=O)C)=CC=C21 VSAYUQMHLGPRBG-UHFFFAOYSA-N 0.000 claims 1
- DXQPMCCJZHDCHW-UHFFFAOYSA-N n-(2-methylpropyl)-4-[9-[(3-methylpyridin-2-yl)methylamino]-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-2-yl]benzamide Chemical compound C1=CC(C(=O)NCC(C)C)=CC=C1C1=CN=C(C=CC=2C(=CC(NCC=3C(=CC=CN=3)C)=CC=2)C2=O)C2=C1 DXQPMCCJZHDCHW-UHFFFAOYSA-N 0.000 claims 1
- NENQLFCGPDUKQZ-UHFFFAOYSA-N n-(2-morpholin-4-yl-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1N1CCOCC1 NENQLFCGPDUKQZ-UHFFFAOYSA-N 0.000 claims 1
- GOXPGXBOGJJZNG-UHFFFAOYSA-N n-(2-phenyl-11-piperidin-1-yl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C12=CC(NS(=O)(=O)C)=CC=C2C=CC2=NC=C(C=3C=CC=CC=3)C=C2C1N1CCCCC1 GOXPGXBOGJJZNG-UHFFFAOYSA-N 0.000 claims 1
- AAPKMLWLODKOBC-UHFFFAOYSA-N n-(2-phenyl-11-pyrrolidin-1-yl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C12=CC(NS(=O)(=O)C)=CC=C2C=CC2=NC=C(C=3C=CC=CC=3)C=C2C1N1CCCC1 AAPKMLWLODKOBC-UHFFFAOYSA-N 0.000 claims 1
- DXGRROZBCONKKL-UHFFFAOYSA-N n-(2-phenyl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)methanesulfonamide Chemical compound C1=C2CC3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 DXGRROZBCONKKL-UHFFFAOYSA-N 0.000 claims 1
- SJOWTWFTJLIOQW-UHFFFAOYSA-N n-[11-(azetidin-1-yl)-2-phenyl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C12=CC(NS(=O)(=O)C)=CC=C2C=CC2=NC=C(C=3C=CC=CC=3)C=C2C1N1CCC1 SJOWTWFTJLIOQW-UHFFFAOYSA-N 0.000 claims 1
- VZAKBKCQMRIWOE-UHFFFAOYSA-N n-[11-(benzylamino)-2-phenyl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C12=CC(NS(=O)(=O)C)=CC=C2C=CC2=NC=C(C=3C=CC=CC=3)C=C2C1NCC1=CC=CC=C1 VZAKBKCQMRIWOE-UHFFFAOYSA-N 0.000 claims 1
- XRBRVGQLXMYFCZ-UHFFFAOYSA-N n-[11-(cyclopropylamino)-2-phenyl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C12=CC(NS(=O)(=O)C)=CC=C2C=CC2=NC=C(C=3C=CC=CC=3)C=C2C1NC1CC1 XRBRVGQLXMYFCZ-UHFFFAOYSA-N 0.000 claims 1
- MOMPOOJDNPAHDG-UHFFFAOYSA-N n-[11-(dimethylamino)-2-phenyl-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(N(C)C)C3=CC(NS(C)(=O)=O)=CC=C3C=CC2=NC=C1C1=CC=CC=C1 MOMPOOJDNPAHDG-UHFFFAOYSA-N 0.000 claims 1
- UQIJJFSVVIRSQZ-UHFFFAOYSA-N n-[11-hydroxy-2-[3-(trifluoromethyl)-6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-11h-benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=CC2=NC=C(N3CC=4N(C(=NN=4)C(F)(F)F)CC3)C=C2C(O)C2=CC(NS(=O)(=O)C)=CC=C21 UQIJJFSVVIRSQZ-UHFFFAOYSA-N 0.000 claims 1
- VRPWUMAWKRKDCH-UHFFFAOYSA-N n-[11-oxo-2-(1,2-thiazol-4-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C=1C=NSC=1 VRPWUMAWKRKDCH-UHFFFAOYSA-N 0.000 claims 1
- FLOLTPKQTWLRNJ-UHFFFAOYSA-N n-[11-oxo-2-(1,2-thiazol-5-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C1=CC=NS1 FLOLTPKQTWLRNJ-UHFFFAOYSA-N 0.000 claims 1
- CCDVIMAOMWBTBA-UHFFFAOYSA-N n-[11-oxo-2-(1,3-thiazol-4-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C1=CSC=N1 CCDVIMAOMWBTBA-UHFFFAOYSA-N 0.000 claims 1
- YXZQJAAWTFRHLL-UHFFFAOYSA-N n-[11-oxo-2-(1-phenylethylamino)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C=1N=C2C=CC3=CC=C(NS(C)(=O)=O)C=C3C(=O)C2=CC=1NC(C)C1=CC=CC=C1 YXZQJAAWTFRHLL-UHFFFAOYSA-N 0.000 claims 1
- STZCMWVPVNAOCM-UHFFFAOYSA-N n-[11-oxo-2-(1-propan-2-ylpyrazol-4-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=NN(C(C)C)C=C1C1=CN=C(C=CC=2C(=CC(NS(C)(=O)=O)=CC=2)C2=O)C2=C1 STZCMWVPVNAOCM-UHFFFAOYSA-N 0.000 claims 1
- AVMWSSKWUTUOIM-UHFFFAOYSA-N n-[11-oxo-2-(1-propylpyrazol-4-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=NN(CCC)C=C1C1=CN=C(C=CC=2C(=CC(NS(C)(=O)=O)=CC=2)C2=O)C2=C1 AVMWSSKWUTUOIM-UHFFFAOYSA-N 0.000 claims 1
- HIWCCVNCPXCPMR-UHFFFAOYSA-N n-[11-oxo-2-(1h-pyrazol-4-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C=1C=NNC=1 HIWCCVNCPXCPMR-UHFFFAOYSA-N 0.000 claims 1
- MKPURBBSKFEJAT-UHFFFAOYSA-N n-[11-oxo-2-(1h-pyrazol-5-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1C=1C=CNN=1 MKPURBBSKFEJAT-UHFFFAOYSA-N 0.000 claims 1
- ONJZQISPOVLZPG-UHFFFAOYSA-N n-[11-oxo-2-(4-pyridin-3-ylpiperazin-1-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1N(CC1)CCN1C1=CC=CN=C1 ONJZQISPOVLZPG-UHFFFAOYSA-N 0.000 claims 1
- LDXAWHYVTUZCLK-UHFFFAOYSA-N n-[11-oxo-2-(4-quinolin-2-ylpiperazin-1-yl)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=CC2=NC=C(N3CCN(CC3)C=3N=C4C=CC=CC4=CC=3)C=C2C(=O)C2=CC(NS(=O)(=O)C)=CC=C21 LDXAWHYVTUZCLK-UHFFFAOYSA-N 0.000 claims 1
- WFRLGJPBGZGFFI-UHFFFAOYSA-N n-[11-oxo-2-(pyridin-2-ylamino)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1NC1=CC=CC=N1 WFRLGJPBGZGFFI-UHFFFAOYSA-N 0.000 claims 1
- LLCWEODGRDAQHZ-UHFFFAOYSA-N n-[11-oxo-2-(pyridin-4-ylamino)benzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]methanesulfonamide Chemical compound C1=C2C(=O)C3=CC(NS(=O)(=O)C)=CC=C3C=CC2=NC=C1NC1=CC=NC=C1 LLCWEODGRDAQHZ-UHFFFAOYSA-N 0.000 claims 1
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- UVYXQVIOYWPQNO-UHFFFAOYSA-N tert-butyl 4-[2-(2-chloro-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl)-2-hydroxyethyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCN1CC(O)C1=CC=C(C=CC=2C(=CC(Cl)=CN=2)C2=O)C2=C1 UVYXQVIOYWPQNO-UHFFFAOYSA-N 0.000 claims 1
- JWVLBJWTJKCQKN-UHFFFAOYSA-N tert-butyl 4-[2-hydroxy-2-[2-(1-methylpyrazol-4-yl)-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]ethyl]piperazine-1-carboxylate Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(=CC=2)C(O)CN2CCN(CC2)C(=O)OC(C)(C)C)C2=O)C2=C1 JWVLBJWTJKCQKN-UHFFFAOYSA-N 0.000 claims 1
- NLLPVLPVPFUHIL-UHFFFAOYSA-N tert-butyl 4-[4-[9-[(3-methylpyridin-2-yl)methylamino]-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-2-yl]phenyl]piperazine-1-carboxylate Chemical compound CC1=CC=CN=C1CNC1=CC=C(C=CC=2C(=CC(=CN=2)C=2C=CC(=CC=2)N2CCN(CC2)C(=O)OC(C)(C)C)C2=O)C2=C1 NLLPVLPVPFUHIL-UHFFFAOYSA-N 0.000 claims 1
- XRLXOKDTBQYXRY-UHFFFAOYSA-N tert-butyl 4-[9-(methanesulfonamido)-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-2-yl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCN1C1=CN=C(C=CC=2C(=CC(NS(C)(=O)=O)=CC=2)C2=O)C2=C1 XRLXOKDTBQYXRY-UHFFFAOYSA-N 0.000 claims 1
- XSYVHZKYCJRQBQ-UHFFFAOYSA-N tert-butyl n-[[2-(1-methylpyrazol-4-yl)-11-oxobenzo[1,2]cyclohepta[2,4-b]pyridin-9-yl]sulfamoyl]carbamate Chemical compound C1=NN(C)C=C1C1=CN=C(C=CC=2C(=CC(NS(=O)(=O)NC(=O)OC(C)(C)C)=CC=2)C2=O)C2=C1 XSYVHZKYCJRQBQ-UHFFFAOYSA-N 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 2
- OZVMEJXYSDZMDV-UHFFFAOYSA-N 11h-benzo[1,2]cyclohepta[3,4-b]pyridine Chemical class C1=CC2=NC=CC=C2CC2=CC=CC=C21 OZVMEJXYSDZMDV-UHFFFAOYSA-N 0.000 abstract 1
- 241000124008 Mammalia Species 0.000 abstract 1
- 230000001413 cellular effect Effects 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000002062 proliferating effect Effects 0.000 abstract 1
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Abstract
Spoj Formule I: ili njegove farmaceutski prihvatljive soli, gdje: isprekidana linija predstavlja dvostruku vezu po izboru; a je nezavisno 0 ili 1; b je nezavisno 0 ili 1; m je nezavisno 0, 1, ili 2; R1 se izabire između halogena, aril, heterociklil, -C(=O)NR10R11, (C=O)OC1-C6 alkil i NR10R11; taj alkil, aril i heterociklil po izboru mogu biti supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;R2 i R3 su nezavisno izabrani između vodika, OH, -O-C1-6 alkil, - O-C(=O)C1-6 alkil, -O-aril i NR10R11, svaki alkil i aril su po izboru supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8; iliR2 i R3 su ujedinjeni tako da formiraju =O ili =N-ORc;R4, R6 i R7 su svaki nezavisno vodik, halogen, C1-6alkil, C2-6 alkenil, C2-6 alkinil, OH, -O-C1-6alkil, -O-C(=O)C1-6 alkil, -O-aril, S(O)mRa i NR10R11, svaki alkil i aril su po izboru supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;R5 se izabire između vodika, C1-6alkil, C2-6 alkenil, C2-6 alkinil, OH, -O-C1-6alkil, -O-C(=O)C1-6 alkil, -Oaril, S(O)mRa, -C(=O)NR10R11, - NHS(O)2NR10R11 i NR10R11, svaki alkil, alkenil, alkinil i aril su po izboru supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;uz uvjet da barem jedan od R4, R5 i R6 nije vodik; R8 je nezavisno: 1) (C=O)aObC1-C10 alkil, 2) (C=O)aObaril, 3) C2-C10 alkenil, 4) C2-C10 alkinil, 5) (C=O)aOb heterociklil, 6) CO2H, 7) halo, 8) CN, 9) OH, 10) ObC1-C6 perfluoroalkil, 11) Oa(C=O)bNR10R11,12) S(O)mRa,13) S(O)2NR10R11,14) OS(=O)Ra,15) okso, 16) CHO, 17) (N=O)R10R11,18) (C=O)aObC3-C8 cikloalkil, 19) ObSiRa3, ili20) NO2;taj alkil, aril, alkenil, alkinil, heterociklil, i cikloalkil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između R9;dva R8, spojena na isti atom ugljika su ujedinjeni tako da formiraju -(CH2)u- gdje je u 3 do 6 i jedan ili dva atoma ugljika su po izboru zamijenjena skupinom izabranom između O, S(O)m, - N(Ra)C(O)-, -N(Rb)- i -N(CORa)-;R9 je nezavisno izabran između: 1) (C=O)aOb(C1-C10)alkil, 2) Ob(C1-C3)perfluoroalkil, 3) okso, 4) OH, 5) halo, 6) CN, 7) (C2-C10)alkenil, 8) (C2-C10)alkinil, 9) (C=O)aOb(C3-C6)cikloalkil, 10) (C=O)aOb(C0-C6)alkilen-aril, 11) (C=O)aOb(C0-C6)alkilen-heterociklil, 12) (C=O)aOb(C0-C6)alkilen-N(Rb)2,13) C(O)Ra,14) (C0-C6)alkilen-CO2Ra,15) C(O)H, 16) (C0-C6)alkilen-CO2H, i17) C(O)N(Rb)2,18) S(O)mRa, i19) S(O)2NR10R11;taj alkil, alkenil, alkinil, cikloalkil, aril, i heterociklil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između Rb, OH, (C1-C6)alkoksi, halogen, CO2H, CN, O(C=O)C1-C6 alkil, okso, i N(Rb)2; ilidva R9, spojena na isti atom ugljika su ujedinjeni tako da formiraju -(CH2)u- gdje je u 3 do 6 i jedan ili dva atoma ugljika su po izboru zamijenjena skupinom izabranom između O, S(O)m, - N(Ra)C(O)-, -N(Rb)- i -N(CORa)-;R10 i R11 su nezavisno izabrani između: 1) H, 2) (C=O)ObC1-C10 alkil, 3) (C=O)ObC3-C8 cikloalkil, 4)
Claims (17)
1. Spoj Formule I:
[image]
ili njegove farmaceutski prihvatljive soli, gdje:
isprekidana linija predstavlja dvostruku vezu po izboru;
a je nezavisno 0 ili 1;
b je nezavisno 0 ili 1;
m je nezavisno 0, 1, ili 2;
R1 se izabire između halogena, aril, heterociklil, -C(=O)NR10R11, (C=O)OC1-C6 alkil i NR10R11; taj alkil, aril i heterociklil po izboru mogu biti supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;
R2 i R3 su nezavisno izabrani između vodika, OH, -O-C1-6 alkil, - O-C(=O)C1-6 alkil, -O-aril i NR10R11, svaki alkil i aril su po izboru supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8; ili
R2 i R3 su ujedinjeni tako da formiraju =O ili =N-ORc;
R4, R6 i R7 su svaki nezavisno vodik, halogen, C1-6alkil, C2-6 alkenil, C2-6 alkinil, OH, -O-C1-6alkil, -O-C(=O)C1-6 alkil, -O-aril, S(O)mRa i NR10R11, svaki alkil i aril su po izboru supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;
R5 se izabire između vodika, C1-6alkil, C2-6 alkenil, C2-6 alkinil, OH, -O-C1-6alkil, -O-C(=O)C1-6 alkil, -Oaril, S(O)mRa, -C(=O)NR10R11, - NHS(O)2NR10R11 i NR10R11, svaki alkil, alkenil, alkinil i aril su po izboru supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;
uz uvjet da barem jedan od R4, R5 i R6 nije vodik;
R8 je nezavisno:
1) (C=O)aObC1-C10 alkil,
2) (C=O)aObaril,
3) C2-C10 alkenil,
4) C2-C10 alkinil,
5) (C=O)aOb heterociklil,
6) CO2H,
7) halo,
8) CN,
9) OH,
10) ObC1-C6 perfluoroalkil,
11) Oa(C=O)bNR10R11,
12) S(O)mRa,
13) S(O)2NR10R11,
14) OS(=O)Ra,
15) okso,
16) CHO,
17) (N=O)R10R11,
18) (C=O)aObC3-C8 cikloalkil,
19) ObSiRa3, ili
20) NO2;
taj alkil, aril, alkenil, alkinil, heterociklil, i cikloalkil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između R9;
dva R8, spojena na isti atom ugljika su ujedinjeni tako da formiraju -(CH2)u- gdje je u 3 do 6 i jedan ili dva atoma ugljika su po izboru zamijenjena skupinom izabranom između O, S(O)m, - N(Ra)C(O)-, -N(Rb)- i -N(CORa)-;
R9 je nezavisno izabran između:
1) (C=O)aOb(C1-C10)alkil,
2) Ob(C1-C3)perfluoroalkil,
3) okso,
4) OH,
5) halo,
6) CN,
7) (C2-C10)alkenil,
8) (C2-C10)alkinil,
9) (C=O)aOb(C3-C6)cikloalkil,
10) (C=O)aOb(C0-C6)alkilen-aril,
11) (C=O)aOb(C0-C6)alkilen-heterociklil,
12) (C=O)aOb(C0-C6)alkilen-N(Rb)2,
13) C(O)Ra,
14) (C0-C6)alkilen-CO2Ra,
15) C(O)H,
16) (C0-C6)alkilen-CO2H, i
17) C(O)N(Rb)2,
18) S(O)mRa, i
19) S(O)2NR10R11;
taj alkil, alkenil, alkinil, cikloalkil, aril, i heterociklil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između Rb, OH, (C1-C6)alkoksi, halogen, CO2H, CN, O(C=O)C1-C6 alkil, okso, i N(Rb)2; ili
dva R9, spojena na isti atom ugljika su ujedinjeni tako da formiraju -(CH2)u- gdje je u 3 do 6 i jedan ili dva atoma ugljika su po izboru zamijenjena skupinom izabranom između O, S(O)m, - N(Ra)C(O)-, -N(Rb)- i -N(CORa)-;
R10 i R11 su nezavisno izabrani između:
1) H,
2) (C=O)ObC1-C10 alkil,
3) (C=O)ObC3-C8 cikloalkil,
4) (C=O)Obaril,
5) (C=O)Obheterociklil,
6) C1-C10 alkil,
7) aril,
8) C2-C10 alkenil,
9) C2-C10 alkinil,
10) heterociklil,
11) C3-C8 cikloalkil,
12) SO2Ra, i
13) (C=O)NRb2,
taj alkil, cikloalkil, aril, heterocilil, alkenil, i alkinil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između R8, ili
R10 i R11 uzeti zajedno s dušikom na koji su spojeni mogu formirati monociklički ili biciklički heterocikl s 5-7 članova u svakom prstenu i koji po izboru može sadržavati, dodatno uz dušik, jedan ili dva dodatna heteroatoma izabrana između N, O i S, taj monociklički ili biciklički heterocikl je po izboru supstituiran s jednim, dva ili tri supstituenta izabrana između R9;
Ra je nezavisno izabran između: (C1-C6)alkil, (C2-C6)alkenil, (C3-C6)cikloalkil, aril, -(C1-C6)alkilenaril, heterociklil i -(C1-C6)alkilenheterociklil;
Rb je nezavisno izabran između: H, (C1-C6)alkil, aril, -(C1-C6)alkilenaril, heterociklil, -(C1-C6)alkilenheterociklil, (C3-C6)cikloalkil, (C=O)OC1-C6 alkil, (C=O)C1-C6 alkil ili S(O)2Ra; i
Rc je nezavisno izabran između: H, (C1-C6)alkil, (C2-C6)alkenil, (C3-C6)cikloalkil, aril, -(C1-C6)alkilenaril, heterociklil i -(C1-C6)alkilenheterociklil.
2. Spoj prema zahtjevu 1 koji ima Formulu II:
[image]
ili njegove farmaceutski prihvatljive soli, gdje
a je nezavisno 0 ili 1;
b je nezavisno 0 ili 1;
m je nezavisno 0, 1, ili 2;
R1 se izabire između aril, heterociklil i NR10R11; taj aril i heterociklil po izboru mogu biti supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;
R4 i R6 su svaki nezavisno vodik, halogen, C1-6alkil, OH, -O-C1-6alkil, -O-C(=O)C1-6 alkil, -O-aril i NR10R11, svaki alkil i aril su po izboru supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;
R5 se izabire između vodika, C1-6alkil, C2-6 alkenil, OH, -O-C1-6alkil, -O-C(=O)C1-6 alkil, -O-aril, S(O)mRa, -C(=O)NR10R11, - NHS(O)2NR10R11 i NR10R11, svaki alkil, alkenil i aril su po izboru supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;
uz uvjet da barem jedan od R4, R5 i R6 nije vodik;
R8 je nezavisno
1) (C=O)aObC1-C10 alkil,
2) (C=O)aObaril,
3) C2-C10 alkenil,
4) C2-C10 alkinil,
5) (C=O)aOb heterociklil,
6) CO2H,
7) halo,
8) CN,
9) OH,
10) ObC1-C6 perfluoroalkil,
11) Oa(C=O)bNR10R11,
12) S(O)mRa,
13) S(O)2NR10R11,
14) OS(=O)Ra,
15) okso,
16) CHO,
17) (N=O)R10R11, ili
18) (C=O)aObC3-C8 cikloalkil,
taj alkil, aril, alkenil, alkinil, heterociklil, i cikloalkil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između R9; ili
dva R8, spojena na isti atom ugljika su ujedinjeni tako da formiraju -(CH2)u- gdje je u 3 do 6 i jedan ili dva atoma ugljika su po izboru zamijenjena skupinom izabranom između O, S(O)m, - N(Ra)C(O)-, -N(Rb)- i -N(CORa)-;
R9 je nezavisno izabran između:
1) (C=O)aOb(C1-C10)alkil,
2) Ob(C1-C3)perfluoroalkil,
3) okso,
4) OH,
5) halo,
6) CN,
7) (C2-C10)alkenil,
8) (C2-C10)alkinil,
9) (C=O)aOb(C3-C6)cikloalkil,
10) (C=O)aOb(C0-C6)alkilen-aril,
11) (C=O)aOb(C0-C6)alkilen-heterociklil,
12) (C=O)aOb(C0-C6)alkilen-N(Rb)2,
13) C(O)Ra,
14) (C0-C6)alkilen-CO2Ra,
15) C(O)H,
16) (C0-C6)alkilen-CO2H, i
17) C(O)N(Rb)2,
18) S(O)mRa, i
19) S(O)2NR10R11;
taj alkil, alkenil, alkinil, cikloalkil, aril, i heterociklil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između Rb, OH, (C1-C6)alkoksi, halogen, CO2H, CN, O(C=O)C1-C6 alkil, okso, i N(Rb)2; ili
R10 i R11 su nezavisno izabrani između:
1) H,
2) (C=O)ObC1-C10 alkil,
3) (C=O)ObC3-C8 cikloalkil,
4) (C=O)Obaril,
5) (C=O)Obheterociklil,
6) C1-C10 alkil,
7) aril,
8) C2-C10 alkenil,
9) C2-C10 alkinil,
10) heterociklil,
11) C3-C8 cikloalkil,
12) SO2Ra, i
13) (C=O)NRb2,
taj alkil, cikloalkil, aril, heterocilil, alkenil, i alkinil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između R8, ili
R10 i R11 uzeti zajedno s dušikom na koji su spojeni mogu formirati monociklički ili biciklički heterocikl s 5-7 članova u svakom prstenu i koji po izboru može sadržavati, dodatno uz dušik, jedan ili dva dodatna heteroatoma izabrana između N, O i S, taj monociklički ili biciklički heterocikl je po izboru supstituiran s jednim, dva ili tri supstituenta izabrana između R9;
Ra je nezavisno izabran između: (C1-C6)alkil, (C2-C6)alkenil, (C3-C6)cikloalkil, aril, -(C1-C6)alkilenaril, heterociklil i -(C1-C6)alkilenheterociklil; i
Rb je nezavisno izabran između: H, (C1-C6)alkil, aril, -(C1-C6)alkilenaril, heterociklil, -(C1-C6)alkilenheterociklil, (C3-C6)cikloalkil, (C=O)OC1-C6 alkil, (C=O)C1-C6 alkil ili S(O)2Ra.
3. Spoj prema zahtjevu 2 koji ima Formulu III:
[image]
ili njegova farmaceutski prihvatljiva sol ili stereoizomer, gdje
a je nezavisno 0 ili 1;
b je nezavisno 0 ili 1;
m je nezavisno 0, 1, ili 2;
R1 se izabire između aril, heterociklil i NR10R11; taj aril i heterociklil po izboru mogu biti supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;
R5 se izabire između C1-6alkil, C2-6 alkenil, OH, -O-C1-6alkil, -O-C(=O)C1-6 alkil, -O-aril, S(O)mRa, -C(=O)NR10R11, - NHS(O)2NR10R11 i NR10R11, svaki alkil, alkenil i aril su po izboru supstituirani jednim do pet supstituenata, svaki supstituent se nezavisno bira između R8;
R8 je nezavisno
1) (C=O)aObC1-C10 alkil,
2) (C=O)aObaril,
3) C2-C10 alkenil,
4) C2-C10 alkinil,
5) (C=O)aOb heterociklil,
6) CO2H,
7) halo,
8) CN,
9) OH,
10) ObC1-C6 perfluoroalkil,
11) Oa(C=O)bNR10R11,
12) S(O)mRa,
13) S(O)2NR10R11,
14) OS(=O)Ra,
15) okso,
16) CHO,
17) (N=O)R10R11, ili
18) (C=O)aObC3-C8 cikloalkil,
taj alkil, aril, alkenil, alkinil, heterociklil, i cikloalkil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između R9;
R9 je nezavisno izabran između:
1) (C=O)aOb(C1-C10)alkil,
2) Ob(C1-C3)perfluoroalkil,
3) okso,
4) OH,
5) halo,
6) CN,
7) (C2-C10)alkenil,
8) (C2-C10)alkinil,
9) (C=O)aOb(C3-C6)cikloalkil,
10) (C=O)aOb(C0-C6)alkilen-aril,
11) (C=O)aOb(C0-C6)alkilen-heterociklil,
12) (C=O)aOb(C0-C6)alkilen-N(Rb)2,
13) C(O)Ra,
14) (C0-C6)alkilen-CO2Ra,
15) C(O)H,
16) (C0-C6)alkilen-CO2H, i
17) C(O)N(Rb)2,
18) S(O)mRa, i
19) S(O)2NR10R11;
taj alkil, alkenil, alkinil, cikloalkil, aril, i heterociklil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između Rb, OH, (C1-C6)alkoksi, halogen, CO2H, CN, O(C=O)C1-C6 alkil, okso, i N(Rb)2;
R10 i R11 su nezavisno izabrani između:
1) H,
2) (C=O)ObC1-C10 alkil,
3) (C=O)ObC3-C8 cikloalkil,
4) (C=O)Obaril,
5) (C=O)Obheterociklil,
6) C1-C10 alkil,
7) aril,
8) C2-C10 alkenil,
9) C2-C10 alkinil,
10) heterociklil,
11) C3-C8 cikloalkil,
12) SO2Ra, i
13) (C=O)NRb2,
taj alkil, cikloalkil, aril, heterocilil, alkenil, i alkinil su po izboru supstituirani s jednim, dva ili tri supstituenta izabrana između R8, ili
R10 i R11 uzeti zajedno s dušikom na koji su spojeni mogu formirati monociklički ili biciklički heterocikl s 5-7 članova u svakom prstenu i koji po izboru može sadržavati, dodatno uz dušik, jedan ili dva dodatna heteroatoma izabrana između N, O i S, taj monociklički ili biciklički heterocikl je po izboru supstituiran s jednim, dva ili tri supstituenta izabrana između R9;
Ra je nezavisno izabran između: (C1-C6)alkil, (C2-C6)alkenil, (C3-C6)cikloalkil, aril, -(C1-C6)alkilenaril, heterociklil i -(C1-C6)alkilenheterociklil; i
Rb je nezavisno izabran između: H, (C1-C6)alkil, aril, -(C1-C6)alkilenaril, heterociklil, -(C1-C6)alkilenheterociklil, (C3-C6)cikloalkil, (C=O)OC1-C6 alkil, (C=O)C1-C6 alkil ili S(O)2Ra.
4. Spoj prema zahtjevu 1 izabran između:
6-brom-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
8-brom-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-klor-7-[(2,4-dimetoksibenzil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-klor-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
6-(metiltio)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
6-(metilsulfonil)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
Metil 5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-karboksilat;
6-metil-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-fenil-7-[(trimetilsilil)etinil]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-fenil-7-vinil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-etil-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)acetamid;
3-klor-7-hidroksi-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2,4-dimetoksibenzil)amino]-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
6-amino-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-fenil-5H-benzo[4,5]ciktohepta[1,2-b]piridin-3-on;
8-amino-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
9-amino-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
2-hidroksi-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)propanamid;
3-fenil-7-(piridin-2-ilamino)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(3-metoksipropil)amino]-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2-metoksietil)amino]-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(3-metoksipropil)amino]-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-ol;
7-[(2-metoksietil)amino]-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-fenil-7-[(2,2,2-trifluometil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-karboksilna kiselina;
N-metil-5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-karboksamid;
7-metil-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
8-metil-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
9-metil-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-etinil-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-fenil-7-[(1E/Z)-prop-1-en-1-il]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-fenil-7-propil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-izobutil-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
9-(metiltio)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(metiltio)-3-fenil-10,11-dihidro-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
9-(metilsulfonil)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
6-metoksi-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N’-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-N,N-dimetilsulfamid;
N-benzil-N’-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-N-metilsulfamid;
N-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-1,1,1-trifluorometansulfonamid;
3-klor-7-{[(3-metilpiridin-4-il)metil]amino}-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N’-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-N-(izoksazol-3-ilmetil)-N-metilsulfamid;
N-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-N’-[(1-morfolin-4-ilciklopentil) metil]sulfamid;
3,7-bis[(piridin-3-ilmetil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-klor-7-[(piridin-2-ilmetil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-[5-okso-3-(3-tienil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
7-[(2,4-dimetoksibenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(izopropilamino)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-kloro-7-{[(3-metilpiridin-2-il)metil]amino)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H-pirazol-4-il)-7-{[(3-metilpiridin-2-il)metil]amino}-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N’-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-N-(1,4-dioksan-2-ilmetil)-N-metilsulfamid;
N-(1,4-dioksan-2-ilmetil)-N-metil-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
N-[3-(4-klorfenil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[3-(2-klorfenil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-(5-okso-3-piridin-4-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-(5-okso-3-piridin-3-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[5-okso-3-(1H-pirazol-3-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[3-(3-klorfenil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-(5-okso-3-pirimidin-5-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-(5-okso-3-quinolin-6-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[3-(3-furil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[3-(2-furil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[3-(4-fluorofenil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[3-(3-fluorofenil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[3-(2-fluorofenil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-(5-okso-3-quinolin-8-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)mcthanesulfonamid;
N-(5-okso-3-quinolin-3-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-(5-okso-3-quinolin-5-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[3-(2,4-diklorofenil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-(3-imidazo[1,2-a]pirazin-3-il-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[5-okso-3-(1,3-tiazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-(3-izotiazol-4-il-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-(3-izotiazol-5-il-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[3-(3,5-dimetilizoksazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[5-okso-3-(1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
metil (4-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}-1H-pirazol-1-il)acetat;
etil 3-(4-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}-1H-pirazol-1-il)propanoat;
N-(3-{1-[2-(dimetilamino)etil]-1H-pirazol-4-il}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[3-(1-izobutil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[5-okso-3-(1-propil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-(3-{1-[3-(dimetilamino)propil]-1H-pirazol-4-il}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-{3-[1-(2-morfolin-4-il-2-oksoetil)-1H-pirazol-4-il]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-{5-okso-3-[1-(2-pirolidin-1-iletil)-1H-pirazol-4-il]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-[3-(1-benzil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
(4-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}-1H-pirazol-1-il)octena kiselina;
3-(4-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}-1H-pirazol-1-il)propionska kiselina;
N-(3-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}fenil)-3-piperidin-1-ilpropanamid;
N-(4-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b] piridin-3-il}fenil)metansulfonamid;
N-(3-{1-[3-(benziloksi)propil]-1H-pirazol-4-il}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[3-(1-izopropil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-{3-[1-(3-metilbutil)-1H-pirazol-4-il]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-[3-(1-ciklopentil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-{3-[1-(3-hidroksipropil)-1H-pirazol-4-il]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
3-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}benzojeva kiselina;
3-(2,3-dihidro-1H-pirazolo[1,2-a]pirazol-4-ij-6-il)-7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridinij bis(trifluoroacetat);
metil 2-(4-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}-1H pirazol-1-il)propanoat;
N-{3-[1-(3,3-dimetil-2-oksobutil)-1H-pirazol-4-il]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
4-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}benzojeva kiselina;
N-[3-(3-nitrofenil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[3-(4-nitrofenil)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-izobutil-3-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}benzamid;
3-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}-N-(2-morfolin-4-iletil)benzamid;
N-[2-(1-metilpirolidin-2-il)etil]-3-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}benzamid;
N-[(1-metil-1H-pirazol-4-il)metil]-3-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il)benzamid;
N-{3-[1-(3-hidroksipropil)-1H-pirazol-4-il]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-[(5-metilpirazin-2-il)metil]-3-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}benzamid;
N-izobutil-4-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}benzamid;
N-[(1-metil-1H-pirazol-4-il)metil]-4-(7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}benzamid;
2-metil-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]propan-2-sulfonamid;
N,N-dimetil-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
N-benzil-N-metil-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
N,N-dietil-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]pirolidin-1-sulfonamid;
N-etil-N-metil-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
N,N-dimetil-N’-[5-okso-3-(1-propil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
N,N-dimetil-N’-{3-[1-(2-morfolin-4-il-2-oksoetil)-1H-pirazol-4-il]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}sulfamid;
N-(3-{1-[3-(dimetilamino)propil]-1H-pirazol-4-il}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-N,N-dimetilsulfamid;
N-izopropil-N-metil-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
7-(5- metil- 1,1- dioxido- 1,2,5- tiadiazolidin- 2- il)- 3-(1- metil- 1H-pirazol- 4- il)- 5H- benzo [4,5] ciklohepta[1,2-b]piridin-5-on;
N-metil-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
1,1,1-trifluoro-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
7-[(2,4-dimetoksibenzil)amino]-3-(3-tienil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2,4-dimetoksibenzil)amino]-3-(1H-pirazol-3-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2,4-dimetoksibenzil)amino]-3-(5-metil-2-tienil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-benzotien-3-il)-7-[(2,4-dimetoksibenzil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-(4-{7-[(2,4-dimetoksibenzil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}fenil)acetamid;
4-{7-[(2,4-dimetoksibenzil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}benzojeva kiselina;
7-amino-3-(3-tienil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-(2-tienil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-(1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-(1H-pirazol-3-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-(5-metil-2-tienil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-(1-benzotien-3-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-[4-(7-amino-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il)fenil]acetamid;
4-(7-amino-5-okso-5H-bcnzo[4,5]ciklohepta[1,2-b]piridin-3-il)benzojeva kiselina;
7-hidroksi-3-(3-tienil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(cikloheksilmetil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(4-fluorobenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H-pirazol-4-il)-7-vinil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2,4-difluorobenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H-pirazol-4-il)-7-[(2-feniletil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(3,4-difluorobenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(4-metilbenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2,4-dimetilbenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-{[2-(4-fluorofenil)etil]amino}-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(butilamino)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H-pirazol-4-il)-7-(propilamino)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(3-metilbutil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(izopropilamino)-3-(1-metil-1-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(1,3-benzodioksol-5-ilmetil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(izobutilamino)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2-metilbenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H pirazol-4-il)-7-{[2-(trifluorometil)benzil]amino}-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(bifenil-2-ilmetil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2-klorbenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2,3-dimetilbenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-metil-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-N-(tetrahidrofuran-3-il)sulfamid;
N’-(3-{1-[3-(benziloksi)propil]-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-N,N-dimetilsulfamid;
N-{3-[1-(3-hidroksipropil)-1H-pirazol-4-il]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}-N,N-dimetilsulfamid;
7-[(imidazo[1,2-a]piridin-3-ilmetil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N,N-dimetil-N’-(3-{1-[(3-metiloksetan-3-il)metil]-1H-pirazol-4-il}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)sulfamid;
7-{[(1-metil-5-oksopirolidin-2-il)metil]amino}-3-(1-metil-1Hpirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3,7-bis(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H-pirazol-4-il)-7-(1H-pirol-2-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H-pirazol-4-il)-7-{[(3-metilpiridin-4-il)metil]amino}-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H-pirazol-4-il)-7-(1H-pirazol-3-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-2-(trifluorometil)benzamid;
7-{[(1-etilpirolidin-2-il)metil]amino}-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2,6-dimetilbenzil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-metil-N-[(1-metil-5-oksopirolidin-2-il)metil]-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
N-metil-N-[(1-metil-1H-imidazol-2-il)metil]-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
N-metil-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-N-(tetrahidro-2H-piran-2-ilmetil)sulfamid;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-2-(trifluorometil)benzen-sulfonamid;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-N’-[2-(trifluorometil)benzil]sulfamid;
metil 4-(7-{[(3-metilpiridin-2-il)metil]amino}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il)benzoat;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-N’-(tetrahidrofuran-3-il)sulfamid;
tert-butil 4-[4-(7-{[(3-metilpiridin-2-il)metil]amino}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il)fenil]piperazin-1-karboksilat;
7-{[(3-metilpiridin-2-il)metil]amino}-3-(4-piperazin-1-ilfenil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-[3-(dimetilamino)fenil]-7-{[(3-metilpiridin-2-il)metil]amino}-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-{[(3-metilpiridin-2-il)metil]amino}-3-piridin-4-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-N-(tetrahidrofuran-3-ilmetil)sulfamid;
N-[(1-metil-1H-pirazol-4-il)metil]-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]morfolin-4-sulfonamid;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-2-(trifluorometil)-5,6-dihidroimidazo[1,2-a]pirazin-7(8H)-sulfonamid;
N-izobutil-4-(7-{[(3-metilpiridin-2-il)metil]amino}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il)benzamid;
7-{[(3-metilpiridin-2-il)metil]amino}-3-pirimidin-5-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
4-(7-{[(3-metilpiridin-2-il)metil]amino}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il)-N-fenilbenzamid;
3-(6-fluoropiridin-3-il)-7-{[(3-metilpiridin-2-il)metil]amino}-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-[3-(dimetilamino) propil]- 4-(7- { [ (3- metilpiridin- 2- il) metil] amino}- 5- okso- 5H- benzo [4,5] ciklohepta[1,2-b]piridin-3-il)benzamid;
3-(1-metil-1H-pirazol-4-il)-7-[(tetrahidro-2H-piran-4-ilmetil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-piridin-4-il-7-[(tetrahidro-2H-pyan-4-ilmetil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(1,4-dioksan-2-ilmetil)amino]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-[3-(4-izopropilpiperazin-1-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
3-(4-izopropilpiperazin-1-il)-7-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-(5-okso-3-piperidin-1-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-(3-morfolin-4-il-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-(5-okso-3-pirolidin-1-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[3-(benzilamino)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-{3-[(2,4-dimetoksibenzil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-{3-(butil(metil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-{3-[(ciklopropilmetil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-(3-amino-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N,N-(5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3,7-diil)dimetansulfonamid;
N-(3-anilino-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[3-(cikloheksilamino)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[5-okso-3-(piridin-4-ilamino)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[5-okso-3-(piridin-3-ilamino)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[5-okso-3-(piridin-2-ilamino)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
tert-butil 4-{7-[(metilsulfonil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il}piperazine-1-karboksilat;
N-[3-(4-metilpiperazin-1-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[3-(1,4-dioksa-8-azaspiro[4.5]dec-8-il)-5-okso-5Hbenzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[5-okso-3-(4-kinolin-2-ilpiperazin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-{3-[(4-klorbenzil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-{5-okso-3-[(1-feniletil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-{3-[(2-morfolin-4-iletil)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-{5-hidroksi-3-[3-(trifluorometil)-5,6-dihidro[1,2,4]triazolo[4,3-a]pirazin-7(8H)-il]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-(3-klor-5-hidroksi-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-(3-{4-[(2-metil-1,3-tiazol-4-il)metil]piperazin-1-il}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-{3-[4-(4-klorpiridin-2-il)piperazin-1-il]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-{5-okso-3-[4-(piridin-3-ilmetil)piperazin-1-il]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-(5-okso-3-piperazin-2-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-{5-okso-3-[4-(piridin-2-ilmetil)piperazin-1-il]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-[5-okso-3-(4-piridin-3-ilpiperazin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-{5-okso-3-[2-(trifluorometil)-5,6-dihidroimidazo[1,2-a]pirazin-7(8H)-il]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
N-(3-{4-[3,5-bis(trifluorometil)fenil]piperazin-1-il}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-{3-[(1-metil-1H-pirazol-3-il)amino]-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il}metansulfonamid;
7-[(2,4-dimetoksibenzil)amino]-3-(1,4-dioksa-8-azaspiro[4.5]dec-8-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2,4-dimetoksibenzil)amino]-3-(4-izopropilpiperazin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(4-izopropilpiperazin-1-il)-7-morfolin-4-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(4-acetilpiperazin-1-il)-7-morfolin-4-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(4-izopropilpiperazin-1-il)-7-[(1-feniletil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-anilin-3 -(4-izopropilpiperazin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(benzilamino)-3-(4-izopropilpiperazin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
4-[7-(benzilamino)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-il]-N,N-dimetilpiperazin-1-karboksamid;
7-(tert-butilamino)-3-(4-izopropilpiperazin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(4-izopropilpiperazin-1-il)-7-[(2-metoksietil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(4-izopropilpiperazin-1-il)-7-[(3-metoksipropil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(1-etilpropil)amino]-3-(4-izopropilpiperazin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(1-etilpropil)amino]-3-(4-metil-1,4-diazepan-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(3-metoksipropil)amino]-3-(4-metil-1,4-diazepan-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-(4-izopropilpiperazin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-amino-3-(4-oksopiperidin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-hidroksi-3-(4-izopropilpiperazin-1-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(4-izopropilpiperazin-1-il)-7-piperidin-1-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3,7-bis{[(3-metilpiridin-4-il)metil]amino}-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-2-metoksiacetamid;
etil (5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-8-il)karbamat;
N-etil-N’-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-8-il)urea;
N-(2,4- dimetoksibenzil)-N-(5- okso- 3- fenil- 5H-benzo [4,5] ciklohepta [1,2-b] piridin- 7- il) etilensulfonamid;
N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)etilensulfonamid;
N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-2-pirolidin-1-iletansulfonamid;
N-metil-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
3-klor-7-[(2,4-dimetoksibenzil)(metil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
dimetil [3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]amidofosfat;
N,N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)bis-metansulfonamid;
N,N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)bis-benzensulfonamid;
N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)benzensulfonamid;
N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)etansulfonamid;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]propan-2-sulfonamid;
2-klor-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]propan-2-sulfinamid;
N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-2-fenilacetamid;
2-metoksi-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)acetamid;
N-acetil-N’-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-9-il)acetamid;
N-[3-(4-izopropilpiperazin-1-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-2-metoksiacetamid;
N-[3-(1,4-dioksa-8-azaspiro[4.5]dec-8-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-2-metoksiacetamid;
2-metoksi-N-[5-okso-3-(3-tienil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]acetamid;
2-{[(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)amino]karbonil}benzojeva kiselina;
etil[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]karbamat;
N-etil-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]urea;
7-amino-3-(1,4-dioksa-8-azaspiro[4.5]dec-8-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
2-(dietilamino)-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)etansulfonamid;
2-morfolin-4-il-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)etansulfonamid;
2-(1H-imidazol-1-il)-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)etansulfonamid;
2-[(2,4-dimetoksibenzil)amino]-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)etansulfonamid;
2-[(2-morfolin-4-iletil)amino]-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)etansulfonamid;
2-(benzilamino)-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)etansulfonamid;
2-(dimetilamino)-N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)etansulfonamid;
N-(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-2-(1H-pirazol-1-il)etansulfonamid;
N-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-2-(1H-imidazol-1-il)etansulfonamid;
N-[3-(1,4-dioksa-8-azaspiro[4.5]dec-8-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-2-(1H-imidazol-1-il)etansulfonamid;
7-(metilamino)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid;
tert-butil({[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]amino}sulfonil)karbamat;
N-(5-hidroksi-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
7-[(metilsulfonil)amino]-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-il acetat;
N-(5-metoksi-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-N-metilmetansulfonamid;
N-(3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[(5E/Z)-5-(hidroksiimino)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-(3-fenil-5-pirolidin-1-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-[(5E/Z)-5-(metoksiimino)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[(5E/Z)-5-(tert-butoksiimino)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
(5E/Z)-7-amino-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on oksim;
N-[5-(dimetilamino)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[5-(izopropilamino)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[5-(ciklopropilamino)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-[5-(benzilamino)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid;
N-(5-azetidin-1-il-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-(3-fenil-5-piperidin-1-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
N-(5-morfolin-4-il-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
7-[(metilsulfonil)amino]-3-fenil-5-piperazinedij-1-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin;
7-(hidroksimetil)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-ol;
7-({[tert-butil(dimetil)silil]oksi}metil)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-ol;
7-({[tert-butil(dimetil)silil]oksi}metil)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(hidroksimetil)-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-({[tert-butil(dimetil)silil]oksi}metil)-3-klor-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-({[tert-butil(dimetil)silil]oksi}metil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(hidroksimetil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metil acetat;
[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metil benzoat;
7-[(metilsulfonil)metil]-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
(5-okso-3-fenil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metil metansulfinat;
7-(aminometil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-{[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metil}metansulfonamid;
N-(5-okso-3-fenil-10,11-dihidro-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)metansulfonamid;
7-amino-6-klor-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
metil 7-{[(dimetilamino)sulfonil]amino}-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-karboksilat;
7-{[(dimetilamino)sulfonil]amino}-5-okso-N-1,3-tiazol-2-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-3-karboksamid;
3-klor-7-vinil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on ;
3-klor-7-oksiran-2-il-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-klor-7-(1-hidroksietil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-ol;
3-klor-7-(2-hidroksietil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-ol;
7-(1-{[tert-butil(dimetil)silil]oksi}etil)-3-klor-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(2-{[tert-butil(dimetil)silil]oksi}etil)-3-klor-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(1-{[tert-butil(dimetil)silil]oksi}etil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(1R)-1-hidroksietil]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(1S)-1-hidroksietil]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(2-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-klor-7-(1-hidroksietil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-klor-7-etil-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-ol;
3-klor-7-(1,2-dihidroksietil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-(1,2-dihidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-karbaldehid;
3-klor-7-(1-hidroksipropil)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(1R)-1-metoksietil]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(1S)-1-metoksietil]-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
tert-butil 4-[2-(3-klor-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)-2-hidroksietil]piperazin-1-karboksilat;
tert-butil4-{2-hidroksi-2-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]etil}piperazin-1-karboksilat;
7-(1-hidroksi-2-piperazin-1-iletil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2-morfolin-4-il-2-oksoetil)amino]-3-[1-(2,2,2-trifluoroetil)-1H-pirazol-4-il]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H-pirazol-4-il)-7-{[2-(3-oksomorfolin-4-il)etil]amino}-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-fluoro-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il)azetidin-1-sulfonamid;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]azetidin-1-sulfonamid;
N-(2-fluoro-3-metoksipropil)-N-metil-N’-(3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid
7-(2,2-difluoro-1-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on
7-(2,2-difluoro-1(R)-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on
7-(2,2-difluoro-1-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on
7-(2,2-difluoro-1(S)-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on
N-(1,4-dioksan-2-ilmetil)-N’-[6-fluoro-3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-N-metilsulfamid;
N-(1,4-dioksan-2-ilmetil)-N’-[8-fluoro-3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-N-metilsulfamid;
6-fluoro-7-(2-fluoro-1-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
7-[(2-morfolin-4-il-2-oksoetil)amino]-3-[1-(2,2,2-trifluoroetil)-1H-pirazol-4-il]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-(1-metil-1H-pirazol-4-il)-7-{[2-(3-oksomorfolin-4-il)etil]amino}-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
3-fluoro-N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]azetidin-1-sulfonamid;
N-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]azetidin-1-sulfonamid;
3-(1-metil-1H-pirazol-4-il)-7-[(2-morfolin-4-il-2-oksoetil)amino]-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
N-(2-fluoro-3-metoksipropil)-N-metil-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid
7-(2,2-difluoro-1-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on
7-(2,2-difluoro-1(R)-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on
7-(2,2-difluoro-1-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on
7-(2,2-difluoro-1(S)-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on
N-(1,4-dioksan-2-ilmetil)-N-[6-fluoro-3-(l-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-N-metilsulfamid;
N-(1,4-dioksan-2-ilmetil)-N-[8-fluoro-3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]-N-metilsulfamid;
6-fluoro-7-(2-fluoro-1-hidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on;
ili njegova farmaceutski prihvatljiva sol.
5. Spoj prema zahtjevu 1 koji je:
[image]
7-[(2,4-dimetoksibenzil)amino]-3-(1H-pirazol-3-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on ili njegova farmaceutski prihvatljiva sol.
6. Spoj prema zahtjevu 1 koji je:
[image]
N-[(2R)-1,4-dioksan-2-ilmetil]-N-metil-N’-[3-(1-metil-1H-pirazol-4-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]sulfamid ili njegova farmaceutski prihvatljiva ili-ili stereoizomer.
7. Spoj prema zahtjevu 1 koji je:
[image]
N-[3-(4-izopropilpiperazin-1-il)-5-okso-5H-benzo[4,5]ciklohepta[1,2-b]piridin-7-il]metansulfonamid ili njegova farmaceutski prihvatljiva sol.
8. Spoj prema zahtjevu 1 koji je:
[image]
7-(1,2-dihidroksietil)-3-(1-metil-1H-pirazol-4-il)-5H-benzo[4,5]ciklohepta[1,2-b]piridin-5-on ili njegova farmaceutski prihvatljiva sol ili stereoizomer.
9. Farmacetska smjesa koja sadrži spoj prema bilo kojem od prethodnih zahtjeva, ili njegova farmaceutski prihvatljiva sol ili stereoizomer i farmaceutski prihvatljiv nosač.
10. Spoj prema bilo kojem od zahtjeva 1 do 8, ili njegova farmaceutski prihvatljiva sol ili stereoizomer za uporabu u liječenju.
11. Spoj prema bilo kojem od zahtjeva 1 do 8, ili njegova farmaceutski prihvatljiva sol ili stereoizomer za uporabu u liječenju ili prevenciji raka.
12. Spoj prema bilo kojem od zahtjeva 1 do 8, ili njegova farmaceutski prihvatljiva sol ili stereoizomer za uporabu u prevenciji ili modulaciji metastaziranja raka.
13. Spoj za uporabu prema zahtjevu 11 gdje se rak izabire između raka jajnika, dječjeg hepatocelularnog karcinoma, metastatskih karcinoma skvamoznih stanica glave i vrata, raka želuca, raka dojke, kolorektalnog karcinoma, raka cerviksa, raka pluća, raka nazofarinksa, raka gušterače, glioblastoma i sarkoma.
14. Spoj za uporabu prema zahtjevu 11 gdje se rak izabire između raka mozga, genitourinarnog trakta, limfnog sustava, želuca, larinksa i pluća.
15. Spoj za uporabu prema zahtjevu 11 gdje se rak izabire između histiocitnog limfoma, adenokarcinoma pluća, raka malih stanica pluća, raka gušterače, raka jetre, raka želuca, raka kolona, multiploh mijeloma, glioblastoma i raka dojke.
16. Uporaba spoja prema bilo kojem od zahtjeva 1 do 8, ili njegove farmaceutski prihvatljive soli ili stereoizomera za pripremu lijeka za uporabu prema bilo kojem od zahtjeva 11 do 15.
17. Kombinacija spoja prema bilo kojem od zahtjeva 1 do 8, ili njegove farmaceutski prihvatljive soli ili stereoizomera, s poznatim terapijskim sredstvima i sredstvima protiv raka.
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