HRP20231533T1 - Kristalni oblici od (s)-1-(4-fluorofenil)-1-(2-(4-(6-(1-metil-1h-pirazol-4-il)pirolo[2,1-f][1,2,4 ]triazin-4-il)piperazinil)-pirimidin-5-il)etan-1-amina i postupci priprave - Google Patents
Kristalni oblici od (s)-1-(4-fluorofenil)-1-(2-(4-(6-(1-metil-1h-pirazol-4-il)pirolo[2,1-f][1,2,4 ]triazin-4-il)piperazinil)-pirimidin-5-il)etan-1-amina i postupci priprave Download PDFInfo
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- HRP20231533T1 HRP20231533T1 HRP20231533TT HRP20231533T HRP20231533T1 HR P20231533 T1 HRP20231533 T1 HR P20231533T1 HR P20231533T T HRP20231533T T HR P20231533TT HR P20231533 T HRP20231533 T HR P20231533T HR P20231533 T1 HRP20231533 T1 HR P20231533T1
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- crystalline form
- compound
- pharmaceutical preparation
- systemic mastocytosis
- mastocytosis
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- 238000000034 method Methods 0.000 title claims 6
- DWYRIWUZIJHQKQ-SANMLTNESA-N (1S)-1-(4-fluorophenyl)-1-[2-[4-[6-(1-methylpyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-yl]piperazin-1-yl]pyrimidin-5-yl]ethanamine Chemical compound Cn1cc(cn1)-c1cc2c(ncnn2c1)N1CCN(CC1)c1ncc(cn1)[C@@](C)(N)c1ccc(F)cc1 DWYRIWUZIJHQKQ-SANMLTNESA-N 0.000 title 1
- 201000008736 Systemic mastocytosis Diseases 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 12
- 239000000825 pharmaceutical preparation Substances 0.000 claims 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 4
- 201000009004 Indolent systemic mastocytosis Diseases 0.000 claims 4
- 238000000634 powder X-ray diffraction Methods 0.000 claims 4
- 239000000725 suspension Substances 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 208000006343 Cutaneous Mastocytosis Diseases 0.000 claims 2
- 206010051066 Gastrointestinal stromal tumour Diseases 0.000 claims 2
- 238000001816 cooling Methods 0.000 claims 2
- 201000011243 gastrointestinal stromal tumor Diseases 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 208000008585 mastocytosis Diseases 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- 208000031261 Acute myeloid leukaemia Diseases 0.000 claims 1
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 claims 1
- 102000001393 Platelet-Derived Growth Factor alpha Receptor Human genes 0.000 claims 1
- 108010068588 Platelet-Derived Growth Factor alpha Receptor Proteins 0.000 claims 1
- 208000032391 Smoldering systemic mastocytosis Diseases 0.000 claims 1
- 238000001938 differential scanning calorimetry curve Methods 0.000 claims 1
- 230000035772 mutation Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (16)
1. Kristalni Oblik A spoja (I):
[image]
karakteriziran difraktogramom rendgenskog praha koji ima signal na najmanje tri dvo-teta vrijednosti odabrane između 11.5 ± 0.2, 15.4 ± 0.2, 16.7 ± 0.2, 20.0 ± 0.2 i 21.6 ± 0.2; ili karakteriziran difraktogramom rendgenskog praha koji ima signal na najmanje sedam dvo-teta vrijednosti odabranih između 11.5 ± 0.2, 15.4 ± 0.2, 16.7 ± 0.2, 18.1 ± 0.2, 20.0 ± 0.2, 21.6 ± 0.2, 23.1 ± 0.2, 23.9 ± 0.2, 25.9 ± 0.2 i 30.7 ± 0.2.
2. Kristalnin Oblik A prema zahtjevu 1, karakteriziran difraktogramom rendgenskog praha koji ima signal na najmanje osam dvo-teta vrijednosti odabranih između 11.5 ± 0.2, 15.4 ± 0.2, 16.7 ± 0.2, 18.1 ± 0.2, 20.0 ± 0.2, 21.6 ± 0.2, 23.1 ± 0.2, 23.9 ± 0.2, 25.9 ± 0.2 i 30.7 ± 0.2.
3. Kristalni Oblik A prema zahtjevu 1, karakteriziran difraktogramom rendgenskog praha koji ima signal na dvo-teta vrijednosti od 11.5 ± 0.2, 15.4 ± 0.2, 16.7 ± 0.2, 18.1 ± 0.2, 200 ± 0.2, 21.6 ± 0.2, 23.1 ± 0.2, 23.9 ± 0.2, 25.9 ± 0.2 i 30.7 ± 0.2.
4. Kristalni Oblik A prema zahtjevu 1, karakteriziran difraktogramom rendgenskog praha koji ima signal na dvo-teta vrijednosti od 11.5 ± 0.2, 15.4 ± 0.2, 16.7 ± 0.2, 20.0 ± 0.2 i 21.6 ± 0.2.
5. Kristalni Oblik A prema bilo kojem od zahtjeva 1-4, karakteriziran DSC termogramom koji ima endotermni događaj sa signalom na temperaturi u rasponu od 194 °C do 195 °C ili početnoj temperaturi od 193 °C.
6. Kristalni Oblik A spoja (I) prema bilo kojem od zahtjeva 1-5, naznačen time, da je pripravljen postupkom koji sadrži:
otapanje spoja (I) u mješavini acetona i vode da se dobije suspenzija;
[image]
zagrijavanje suspenzije do temperature u rasponu od 40°C do 50°C da se dobije otopina; i
hlađenje otopine.
7. Postupak za pripremu kristalnog Oblika A spoja (I), naznačen time, da sadrži
otapanje spoja (I) u mješavini acetona i vode da se dobije suspenzija;
[image]
zagrijavanje suspenzije do temperature u rasponu od 40°C do 50°C da se dobije otopina; i
hlađenje otopine.
8. Farmaceutski pripravak, naznačen time, da sadrži:
najmanje jedan farmaceutski prihvatljiv ekscipijent; i
kristalni Oblik A spoja (I) prema bilo kojem od zahtjeva 1-6.
9. Kristalni Oblik A spoja (I) prema bilo kojem od zahtjeva 1-6 ili farmaceutski pripravak prema zahtjevu 8, naznačen time, da je za uporabu u postupku liječenja mastocitoze, navedeni postupak sadrži davanje pacijentu kojem je to potrebno terapeutski učinkovite količine navedenog kristalnog oblika A ili farmaceutskog pripravka.
10. Kristalni Oblik A ili farmaceutski pripravak za uporabu prema zahtjevu 9, naznačen time, da je mastocitoza odabrana između kožne mastocitoze (CM) i sistemske mastocitoze (SM).
11. Kristalni Oblik A ili farmaceutski pripravak za uporabu prema zahtjevu 10, naznačen time, da je sistemska mastocitoza odabrana između indolentne sistemske mastocitoze (ISM), tinjajuće sistemske mastocitoze (SSM), i uznapredovale sistemske mastocitoze (AdvSM).
12. Kristalni Oblik A ili farmaceutski pripravak za uporabu prema zahtjevu 11, naznačen time, da je sistemska mastocitoza uznapredovala sistemska mastocitoza (AdvSM), izborno gdje se kristalni oblik A spoja (I) daje jednom dnevno u terapeutski učinkovitoj količini od 200 mg.
13. Kristalni Oblik A ili farmaceutski pripravak za uporabu prema zahtjevu 11, naznačen time, da je sistemska mastocitoza indolentna sistemska mastocitoza (ISM), izborno gdje se kristalni oblik A spoja (I) daje jednom dnevno u terapeutski učinkovitoj količini od 25 mg.
14. Kristalni Oblik A spoja (I) prema bilo kojem od zahtjeva 1-6 ili farmaceutski pripravak prema zahtjevu 8, naznačen time, da je za uporabu u postupku liječenja gastrointestinalnog stromalnog tumora, dok navedeni postupak sadrži davanje pacijentu kojem je to potrebno terapeutski učinkovite količine navedenog kristalnog oblika A ili farmaceutskog pripravka, izborno gdje se kristalni oblik A spoja (I) daje jednom dnevno u terapeutski učinkovitoj količini od 300 mg.
15. Kristalni Oblik A ili farmaceutski pripravak za uporabu prema zahtjevu 14, naznačen time, da je gastrointestinalni stromalni tumor karakteriziran mutacijom egzona 18 u PDGFRα.
16. Kristalni Oblik A spoja (I) prema bilo kojem od zahtjeva 1-6 ili farmaceutski pripravak prema zahtjevu 8, naznačen time, da je za uporabu u postupku liječenja akutne mijeloične leukemije, gdje navedeni postupak sadrži davanje pacijentu kojem je to potrebno terapeutski učinkovite količine navedenog kristalnog oblika A ili farmaceutskog pripravka.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201962833527P | 2019-04-12 | 2019-04-12 | |
US201962844575P | 2019-05-07 | 2019-05-07 | |
US202062990269P | 2020-03-16 | 2020-03-16 | |
PCT/US2020/027724 WO2020210669A1 (en) | 2019-04-12 | 2020-04-10 | Crystalline forms of (s)-1-(4-fluorophenyl)-1-(2-(4-(6-(1-methyl-1h-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-yl)piperazinyl)-pyrimidin-5-yl)ethan-1-amine and methods of making |
EP20722936.0A EP3856341B1 (en) | 2019-04-12 | 2020-04-10 | Crystalline forms of (s)-1-(4-fluorophenyl)-1-(2-(4-(6-(1-methyl-1h-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-yl)piperazinyl)-pyrimidin-5-yl)ethan-1-amine and methods of making |
Publications (1)
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HRP20231533T1 true HRP20231533T1 (hr) | 2024-03-01 |
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HRP20231533TT HRP20231533T1 (hr) | 2019-04-12 | 2020-04-10 | Kristalni oblici od (s)-1-(4-fluorofenil)-1-(2-(4-(6-(1-metil-1h-pirazol-4-il)pirolo[2,1-f][1,2,4 ]triazin-4-il)piperazinil)-pirimidin-5-il)etan-1-amina i postupci priprave |
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US (3) | US20210147433A1 (hr) |
EP (2) | EP3856341B1 (hr) |
JP (1) | JP2022526438A (hr) |
CN (1) | CN113966334A (hr) |
CA (1) | CA3136707A1 (hr) |
DK (1) | DK3856341T3 (hr) |
ES (1) | ES2966512T3 (hr) |
FI (1) | FI3856341T3 (hr) |
HR (1) | HRP20231533T1 (hr) |
HU (1) | HUE064283T2 (hr) |
IL (1) | IL287148A (hr) |
LT (1) | LT3856341T (hr) |
MA (1) | MA53759A (hr) |
PL (1) | PL3856341T3 (hr) |
PT (1) | PT3856341T (hr) |
RS (1) | RS64881B1 (hr) |
SI (1) | SI3856341T1 (hr) |
TW (1) | TW202104232A (hr) |
WO (1) | WO2020210669A1 (hr) |
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DK3856341T3 (da) | 2019-04-12 | 2023-12-04 | Blueprint Medicines Corp | Krystallinske former af (s)-1-(4-fluorphenyl)-1-(2-(4-(6-(1-methyl-1h-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-yl)piperazinyl)-pyrimidin-5-yl)ethan-1-amin og fremgangsmåder til fremstilling deraf |
EP3997090A1 (en) | 2019-07-09 | 2022-05-18 | Sandoz AG | Crystalline forms of an orally available, selective kit and pdgfr kinase inhibitor |
GB201915447D0 (en) | 2019-10-24 | 2019-12-11 | Johnson Matthey Plc | Polymorphs of avapritinib and methods of preparing the polymorphs |
WO2021091846A1 (en) * | 2019-11-04 | 2021-05-14 | Blueprint Medicines Corporation | Treatment of mast cell diseases and eosinophilic disorders |
CN110938077B (zh) | 2019-12-25 | 2021-04-27 | 武汉九州钰民医药科技有限公司 | 合成Avapritinib的方法 |
CN110950872A (zh) | 2019-12-25 | 2020-04-03 | 武汉九州钰民医药科技有限公司 | 制备靶向抗癌药avapritinib的方法 |
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2020
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Also Published As
Publication number | Publication date |
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FI3856341T3 (fi) | 2023-11-30 |
US20230271971A1 (en) | 2023-08-31 |
PT3856341T (pt) | 2023-12-12 |
EP4302761A2 (en) | 2024-01-10 |
PL3856341T3 (pl) | 2024-03-04 |
TW202104232A (zh) | 2021-02-01 |
SI3856341T1 (sl) | 2024-02-29 |
EP3856341B1 (en) | 2023-09-06 |
CA3136707A1 (en) | 2020-10-15 |
US20230124801A1 (en) | 2023-04-20 |
HUE064283T2 (hu) | 2024-02-28 |
WO2020210669A1 (en) | 2020-10-15 |
EP4302761A3 (en) | 2024-03-27 |
MA53759A (fr) | 2021-08-04 |
ES2966512T3 (es) | 2024-04-22 |
IL287148A (en) | 2021-12-01 |
RS64881B1 (sr) | 2023-12-29 |
US11964980B2 (en) | 2024-04-23 |
JP2022526438A (ja) | 2022-05-24 |
CN113966334A (zh) | 2022-01-21 |
LT3856341T (lt) | 2023-12-27 |
US20210147433A1 (en) | 2021-05-20 |
EP3856341A1 (en) | 2021-08-04 |
DK3856341T3 (da) | 2023-12-04 |
US20240132510A1 (en) | 2024-04-25 |
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