JP2015529235A5 - - Google Patents
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- JP2015529235A5 JP2015529235A5 JP2015532459A JP2015532459A JP2015529235A5 JP 2015529235 A5 JP2015529235 A5 JP 2015529235A5 JP 2015532459 A JP2015532459 A JP 2015532459A JP 2015532459 A JP2015532459 A JP 2015532459A JP 2015529235 A5 JP2015529235 A5 JP 2015529235A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- methyl
- carboxamide
- thiazole
- pyrazol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- -1 2,6-difluorophenyl Chemical group 0.000 claims 30
- 150000001875 compounds Chemical class 0.000 claims 15
- 206010028980 Neoplasm Diseases 0.000 claims 11
- 201000011510 cancer Diseases 0.000 claims 11
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 5
- QYFKQWAZVKFMEO-UHFFFAOYSA-N 5-amino-n-[5-(6-amino-4,4-difluorooxepan-2-yl)-1-methylpyrazol-4-yl]-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C1C(F)(F)CC(N)COC1C=1N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=C(F)C=CC=C1F QYFKQWAZVKFMEO-UHFFFAOYSA-N 0.000 claims 3
- 208000024172 Cardiovascular disease Diseases 0.000 claims 3
- 206010009944 Colon cancer Diseases 0.000 claims 3
- 206010061218 Inflammation Diseases 0.000 claims 3
- 208000012902 Nervous system disease Diseases 0.000 claims 3
- 208000025966 Neurological disease Diseases 0.000 claims 3
- 208000036142 Viral infection Diseases 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 230000007368 endocrine function Effects 0.000 claims 3
- 208000026278 immune system disease Diseases 0.000 claims 3
- 230000004054 inflammatory process Effects 0.000 claims 3
- 201000001441 melanoma Diseases 0.000 claims 3
- 230000007102 metabolic function Effects 0.000 claims 3
- 230000009385 viral infection Effects 0.000 claims 3
- PQQRHWFRZHFGFM-UHFFFAOYSA-N 1,3-thiazole-4-carboxamide Chemical compound NC(=O)C1=CSC=N1 PQQRHWFRZHFGFM-UHFFFAOYSA-N 0.000 claims 2
- LSDYXXXNGXKTAV-ZLXOECBPSA-N 5-amino-n-[5-[(2r,7r)-5-amino-7-ethyloxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound O1[C@H](CC)CC(N)CC[C@@H]1C(N(N=C1)C)=C1NC(=O)C1=C(N)SC(C=2C(=CC=CC=2F)F)=N1 LSDYXXXNGXKTAV-ZLXOECBPSA-N 0.000 claims 2
- GVRONTFMKDHPGJ-KTYPHDMWSA-N 5-amino-n-[5-[(5r,6r)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C([C@H](F)[C@H](N)CC1)OC1C=1N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=C(F)C=CC=C1F GVRONTFMKDHPGJ-KTYPHDMWSA-N 0.000 claims 2
- 208000003200 Adenoma Diseases 0.000 claims 2
- 206010001233 Adenoma benign Diseases 0.000 claims 2
- 206010005003 Bladder cancer Diseases 0.000 claims 2
- 206010008342 Cervix carcinoma Diseases 0.000 claims 2
- 206010014733 Endometrial cancer Diseases 0.000 claims 2
- 206010014759 Endometrial neoplasm Diseases 0.000 claims 2
- 208000003445 Mouth Neoplasms Diseases 0.000 claims 2
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 2
- 208000009565 Pharyngeal Neoplasms Diseases 0.000 claims 2
- 206010034811 Pharyngeal cancer Diseases 0.000 claims 2
- 108091000080 Phosphotransferase Proteins 0.000 claims 2
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 2
- 208000024770 Thyroid neoplasm Diseases 0.000 claims 2
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 2
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 201000010881 cervical cancer Diseases 0.000 claims 2
- 208000029742 colonic neoplasm Diseases 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 206010017758 gastric cancer Diseases 0.000 claims 2
- 208000005017 glioblastoma Diseases 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 210000000244 kidney pelvis Anatomy 0.000 claims 2
- 208000012987 lip and oral cavity carcinoma Diseases 0.000 claims 2
- 210000004185 liver Anatomy 0.000 claims 2
- 201000007270 liver cancer Diseases 0.000 claims 2
- 208000014018 liver neoplasm Diseases 0.000 claims 2
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims 2
- 201000002528 pancreatic cancer Diseases 0.000 claims 2
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 102000020233 phosphotransferase Human genes 0.000 claims 2
- 201000011549 stomach cancer Diseases 0.000 claims 2
- 201000002510 thyroid cancer Diseases 0.000 claims 2
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims 2
- 201000005112 urinary bladder cancer Diseases 0.000 claims 2
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims 1
- 125000006711 (C2-C12) alkynyl group Chemical group 0.000 claims 1
- SCADKGSQUJNFSO-SCRDCRAPSA-N 5-amino-n-[5-[(2s,5r,6r)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3,5-trifluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=CC(F)=CC(F)=C1F SCADKGSQUJNFSO-SCRDCRAPSA-N 0.000 claims 1
- KVYQPSVHULBNGT-LOWVWBTDSA-N 5-amino-n-[5-[(2s,5r,6r)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3,6-trifluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=C(F)C=CC(F)=C1F KVYQPSVHULBNGT-LOWVWBTDSA-N 0.000 claims 1
- ZHOFPMKYJUYBTO-SCRDCRAPSA-N 5-amino-n-[5-[(2s,5r,6r)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=CC=CC(F)=C1F ZHOFPMKYJUYBTO-SCRDCRAPSA-N 0.000 claims 1
- FXQXRXUKLGCVRL-GUTXKFCHSA-N 5-amino-n-[5-[(2s,5r,6r)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=CC=CC=C1F FXQXRXUKLGCVRL-GUTXKFCHSA-N 0.000 claims 1
- NCLFDUDPYBHZOA-SNPRPXQTSA-N 5-amino-n-[5-[(2s,5r,6r)-5-amino-6-methoxyoxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3,5-trifluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C1C[C@@H](N)[C@@H](OC)CO[C@@H]1C(N(N=C1)C)=C1NC(=O)C1=C(N)SC(C=2C(=C(F)C=C(F)C=2)F)=N1 NCLFDUDPYBHZOA-SNPRPXQTSA-N 0.000 claims 1
- BESIACQRKWNYKW-XBFCOCLRSA-N 5-amino-n-[5-[(2s,5r,6r)-5-amino-6-methoxyoxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3,6-trifluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C1C[C@@H](N)[C@@H](OC)CO[C@@H]1C(N(N=C1)C)=C1NC(=O)C1=C(N)SC(C=2C(=C(F)C=CC=2F)F)=N1 BESIACQRKWNYKW-XBFCOCLRSA-N 0.000 claims 1
- OKIYRFOZQMNDOS-SNPRPXQTSA-N 5-amino-n-[5-[(2s,5r,6r)-5-amino-6-methoxyoxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C1C[C@@H](N)[C@@H](OC)CO[C@@H]1C(N(N=C1)C)=C1NC(=O)C1=C(N)SC(C=2C(=C(F)C=CC=2)F)=N1 OKIYRFOZQMNDOS-SNPRPXQTSA-N 0.000 claims 1
- YJIADGLOWQBVKG-KBMXLJTQSA-N 5-amino-n-[5-[(2s,5r,6r)-5-amino-6-methoxyoxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C1C[C@@H](N)[C@@H](OC)CO[C@@H]1C(N(N=C1)C)=C1NC(=O)C1=C(N)SC(C=2C(=CC=CC=2)F)=N1 YJIADGLOWQBVKG-KBMXLJTQSA-N 0.000 claims 1
- KVYQPSVHULBNGT-WZRBSPASSA-N 5-amino-n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3,6-trifluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=C(F)C=CC(F)=C1F KVYQPSVHULBNGT-WZRBSPASSA-N 0.000 claims 1
- ZHOFPMKYJUYBTO-BZPMIXESSA-N 5-amino-n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=CC=CC(F)=C1F ZHOFPMKYJUYBTO-BZPMIXESSA-N 0.000 claims 1
- FXQXRXUKLGCVRL-NFAWXSAZSA-N 5-amino-n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=CC=CC=C1F FXQXRXUKLGCVRL-NFAWXSAZSA-N 0.000 claims 1
- PYGKGAMKDMHKDO-BZPMIXESSA-N 5-amino-n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-[2-fluoro-3-(trifluoromethyl)phenyl]-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=CC=CC(C(F)(F)F)=C1F PYGKGAMKDMHKDO-BZPMIXESSA-N 0.000 claims 1
- GVRONTFMKDHPGJ-RJTITELWSA-N 5-amino-n-[5-[(5s,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C([C@@H](F)[C@@H](N)CC1)OC1C=1N(C)N=CC=1NC(=O)C(=C(S1)N)N=C1C1=C(F)C=CC=C1F GVRONTFMKDHPGJ-RJTITELWSA-N 0.000 claims 1
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims 1
- 208000010507 Adenocarcinoma of Lung Diseases 0.000 claims 1
- 208000032791 BCR-ABL1 positive chronic myelogenous leukemia Diseases 0.000 claims 1
- 206010005949 Bone cancer Diseases 0.000 claims 1
- 208000018084 Bone neoplasm Diseases 0.000 claims 1
- 208000003174 Brain Neoplasms Diseases 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 208000010833 Chronic myeloid leukaemia Diseases 0.000 claims 1
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
- 208000000461 Esophageal Neoplasms Diseases 0.000 claims 1
- 208000032612 Glial tumor Diseases 0.000 claims 1
- 206010018338 Glioma Diseases 0.000 claims 1
- 208000017604 Hodgkin disease Diseases 0.000 claims 1
- 208000010747 Hodgkins lymphoma Diseases 0.000 claims 1
- 206010023347 Keratoacanthoma Diseases 0.000 claims 1
- 208000008839 Kidney Neoplasms Diseases 0.000 claims 1
- 206010023825 Laryngeal cancer Diseases 0.000 claims 1
- 206010062038 Lip neoplasm Diseases 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 208000028018 Lymphocytic leukaemia Diseases 0.000 claims 1
- 206010025323 Lymphomas Diseases 0.000 claims 1
- 208000034578 Multiple myelomas Diseases 0.000 claims 1
- 208000033761 Myelogenous Chronic BCR-ABL Positive Leukemia Diseases 0.000 claims 1
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims 1
- 208000001894 Nasopharyngeal Neoplasms Diseases 0.000 claims 1
- 206010061306 Nasopharyngeal cancer Diseases 0.000 claims 1
- 206010029260 Neuroblastoma Diseases 0.000 claims 1
- 208000015914 Non-Hodgkin lymphomas Diseases 0.000 claims 1
- 206010030155 Oesophageal carcinoma Diseases 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 102000001253 Protein Kinase Human genes 0.000 claims 1
- 208000015634 Rectal Neoplasms Diseases 0.000 claims 1
- 206010038389 Renal cancer Diseases 0.000 claims 1
- 206010039491 Sarcoma Diseases 0.000 claims 1
- 201000010208 Seminoma Diseases 0.000 claims 1
- 208000000453 Skin Neoplasms Diseases 0.000 claims 1
- 208000024313 Testicular Neoplasms Diseases 0.000 claims 1
- 206010057644 Testis cancer Diseases 0.000 claims 1
- 206010062129 Tongue neoplasm Diseases 0.000 claims 1
- 208000008385 Urogenital Neoplasms Diseases 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 201000009036 biliary tract cancer Diseases 0.000 claims 1
- 208000020790 biliary tract neoplasm Diseases 0.000 claims 1
- 208000015322 bone marrow disease Diseases 0.000 claims 1
- 210000004556 brain Anatomy 0.000 claims 1
- 125000004452 carbocyclyl group Chemical group 0.000 claims 1
- 201000007455 central nervous system cancer Diseases 0.000 claims 1
- 208000006990 cholangiocarcinoma Diseases 0.000 claims 1
- 230000001886 ciliary effect Effects 0.000 claims 1
- 229940127089 cytotoxic agent Drugs 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 201000004101 esophageal cancer Diseases 0.000 claims 1
- 230000003325 follicular Effects 0.000 claims 1
- 210000004907 gland Anatomy 0.000 claims 1
- 206010073071 hepatocellular carcinoma Diseases 0.000 claims 1
- 231100000844 hepatocellular carcinoma Toxicity 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 208000014899 intrahepatic bile duct cancer Diseases 0.000 claims 1
- 201000010982 kidney cancer Diseases 0.000 claims 1
- 206010023841 laryngeal neoplasm Diseases 0.000 claims 1
- 208000032839 leukemia Diseases 0.000 claims 1
- 201000006721 lip cancer Diseases 0.000 claims 1
- 201000005249 lung adenocarcinoma Diseases 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 208000003747 lymphoid leukemia Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 210000000214 mouth Anatomy 0.000 claims 1
- 208000025113 myeloid leukemia Diseases 0.000 claims 1
- CYDPFSRPUFLBOV-UHFFFAOYSA-N n-(2-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound FC1=CC=CC=C1NC(=O)C1=CSC=N1 CYDPFSRPUFLBOV-UHFFFAOYSA-N 0.000 claims 1
- NPPJPSWJANUZGN-ZOWXZIJZSA-N n-[5-[(2s,5r,6r)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3,6-trifluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(N=1)=CSC=1C1=C(F)C=CC(F)=C1F NPPJPSWJANUZGN-ZOWXZIJZSA-N 0.000 claims 1
- MRDDLCBBDJHAQI-ZENOOKHLSA-N n-[5-[(2s,5r,6r)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(N=1)=CSC=1C1=CC=CC(F)=C1F MRDDLCBBDJHAQI-ZENOOKHLSA-N 0.000 claims 1
- PIBVQGPNQNIACT-ZENOOKHLSA-N n-[5-[(2s,5r,6r)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(N=1)=CSC=1C1=C(F)C=CC=C1F PIBVQGPNQNIACT-ZENOOKHLSA-N 0.000 claims 1
- JDGJVHTXRIDZOI-FCEWJHQRSA-N n-[5-[(2s,5r,6r)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-6-(2,6-difluoro-4-methoxyphenyl)-5-fluoropyridine-2-carboxamide Chemical compound FC1=CC(OC)=CC(F)=C1C1=NC(C(=O)NC2=C(N(C)N=C2)[C@H]2OC[C@H](F)[C@H](N)CC2)=CC=C1F JDGJVHTXRIDZOI-FCEWJHQRSA-N 0.000 claims 1
- VNEKRGIKAVDMQT-KCXAZCMYSA-N n-[5-[(2s,5r,6r)-5-amino-6-methoxyoxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3,6-trifluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C1C[C@@H](N)[C@@H](OC)CO[C@@H]1C(N(N=C1)C)=C1NC(=O)C1=CSC(C=2C(=C(F)C=CC=2F)F)=N1 VNEKRGIKAVDMQT-KCXAZCMYSA-N 0.000 claims 1
- LJNAHNRMZXPSTO-COXVUDFISA-N n-[5-[(2s,5r,6r)-5-amino-6-methoxyoxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C1C[C@@H](N)[C@@H](OC)CO[C@@H]1C(N(N=C1)C)=C1NC(=O)C1=CSC(C=2C(=CC=CC=2F)F)=N1 LJNAHNRMZXPSTO-COXVUDFISA-N 0.000 claims 1
- QJCFGVBELPPPLO-IOASZLSFSA-N n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3,5-trifluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(N=1)=CSC=1C1=CC(F)=CC(F)=C1F QJCFGVBELPPPLO-IOASZLSFSA-N 0.000 claims 1
- NPPJPSWJANUZGN-JMSVASOKSA-N n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3,6-trifluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(N=1)=CSC=1C1=C(F)C=CC(F)=C1F NPPJPSWJANUZGN-JMSVASOKSA-N 0.000 claims 1
- MRDDLCBBDJHAQI-IOASZLSFSA-N n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,3-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(N=1)=CSC=1C1=CC=CC(F)=C1F MRDDLCBBDJHAQI-IOASZLSFSA-N 0.000 claims 1
- WCGMEHSXDIGVLJ-CPUCHLNUSA-N n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,4-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(N=1)=CSC=1C1=CC=C(F)C=C1F WCGMEHSXDIGVLJ-CPUCHLNUSA-N 0.000 claims 1
- PIBVQGPNQNIACT-IOASZLSFSA-N n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(N=1)=CSC=1C1=C(F)C=CC=C1F PIBVQGPNQNIACT-IOASZLSFSA-N 0.000 claims 1
- BHVNVQZCRDWTBP-CPUCHLNUSA-N n-[5-[(2s,5r,6s)-5-amino-6-fluorooxepan-2-yl]-1-methylpyrazol-4-yl]-2-(2-fluorophenyl)-1,3-thiazole-4-carboxamide Chemical compound C=1([C@H]2OC[C@@H](F)[C@H](N)CC2)N(C)N=CC=1NC(=O)C(N=1)=CSC=1C1=CC=CC=C1F BHVNVQZCRDWTBP-CPUCHLNUSA-N 0.000 claims 1
- 125000004322 oxepan-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 108010083755 proto-oncogene proteins pim Proteins 0.000 claims 1
- 206010038038 rectal cancer Diseases 0.000 claims 1
- 201000001275 rectum cancer Diseases 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 201000000849 skin cancer Diseases 0.000 claims 1
- 208000000649 small cell carcinoma Diseases 0.000 claims 1
- 201000002314 small intestine cancer Diseases 0.000 claims 1
- 201000003120 testicular cancer Diseases 0.000 claims 1
- 201000006134 tongue cancer Diseases 0.000 claims 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261705791P | 2012-09-26 | 2012-09-26 | |
| US61/705,791 | 2012-09-26 | ||
| US201361864882P | 2013-08-12 | 2013-08-12 | |
| US61/864,882 | 2013-08-12 | ||
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