JP2016537326A5 - - Google Patents
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- Publication number
- JP2016537326A5 JP2016537326A5 JP2016524077A JP2016524077A JP2016537326A5 JP 2016537326 A5 JP2016537326 A5 JP 2016537326A5 JP 2016524077 A JP2016524077 A JP 2016524077A JP 2016524077 A JP2016524077 A JP 2016524077A JP 2016537326 A5 JP2016537326 A5 JP 2016537326A5
- Authority
- JP
- Japan
- Prior art keywords
- weight
- fumarate
- crystalline form
- single crystalline
- cancer
- 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
Links
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical class OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 43
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 39
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 23
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 15
- 206010028980 Neoplasm Diseases 0.000 claims description 10
- 201000011510 cancer Diseases 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 10
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 10
- 230000007704 transition Effects 0.000 claims description 10
- 150000002688 maleic acid derivatives Chemical class 0.000 claims description 7
- 206010006187 Breast cancer Diseases 0.000 claims description 6
- 208000026310 Breast neoplasm Diseases 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- 206010009944 Colon cancer Diseases 0.000 claims description 4
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 4
- 206010039491 Sarcoma Diseases 0.000 claims description 4
- 208000029742 colonic neoplasm Diseases 0.000 claims description 4
- 201000005202 lung cancer Diseases 0.000 claims description 4
- 208000020816 lung neoplasm Diseases 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 3
- 206010008342 Cervix carcinoma Diseases 0.000 claims description 2
- 201000008808 Fibrosarcoma Diseases 0.000 claims description 2
- 206010053717 Fibrous histiocytoma Diseases 0.000 claims description 2
- 208000021309 Germ cell tumor Diseases 0.000 claims description 2
- 208000032612 Glial tumor Diseases 0.000 claims description 2
- 201000010915 Glioblastoma multiforme Diseases 0.000 claims description 2
- 206010018338 Glioma Diseases 0.000 claims description 2
- 206010025323 Lymphomas Diseases 0.000 claims description 2
- 208000034176 Neoplasms, Germ Cell and Embryonal Diseases 0.000 claims description 2
- 206010029260 Neuroblastoma Diseases 0.000 claims description 2
- 206010031096 Oropharyngeal cancer Diseases 0.000 claims description 2
- 206010057444 Oropharyngeal neoplasm Diseases 0.000 claims description 2
- 206010033128 Ovarian cancer Diseases 0.000 claims description 2
- 206010061535 Ovarian neoplasm Diseases 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- 206010060862 Prostate cancer Diseases 0.000 claims description 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 2
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims description 2
- 208000001119 benign fibrous histiocytoma Diseases 0.000 claims description 2
- 210000004027 cell Anatomy 0.000 claims description 2
- 201000010881 cervical cancer Diseases 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 230000002496 gastric effect Effects 0.000 claims description 2
- 208000005017 glioblastoma Diseases 0.000 claims description 2
- 201000010536 head and neck cancer Diseases 0.000 claims description 2
- 208000014829 head and neck neoplasm Diseases 0.000 claims description 2
- 208000032839 leukemia Diseases 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- 201000001441 melanoma Diseases 0.000 claims description 2
- 201000006958 oropharynx cancer Diseases 0.000 claims description 2
- 201000008968 osteosarcoma Diseases 0.000 claims description 2
- 206010042863 synovial sarcoma Diseases 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 description 4
- 101000582914 Homo sapiens Serine/threonine-protein kinase PLK4 Proteins 0.000 description 2
- 102100030267 Serine/threonine-protein kinase PLK4 Human genes 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361892564P | 2013-10-18 | 2013-10-18 | |
| US61/892,564 | 2013-10-18 | ||
| PCT/CA2014/051001 WO2015054793A1 (en) | 2013-10-18 | 2014-10-17 | Salt and crystal forms of plk-4 inhibitor |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016537326A JP2016537326A (ja) | 2016-12-01 |
| JP2016537326A5 true JP2016537326A5 (enExample) | 2017-12-21 |
| JP6492072B2 JP6492072B2 (ja) | 2019-03-27 |
Family
ID=52827507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016524077A Active JP6492072B2 (ja) | 2013-10-18 | 2014-10-17 | Plk4阻害剤の塩および結晶形態 |
Country Status (27)
| Country | Link |
|---|---|
| US (5) | US9884855B2 (enExample) |
| EP (1) | EP3057965B1 (enExample) |
| JP (1) | JP6492072B2 (enExample) |
| KR (3) | KR20160070106A (enExample) |
| CN (2) | CN113248486A (enExample) |
| AU (1) | AU2014336929B9 (enExample) |
| CA (1) | CA2926845C (enExample) |
| CY (1) | CY1121484T1 (enExample) |
| DK (1) | DK3057965T3 (enExample) |
| EA (1) | EA031569B1 (enExample) |
| ES (1) | ES2718603T3 (enExample) |
| HR (1) | HRP20190564T1 (enExample) |
| HU (1) | HUE043194T2 (enExample) |
| IL (1) | IL245038B (enExample) |
| LT (1) | LT3057965T (enExample) |
| ME (1) | ME03377B (enExample) |
| MX (1) | MX359069B (enExample) |
| NZ (1) | NZ718744A (enExample) |
| PL (1) | PL3057965T3 (enExample) |
| PT (1) | PT3057965T (enExample) |
| RS (1) | RS58413B1 (enExample) |
| SG (1) | SG11201602783SA (enExample) |
| SI (1) | SI3057965T1 (enExample) |
| SM (1) | SMT201900124T1 (enExample) |
| TR (1) | TR201902875T4 (enExample) |
| TW (1) | TWI659952B (enExample) |
| WO (1) | WO2015054793A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8481525B2 (en) | 2009-04-06 | 2013-07-09 | University Of Health Network | Kinase inhibitors and method of treating cancer with same |
| EA023173B1 (ru) | 2010-04-06 | 2016-04-29 | Юниверсити Хелс Нетворк | Ингибиторы киназы и способ лечения злокачественной опухоли с их помощью |
| KR20160070106A (ko) | 2013-10-18 | 2016-06-17 | 유니버시티 헬스 네트워크 | Plk-4 억제제의 염 및 결정체들 |
| AU2018328773B2 (en) | 2017-09-08 | 2023-11-16 | University Health Network | Combination therapies for inhibition of Polo-like Kinase 4 |
| SG11202111003UA (en) | 2019-04-24 | 2021-11-29 | Univ Health Network | Crystal form s4 of the plk4 inhibitor (1r,2s)-(e)-2-(3-(4-((cis-2,6-dimethylmorpholino)methyl)styryl)- 1 h-imidazol-6- yl)-5'-methoxyspiro[cyclopropane-1,3'-indolin]-2'-one fumarate |
| KR20220124177A (ko) * | 2019-12-06 | 2022-09-13 | 유니버시티 헬스 네트워크 | 급성 골수성 백혈병 또는 골수형성이상증후군의 치료방법 |
| CN117794529B (zh) | 2021-05-11 | 2025-02-11 | 欧瑞克制药公司 | Polo样激酶4抑制剂 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2483323A (en) * | 1945-08-01 | 1949-09-27 | Kay Fries Chemicals Inc | Method of preparing phenyl ethyl alcohol |
| WO2004037247A1 (en) | 2002-10-21 | 2004-05-06 | Irm Llc | Oxindoles with anti-hiv activity |
| DE102005005395A1 (de) * | 2005-02-03 | 2006-08-10 | Schering Aktiengesellschaft | Thiazolidinone, deren Herstellung und Verwendung als Arzneimittel |
| GB0606234D0 (en) * | 2006-03-29 | 2006-05-10 | Pliva Istrazivanje I Razvoj D | Pharmaceutically acceptable salts and polymorphic forms |
| EP2148740A4 (en) * | 2007-03-23 | 2012-10-31 | Agency Science Tech & Res | Palladium catalysts |
| CN103122001A (zh) * | 2007-09-25 | 2013-05-29 | 武田药品工业株式会社 | Polo样激酶抑制剂 |
| JP2011506494A (ja) * | 2007-12-21 | 2011-03-03 | ユニバーシティ・ヘルス・ネットワーク | 癌の治療に有用なキナーゼ阻害剤としてのインダゾリル、ベンズイミダゾリル、ベンゾトリアゾリル置換インドルモン誘導体 |
| US8481525B2 (en) | 2009-04-06 | 2013-07-09 | University Of Health Network | Kinase inhibitors and method of treating cancer with same |
| US8586598B2 (en) * | 2009-04-29 | 2013-11-19 | Nerviano Medical Sciences S.R.L. | CDK inhibitor salts |
| EA023173B1 (ru) | 2010-04-06 | 2016-04-29 | Юниверсити Хелс Нетворк | Ингибиторы киназы и способ лечения злокачественной опухоли с их помощью |
| US8933070B2 (en) | 2010-07-02 | 2015-01-13 | University Health Network | Methods of targeting PTEN mutant diseases and compositions therefor |
| WO2012048411A1 (en) * | 2010-10-13 | 2012-04-19 | University Health Network | Plk-4 inhibitors and method of treating cancer with same |
| EA024026B1 (ru) * | 2010-11-25 | 2016-08-31 | Рациофарм Гмбх | Новые соли и полиморфные формы афатиниба |
| WO2013053051A1 (en) | 2011-10-12 | 2013-04-18 | University Health Network | Indazole compounds as kinase inhibitors and method of treating cancer with same |
| KR20160070106A (ko) | 2013-10-18 | 2016-06-17 | 유니버시티 헬스 네트워크 | Plk-4 억제제의 염 및 결정체들 |
| EP3057593B1 (en) | 2013-10-18 | 2021-12-08 | University Health Network | Treatment for pancreatic cancer |
-
2014
- 2014-10-17 KR KR1020167012155A patent/KR20160070106A/ko not_active Ceased
- 2014-10-17 CA CA2926845A patent/CA2926845C/en active Active
- 2014-10-17 EP EP14854037.0A patent/EP3057965B1/en active Active
- 2014-10-17 DK DK14854037.0T patent/DK3057965T3/en active
- 2014-10-17 EA EA201690755A patent/EA031569B1/ru not_active IP Right Cessation
- 2014-10-17 TR TR2019/02875T patent/TR201902875T4/tr unknown
- 2014-10-17 JP JP2016524077A patent/JP6492072B2/ja active Active
- 2014-10-17 NZ NZ718744A patent/NZ718744A/en unknown
- 2014-10-17 CN CN202110510808.4A patent/CN113248486A/zh active Pending
- 2014-10-17 SI SI201431110T patent/SI3057965T1/sl unknown
- 2014-10-17 KR KR1020217036751A patent/KR102395737B1/ko active Active
- 2014-10-17 KR KR1020227015022A patent/KR20220063299A/ko not_active Ceased
- 2014-10-17 HR HRP20190564TT patent/HRP20190564T1/hr unknown
- 2014-10-17 CN CN201480064037.9A patent/CN105764899B/zh active Active
- 2014-10-17 PL PL14854037T patent/PL3057965T3/pl unknown
- 2014-10-17 ES ES14854037T patent/ES2718603T3/es active Active
- 2014-10-17 SG SG11201602783SA patent/SG11201602783SA/en unknown
- 2014-10-17 LT LTEP14854037.0T patent/LT3057965T/lt unknown
- 2014-10-17 US US15/029,373 patent/US9884855B2/en active Active
- 2014-10-17 AU AU2014336929A patent/AU2014336929B9/en active Active
- 2014-10-17 RS RS20190269A patent/RS58413B1/sr unknown
- 2014-10-17 MX MX2016004963A patent/MX359069B/es active IP Right Grant
- 2014-10-17 PT PT14854037T patent/PT3057965T/pt unknown
- 2014-10-17 WO PCT/CA2014/051001 patent/WO2015054793A1/en not_active Ceased
- 2014-10-17 HU HUE14854037A patent/HUE043194T2/hu unknown
- 2014-10-17 ME MEP-2019-97A patent/ME03377B/me unknown
- 2014-10-17 SM SM20190124T patent/SMT201900124T1/it unknown
- 2014-10-17 TW TW103135953A patent/TWI659952B/zh active
-
2016
- 2016-04-11 IL IL24503816A patent/IL245038B/en active IP Right Grant
-
2018
- 2018-02-01 US US15/886,104 patent/US10392374B2/en active Active
-
2019
- 2019-03-22 CY CY20191100336T patent/CY1121484T1/el unknown
- 2019-04-19 US US16/389,119 patent/US10472353B2/en active Active
- 2019-11-06 US US16/675,609 patent/US10919886B2/en active Active
-
2021
- 2021-02-10 US US17/172,511 patent/US11667627B2/en active Active
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