ES2908572T3 - Formas cristalinas - Google Patents
Formas cristalinas Download PDFInfo
- Publication number
- ES2908572T3 ES2908572T3 ES17771436T ES17771436T ES2908572T3 ES 2908572 T3 ES2908572 T3 ES 2908572T3 ES 17771436 T ES17771436 T ES 17771436T ES 17771436 T ES17771436 T ES 17771436T ES 2908572 T3 ES2908572 T3 ES 2908572T3
- Authority
- ES
- Spain
- Prior art keywords
- crystalline form
- carbonyl
- piperazine
- amino
- methoxy
- 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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- 239000013078 crystal Substances 0.000 title description 4
- 238000000634 powder X-ray diffraction Methods 0.000 claims abstract description 49
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical group ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 58
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 41
- 239000008194 pharmaceutical composition Substances 0.000 claims description 28
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- 238000000034 method Methods 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 24
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 22
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- QLLJEAOUZRHJPL-HKUYNNGSSA-N 4-[(2R)-2-[[6-[(3S)-3-methoxypyrrolidin-1-yl]-2-phenylpyrimidine-4-carbonyl]amino]-3-phosphonopropanoyl]piperazine-1-carboxylic acid Chemical compound CO[C@@H]1CN(CC1)C1=CC(=NC(=N1)C1=CC=CC=C1)C(=O)N[C@H](C(=O)N1CCN(CC1)C(=O)O)CP(=O)(O)O QLLJEAOUZRHJPL-HKUYNNGSSA-N 0.000 claims description 8
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- GPOGKMPXBDGPJH-UHFFFAOYSA-N butan-2-yl acetate hydrochloride Chemical compound Cl.CCC(C)OC(C)=O GPOGKMPXBDGPJH-UHFFFAOYSA-N 0.000 claims description 4
- 238000002955 isolation Methods 0.000 claims description 4
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- PJUPKRYGDFTMTM-UHFFFAOYSA-N 1-hydroxybenzotriazole;hydrate Chemical compound O.C1=CC=C2N(O)N=NC2=C1 PJUPKRYGDFTMTM-UHFFFAOYSA-N 0.000 description 5
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- QGYHTJSIWLWSRN-LBPRGKRZSA-N 6-[(3s)-3-methoxypyrrolidin-1-yl]-2-phenylpyrimidine-4-carboxylic acid Chemical compound C1[C@@H](OC)CCN1C1=CC(C(O)=O)=NC(C=2C=CC=CC=2)=N1 QGYHTJSIWLWSRN-LBPRGKRZSA-N 0.000 description 3
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- NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 3
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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- SJSCDCIOCOARJQ-YDALLXLXSA-M sodium 6-[(3S)-3-methoxypyrrolidin-1-yl]-2-phenylpyrimidine-4-carboxylate Chemical compound CO[C@@H]1CN(CC1)C1=CC(=NC(=N1)C1=CC=CC=C1)C(=O)[O-].[Na+] SJSCDCIOCOARJQ-YDALLXLXSA-M 0.000 description 3
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- 235000017557 sodium bicarbonate Nutrition 0.000 description 3
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- KAOAJUCAKCSNSA-JTQLQIEISA-N 4-[(2R)-2-amino-3-diethoxyphosphorylpropanoyl]piperazine-1-carboxylic acid Chemical compound N[C@H](C(=O)N1CCN(CC1)C(=O)O)CP(=O)(OCC)OCC KAOAJUCAKCSNSA-JTQLQIEISA-N 0.000 description 2
- XTWYTFMLZFPYCI-KQYNXXCUSA-N 5'-adenylphosphoric acid Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O XTWYTFMLZFPYCI-KQYNXXCUSA-N 0.000 description 2
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- 239000002175 thienopyridine Substances 0.000 description 1
- 229940125670 thienopyridine Drugs 0.000 description 1
- OEKWJQXRCDYSHL-FNOIDJSQSA-N ticagrelor Chemical compound C1([C@@H]2C[C@H]2NC=2N=C(N=C3N([C@H]4[C@@H]([C@H](O)[C@@H](OCCO)C4)O)N=NC3=2)SCCC)=CC=C(F)C(F)=C1 OEKWJQXRCDYSHL-FNOIDJSQSA-N 0.000 description 1
- 229960002528 ticagrelor Drugs 0.000 description 1
- 229960005001 ticlopidine Drugs 0.000 description 1
- PHWBOXQYWZNQIN-UHFFFAOYSA-N ticlopidine Chemical compound ClC1=CC=CC=C1CN1CC(C=CS2)=C2CC1 PHWBOXQYWZNQIN-UHFFFAOYSA-N 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000759 toxicological effect Toxicity 0.000 description 1
- DTQVDTLACAAQTR-UHFFFAOYSA-N trifluoroacetic acid Substances OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 1
- 238000001195 ultra high performance liquid chromatography Methods 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65583—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Ophthalmology & Optometry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP2016072562 | 2016-09-22 | ||
| PCT/EP2017/073858 WO2018055016A1 (en) | 2016-09-22 | 2017-09-21 | Crystalline forms |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2908572T3 true ES2908572T3 (es) | 2022-05-03 |
Family
ID=59923448
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES17771436T Active ES2908572T3 (es) | 2016-09-22 | 2017-09-21 | Formas cristalinas |
Country Status (27)
| Country | Link |
|---|---|
| US (4) | US10730896B2 (enExample) |
| EP (2) | EP3981774A1 (enExample) |
| JP (1) | JP7097369B2 (enExample) |
| KR (1) | KR102552795B1 (enExample) |
| CN (1) | CN109715639B (enExample) |
| AU (1) | AU2017331930B2 (enExample) |
| CA (1) | CA3037794A1 (enExample) |
| CL (1) | CL2019000728A1 (enExample) |
| CY (1) | CY1125052T1 (enExample) |
| DK (1) | DK3515924T3 (enExample) |
| EA (1) | EA201990723A1 (enExample) |
| ES (1) | ES2908572T3 (enExample) |
| HR (1) | HRP20220234T1 (enExample) |
| HU (1) | HUE057772T2 (enExample) |
| IL (1) | IL265445B2 (enExample) |
| LT (1) | LT3515924T (enExample) |
| MA (1) | MA46266B1 (enExample) |
| MX (1) | MX381590B (enExample) |
| MY (1) | MY193080A (enExample) |
| PH (1) | PH12019500567B1 (enExample) |
| PL (1) | PL3515924T3 (enExample) |
| PT (1) | PT3515924T (enExample) |
| RS (1) | RS62946B1 (enExample) |
| SI (1) | SI3515924T1 (enExample) |
| TW (1) | TWI752086B (enExample) |
| UA (1) | UA124073C2 (enExample) |
| WO (1) | WO2018055016A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3981774A1 (en) | 2016-09-22 | 2022-04-13 | Idorsia Pharmaceuticals Ltd | Crystalline forms |
| EA201992123A1 (ru) | 2017-03-15 | 2020-02-25 | Идорсия Фармасьютиклз Лтд | Подкожное введение антагониста p2yрецептора |
| EP4181872B1 (en) | 2020-07-15 | 2025-11-26 | Viatris Asia Pacific Pte. Ltd. | Aqueous pharmaceutical composition comprising a p2y12 receptor antagonist |
| US20240317784A1 (en) | 2021-07-13 | 2024-09-26 | Viatris Asia Pacific Pte. Ltd. | Process for the synthesis of 4-((r)-2-{[6-((s)-3-methoxy-pyrrolidin-1-yl)-2-phenyl-pyrimidine-4-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5373586A (en) | 1976-12-09 | 1978-06-30 | Mitsubishi Chem Ind Ltd | New penicillin derivatives |
| CA2020437A1 (en) | 1989-07-05 | 1991-01-06 | Yoshihide Fuse | Cinnamamide derivative |
| EP1192132B1 (en) | 1999-06-14 | 2005-09-07 | Eli Lilly And Company | Serine protease inhibitors |
| US6861424B2 (en) | 2001-06-06 | 2005-03-01 | Schering Aktiengesellschaft | Platelet adenosine diphosphate receptor antagonists |
| EP1578423B1 (en) | 2002-12-11 | 2010-08-18 | Bayer Schering Pharma Aktiengesellschaft | 2-aminocarbonyl-quinoline compounds as platelet adenosine diphosphate receptor antagonists |
| MXPA05010760A (es) | 2003-04-09 | 2005-12-12 | Wyeth Corp | Derivados de acido 2-(8,9-dioxo-2,6-diazabiciclo[5.2.0]non-1(7)-en-2-il)alquil fosfonico y su uso como antagonistas de receptor de n-metil-d-aspartato (nmda). |
| TW200640877A (en) | 2005-04-28 | 2006-12-01 | Actelion Pharmaceuticals Ltd | Pyrimidine derivatives |
| JP5164847B2 (ja) | 2005-10-21 | 2013-03-21 | アクテリオン ファーマシューティカルズ リミテッド | 抗マラリア薬としての新規のピペラジン |
| AR063258A1 (es) | 2006-10-13 | 2009-01-14 | Actelion Pharmaceuticals Ltd | Derivados de 2-aminocarbonil-piridina, una composicion farmaceutica que los contiene y su uso en la preparacion de un medicamento para el tratamiento de trastornos vasculares oclusivos. |
| CL2007003038A1 (es) | 2006-10-25 | 2008-06-06 | Actelion Pharmaceuticals Ltd | Compuestos derivados de 2-fenil-6-aminocarbonil-pirimidina; composicion farmaceutica; y uso en el tratamiento de trastornos vasculares oclusivos. |
| JP4785881B2 (ja) | 2007-02-27 | 2011-10-05 | 大塚製薬株式会社 | 医薬 |
| MY153427A (en) | 2007-04-23 | 2015-02-13 | Sanofi Aventis | Quinoline-carboxamide derivatives as p2y12 antagonists |
| TWI361690B (en) | 2007-11-29 | 2012-04-11 | Actelion Pharmaceuticals Ltd | Phosphonic acid derivatives |
| WO2009080226A2 (en) | 2007-12-26 | 2009-07-02 | Sanofis-Aventis | Heterocyclic pyrazole-carboxamides as p2y12 antagonists |
| EP2238127B1 (en) | 2007-12-26 | 2012-08-15 | Sanofi | Pyrazole-carboxamide derivatives as p2y12 antagonists |
| AR071652A1 (es) | 2008-04-11 | 2010-07-07 | Actelion Pharmaceuticals Ltd | Derivados 2- fenil-piridina substituidos |
| AR071653A1 (es) | 2008-04-11 | 2010-07-07 | Actelion Pharmaceuticals Ltd | Derivados 2-fenil-4-ciclopropil-pirimidina |
| AU2010233378A1 (en) | 2009-04-08 | 2011-11-24 | Actelion Pharmaceuticals Ltd. | 6-(3-aza-bicyclo[3.1.0]hex-3-yl)-2-phenyl-pyrimidines as ADP receptor antagonists |
| WO2010122504A1 (en) | 2009-04-22 | 2010-10-28 | Actelion Pharmaceuticals Ltd | Thiazole derivatives and their use as p2y12 receptor antagonists |
| EP3981774A1 (en) | 2016-09-22 | 2022-04-13 | Idorsia Pharmaceuticals Ltd | Crystalline forms |
| EA201992123A1 (ru) | 2017-03-15 | 2020-02-25 | Идорсия Фармасьютиклз Лтд | Подкожное введение антагониста p2yрецептора |
| EP4181872B1 (en) | 2020-07-15 | 2025-11-26 | Viatris Asia Pacific Pte. Ltd. | Aqueous pharmaceutical composition comprising a p2y12 receptor antagonist |
-
2017
- 2017-09-21 EP EP21206477.8A patent/EP3981774A1/en not_active Withdrawn
- 2017-09-21 PT PT177714367T patent/PT3515924T/pt unknown
- 2017-09-21 ES ES17771436T patent/ES2908572T3/es active Active
- 2017-09-21 HR HRP20220234TT patent/HRP20220234T1/hr unknown
- 2017-09-21 HU HUE17771436A patent/HUE057772T2/hu unknown
- 2017-09-21 CA CA3037794A patent/CA3037794A1/en active Pending
- 2017-09-21 AU AU2017331930A patent/AU2017331930B2/en active Active
- 2017-09-21 SI SI201731102T patent/SI3515924T1/sl unknown
- 2017-09-21 PH PH1/2019/500567A patent/PH12019500567B1/en unknown
- 2017-09-21 RS RS20220163A patent/RS62946B1/sr unknown
- 2017-09-21 LT LTEPPCT/EP2017/073858T patent/LT3515924T/lt unknown
- 2017-09-21 JP JP2019536696A patent/JP7097369B2/ja active Active
- 2017-09-21 MA MA46266A patent/MA46266B1/fr unknown
- 2017-09-21 PL PL17771436T patent/PL3515924T3/pl unknown
- 2017-09-21 DK DK17771436.7T patent/DK3515924T3/da active
- 2017-09-21 IL IL265445A patent/IL265445B2/en unknown
- 2017-09-21 US US16/335,973 patent/US10730896B2/en active Active
- 2017-09-21 MY MYPI2019001474A patent/MY193080A/en unknown
- 2017-09-21 EP EP17771436.7A patent/EP3515924B1/en active Active
- 2017-09-21 EA EA201990723A patent/EA201990723A1/ru unknown
- 2017-09-21 UA UAA201903751A patent/UA124073C2/uk unknown
- 2017-09-21 WO PCT/EP2017/073858 patent/WO2018055016A1/en not_active Ceased
- 2017-09-21 CN CN201780057793.2A patent/CN109715639B/zh active Active
- 2017-09-21 KR KR1020197011330A patent/KR102552795B1/ko active Active
- 2017-09-21 MX MX2019003093A patent/MX381590B/es unknown
- 2017-09-21 TW TW106132387A patent/TWI752086B/zh active
-
2019
- 2019-03-21 CL CL2019000728A patent/CL2019000728A1/es unknown
-
2020
- 2020-07-24 US US16/938,730 patent/US11365209B2/en active Active
-
2022
- 2022-03-09 CY CY20221100195T patent/CY1125052T1/el unknown
- 2022-05-10 US US17/741,427 patent/US12227532B2/en active Active
-
2025
- 2025-01-17 US US19/028,423 patent/US20250163086A1/en active Pending
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