JP2014516992A5 - - Google Patents
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- JP2014516992A5 JP2014516992A5 JP2014513788A JP2014513788A JP2014516992A5 JP 2014516992 A5 JP2014516992 A5 JP 2014516992A5 JP 2014513788 A JP2014513788 A JP 2014513788A JP 2014513788 A JP2014513788 A JP 2014513788A JP 2014516992 A5 JP2014516992 A5 JP 2014516992A5
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- JP
- Japan
- Prior art keywords
- alkyl
- group
- cycloalkyl
- itself
- optionally
- 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.)
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- 125000000217 alkyl group Chemical group 0.000 claims description 398
- 125000001424 substituent group Chemical group 0.000 claims description 280
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 256
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 194
- 125000005843 halogen group Chemical group 0.000 claims description 187
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 180
- -1 hydroxy, carbonyloxy Chemical group 0.000 claims description 161
- 125000005842 heteroatom Chemical group 0.000 claims description 146
- 125000003118 aryl group Chemical group 0.000 claims description 140
- 229910052739 hydrogen Inorganic materials 0.000 claims description 133
- 239000001257 hydrogen Substances 0.000 claims description 133
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 132
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 99
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 98
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 71
- 125000004104 aryloxy group Chemical group 0.000 claims description 63
- 125000003282 alkyl amino group Chemical group 0.000 claims description 60
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 claims description 55
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 54
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 53
- 150000001602 bicycloalkyls Chemical group 0.000 claims description 41
- 125000001072 heteroaryl group Chemical group 0.000 claims description 41
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 41
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 33
- SCVJRXQHFJXZFZ-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione Chemical compound C1=2NC(N)=NC(=S)C=2N=CN1[C@H]1C[C@H](O)[C@@H](CO)O1 SCVJRXQHFJXZFZ-KVQBGUIXSA-N 0.000 claims description 32
- 239000002829 mitogen activated protein kinase inhibitor Substances 0.000 claims description 31
- 229940124647 MEK inhibitor Drugs 0.000 claims description 30
- 102000004000 Aurora Kinase A Human genes 0.000 claims description 27
- 108090000461 Aurora Kinase A Proteins 0.000 claims description 27
- 229940124639 Selective inhibitor Drugs 0.000 claims description 27
- 150000002431 hydrogen Chemical class 0.000 claims description 23
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 23
- 125000003545 alkoxy group Chemical group 0.000 claims description 20
- 150000003839 salts Chemical class 0.000 claims description 18
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 17
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 claims description 17
- 229940124530 sulfonamide Drugs 0.000 claims description 14
- 150000003456 sulfonamides Chemical class 0.000 claims description 14
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 206010028980 Neoplasm Diseases 0.000 claims description 7
- 201000011510 cancer Diseases 0.000 claims description 7
- 125000004502 1,2,3-oxadiazolyl group Chemical group 0.000 claims description 6
- 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 claims description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 6
- 208000035475 disorder Diseases 0.000 claims description 6
- 125000002541 furyl group Chemical group 0.000 claims description 6
- 125000002883 imidazolyl group Chemical group 0.000 claims description 6
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 6
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 6
- 125000002971 oxazolyl group Chemical group 0.000 claims description 6
- 230000002062 proliferating effect Effects 0.000 claims description 6
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 6
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 6
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 125000001422 pyrrolinyl group Chemical group 0.000 claims description 6
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 6
- 125000000335 thiazolyl group Chemical group 0.000 claims description 6
- 125000001425 triazolyl group Chemical group 0.000 claims description 6
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 5
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 5
- 125000005940 1,4-dioxanyl group Chemical group 0.000 claims description 3
- ZLHFILGSQDJULK-UHFFFAOYSA-N 4-[[9-chloro-7-(2-fluoro-6-methoxyphenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino]-2-methoxybenzoic acid Chemical compound C1=C(C(O)=O)C(OC)=CC(NC=2N=C3C4=CC=C(Cl)C=C4C(=NCC3=CN=2)C=2C(=CC=CC=2F)OC)=C1 ZLHFILGSQDJULK-UHFFFAOYSA-N 0.000 claims description 3
- 206010009944 Colon cancer Diseases 0.000 claims description 3
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 206010041067 Small cell lung cancer Diseases 0.000 claims description 3
- 208000000102 Squamous Cell Carcinoma of Head and Neck Diseases 0.000 claims description 3
- 208000005718 Stomach Neoplasms Diseases 0.000 claims description 3
- 206010017758 gastric cancer Diseases 0.000 claims description 3
- 201000000459 head and neck squamous cell carcinoma Diseases 0.000 claims description 3
- 201000001441 melanoma Diseases 0.000 claims description 3
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 3
- 125000005936 piperidyl group Chemical group 0.000 claims description 3
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 3
- 208000000587 small cell lung carcinoma Diseases 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 201000011549 stomach cancer Diseases 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 2
- CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical group C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 claims description 2
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 12
- 125000004429 atom Chemical group 0.000 claims 11
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 8
- 239000002552 dosage form Substances 0.000 claims 4
- 150000001408 amides Chemical class 0.000 claims 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 2
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 1
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims 1
- 125000006448 cycloalkyl cycloalkyl group Chemical group 0.000 claims 1
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 description 16
- 125000000623 heterocyclic group Chemical group 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 5
- 125000001475 halogen functional group Chemical group 0.000 description 5
- 125000003107 substituted aryl group Chemical group 0.000 description 5
- 125000002723 alicyclic group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 description 1
- RCLQNICOARASSR-SECBINFHSA-N 3-[(2r)-2,3-dihydroxypropyl]-6-fluoro-5-(2-fluoro-4-iodoanilino)-8-methylpyrido[2,3-d]pyrimidine-4,7-dione Chemical compound FC=1C(=O)N(C)C=2N=CN(C[C@@H](O)CO)C(=O)C=2C=1NC1=CC=C(I)C=C1F RCLQNICOARASSR-SECBINFHSA-N 0.000 description 1
- 238000002648 combination therapy Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000011269 treatment regimen Methods 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161493217P | 2011-06-03 | 2011-06-03 | |
| US61/493,217 | 2011-06-03 | ||
| US201261613207P | 2012-03-20 | 2012-03-20 | |
| US61/613,207 | 2012-03-20 | ||
| PCT/US2012/040733 WO2012167247A1 (en) | 2011-06-03 | 2012-06-04 | Combination of mek inhibitors and selective inhibitors of aurora a kinase |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017130266A Division JP2017178969A (ja) | 2011-06-03 | 2017-07-03 | Ｍｅｋ阻害剤およびオーロラａキナーゼの選択的阻害剤の組み合わせ |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014516992A JP2014516992A (ja) | 2014-07-17 |
| JP2014516992A5 true JP2014516992A5 (OSRAM) | 2015-07-23 |
| JP6263468B2 JP6263468B2 (ja) | 2018-01-17 |
Family
ID=47259953
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014513788A Active JP6263468B2 (ja) | 2011-06-03 | 2012-06-04 | Ｍｅｋ阻害剤およびオーロラａキナーゼの選択的阻害剤の組み合わせ |
| JP2017130266A Pending JP2017178969A (ja) | 2011-06-03 | 2017-07-03 | Ｍｅｋ阻害剤およびオーロラａキナーゼの選択的阻害剤の組み合わせ |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017130266A Pending JP2017178969A (ja) | 2011-06-03 | 2017-07-03 | Ｍｅｋ阻害剤およびオーロラａキナーゼの選択的阻害剤の組み合わせ |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US9629850B2 (OSRAM) |
| EP (1) | EP2713727B1 (OSRAM) |
| JP (2) | JP6263468B2 (OSRAM) |
| CN (1) | CN103957709A (OSRAM) |
| AR (1) | AR086656A1 (OSRAM) |
| CA (1) | CA2837724C (OSRAM) |
| TW (1) | TW201316991A (OSRAM) |
| UY (1) | UY34114A (OSRAM) |
| WO (1) | WO2012167247A1 (OSRAM) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012088266A2 (en) | 2010-12-22 | 2012-06-28 | Incyte Corporation | Substituted imidazopyridazines and benzimidazoles as inhibitors of fgfr3 |
| SI2861595T1 (sl) | 2012-06-13 | 2017-04-26 | Incyte Holdings Corporation | Substituirane triciklične spojine kot inhibitorji fgfr |
| US9388185B2 (en) | 2012-08-10 | 2016-07-12 | Incyte Holdings Corporation | Substituted pyrrolo[2,3-b]pyrazines as FGFR inhibitors |
| US9266892B2 (en) | 2012-12-19 | 2016-02-23 | Incyte Holdings Corporation | Fused pyrazoles as FGFR inhibitors |
| LT2986610T (lt) | 2013-04-19 | 2018-04-10 | Incyte Holdings Corporation | Bicikliniai heterociklai, kaip fgfr inhibitoriai |
| CN103408552B (zh) * | 2013-07-25 | 2015-07-01 | 苏州明锐医药科技有限公司 | 阿立塞替的制备方法 |
| CN103408551B (zh) * | 2013-07-25 | 2015-08-05 | 苏州明锐医药科技有限公司 | 阿立塞替的制备方法 |
| US10851105B2 (en) | 2014-10-22 | 2020-12-01 | Incyte Corporation | Bicyclic heterocycles as FGFR4 inhibitors |
| MA41551A (fr) | 2015-02-20 | 2017-12-26 | Incyte Corp | Hétérocycles bicycliques utilisés en tant qu'inhibiteurs de fgfr4 |
| WO2016134294A1 (en) | 2015-02-20 | 2016-08-25 | Incyte Corporation | Bicyclic heterocycles as fgfr4 inhibitors |
| SG10201913036RA (en) | 2015-02-20 | 2020-02-27 | Incyte Corp | Bicyclic heterocycles as fgfr inhibitors |
| JP2018524292A (ja) | 2015-07-21 | 2018-08-30 | ミレニアム ファーマシューティカルズ， インコーポレイテッドＭｉｌｌｅｎｎｉｕｍ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ， Ｉｎｃ． | オーロラキナーゼインヒビターと化学療法剤の投与 |
| AR111960A1 (es) | 2017-05-26 | 2019-09-04 | Incyte Corp | Formas cristalinas de un inhibidor de fgfr y procesos para su preparación |
| KR20210018264A (ko) | 2018-05-04 | 2021-02-17 | 인사이트 코포레이션 | Fgfr 억제제의 염 |
| PL3788047T3 (pl) | 2018-05-04 | 2025-04-14 | Incyte Corporation | Stałe postacie inhibitora fgfr i sposoby ich otrzymywania |
| JP7253181B2 (ja) * | 2018-12-21 | 2023-04-06 | 株式会社Ｎｔｔドコモ | 情報処理装置、情報処理方法及びプログラム |
| WO2020185532A1 (en) | 2019-03-08 | 2020-09-17 | Incyte Corporation | Methods of treating cancer with an fgfr inhibitor |
| US11591329B2 (en) | 2019-07-09 | 2023-02-28 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| WO2021067374A1 (en) | 2019-10-01 | 2021-04-08 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| CR20220169A (es) | 2019-10-14 | 2022-10-27 | Incyte Corp | Heterociclos bicíclicos como inhibidores de fgfr |
| US11566028B2 (en) | 2019-10-16 | 2023-01-31 | Incyte Corporation | Bicyclic heterocycles as FGFR inhibitors |
| JP7720840B2 (ja) | 2019-12-04 | 2025-08-08 | インサイト・コーポレイション | Ｆｇｆｒ阻害剤としての三環式複素環 |
| AU2020395185A1 (en) | 2019-12-04 | 2022-06-02 | Incyte Corporation | Derivatives of an FGFR inhibitor |
| WO2021146424A1 (en) | 2020-01-15 | 2021-07-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| EP4115907A4 (en) * | 2020-02-27 | 2024-07-03 | National University Corporation Hokkaido University | METHODS OF SCREENING ANTI-CANCER AGENTS AND COMBINATION MEDICINAL AGENTS OF KINASE INHIBITORS FOR THE TREATMENT OF PANCREAS CANCER |
| TW202304459A (zh) | 2021-04-12 | 2023-02-01 | 美商英塞特公司 | 包含ｆｇｆｒ抑制劑及ｎｅｃｔｉｎ－４靶向劑之組合療法 |
| EP4352060A1 (en) | 2021-06-09 | 2024-04-17 | Incyte Corporation | Tricyclic heterocycles as fgfr inhibitors |
| US11939331B2 (en) | 2021-06-09 | 2024-03-26 | Incyte Corporation | Tricyclic heterocycles as FGFR inhibitors |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE602005003951T4 (de) | 2004-05-14 | 2012-10-11 | Millennium Pharmaceuticals, Inc. | Verbindungen und verfahren zur inhibierung der mitotischen progression durch hemmung von aurorakinase |
| SI1905773T1 (sl) * | 2004-05-14 | 2013-01-31 | Millennium Pharmaceuticals, Inc. | Spojine in postopki za inhibiranje mitotične progresije z inhibiranjem aurora kinaze |
| US8624027B2 (en) | 2005-05-12 | 2014-01-07 | Abbvie Inc. | Combination therapy for treating cancer and diagnostic assays for use therein |
| JP2010500352A (ja) | 2006-08-09 | 2010-01-07 | ミレニアム・ファーマシューティカルズ・インコーポレイテッド | 有糸分裂の進行を阻止するためのピリドベンゾアゼピン化合物および方法 |
| CL2007003244A1 (es) | 2006-11-16 | 2008-04-04 | Millennium Pharm Inc | Compuestos derivados de pirimido[5,4-d][2]benzazepina; composicion farmaceutica que comprende a dicho compuesto; y uso del compuesto para el tratamiento del cancer. |
| JO2985B1 (ar) * | 2006-12-20 | 2016-09-05 | Takeda Pharmaceuticals Co | مثبطات كينازmapk/erk |
| US20100004247A1 (en) | 2007-12-12 | 2010-01-07 | Astrazeneca Ab | Combination comprising a mek inhibitor and an aurora kinase inhibitor 188 |
| WO2009114703A2 (en) * | 2008-03-12 | 2009-09-17 | Fox Chase Cancer Center | Combination therapy for the treatment of cancer |
| EP2358679A2 (en) | 2008-11-18 | 2011-08-24 | Takeda Pharmaceutical Company Limited | Process for making (r) - 3-(2,3-dihydroxypropyl)-6-fluoro-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido [2,3-d] pyrimidine-4,7 (3h,8h)-dione and intermediates thereof |
| JO3635B1 (ar) | 2009-05-18 | 2020-08-27 | Millennium Pharm Inc | مركبات صيدلانية صلبة وطرق لانتاجها |
| JO3434B1 (ar) | 2009-07-31 | 2019-10-20 | Millennium Pharm Inc | مركبات صيدلانية لمعالجة السرطان وامراض واضطرابات اخري |
| CN104031049A (zh) | 2010-02-19 | 2014-09-10 | 米伦纽姆医药公司 | 极光激酶抑制剂的结晶形式 |
-
2012
- 2012-06-01 AR ARP120101958A patent/AR086656A1/es not_active Application Discontinuation
- 2012-06-01 TW TW101119852A patent/TW201316991A/zh unknown
- 2012-06-01 UY UY0001034114A patent/UY34114A/es not_active Application Discontinuation
- 2012-06-04 JP JP2014513788A patent/JP6263468B2/ja active Active
- 2012-06-04 US US14/122,779 patent/US9629850B2/en active Active
- 2012-06-04 EP EP12793812.4A patent/EP2713727B1/en active Active
- 2012-06-04 CA CA2837724A patent/CA2837724C/en active Active
- 2012-06-04 WO PCT/US2012/040733 patent/WO2012167247A1/en not_active Ceased
- 2012-06-04 CN CN201280036936.9A patent/CN103957709A/zh active Pending
-
2017
- 2017-07-03 JP JP2017130266A patent/JP2017178969A/ja active Pending
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