JP2008543899A5 - - Google Patents
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- Publication number
- JP2008543899A5 JP2008543899A5 JP2008517414A JP2008517414A JP2008543899A5 JP 2008543899 A5 JP2008543899 A5 JP 2008543899A5 JP 2008517414 A JP2008517414 A JP 2008517414A JP 2008517414 A JP2008517414 A JP 2008517414A JP 2008543899 A5 JP2008543899 A5 JP 2008543899A5
- Authority
- JP
- Japan
- Prior art keywords
- calcium
- rosuvastatin
- salt
- water
- process according
- 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
- 238000000034 method Methods 0.000 claims 20
- LALFOYNTGMUKGG-BGRFNVSISA-L rosuvastatin calcium Chemical compound [Ca+2].CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O.CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O LALFOYNTGMUKGG-BGRFNVSISA-L 0.000 claims 14
- 229960004796 rosuvastatin calcium Drugs 0.000 claims 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 10
- BPRHUIZQVSMCRT-VEUZHWNKSA-N rosuvastatin Chemical compound CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(O)=O BPRHUIZQVSMCRT-VEUZHWNKSA-N 0.000 claims 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 8
- 229960000672 rosuvastatin Drugs 0.000 claims 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 6
- 239000002253 acid Substances 0.000 claims 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 5
- 239000011575 calcium Substances 0.000 claims 5
- 229910052791 calcium Inorganic materials 0.000 claims 5
- 125000006724 (C1-C5) alkyl ester group Chemical group 0.000 claims 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 4
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 claims 4
- 159000000007 calcium salts Chemical class 0.000 claims 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical group CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims 2
- 239000001639 calcium acetate Substances 0.000 claims 2
- 229960005147 calcium acetate Drugs 0.000 claims 2
- 235000011092 calcium acetate Nutrition 0.000 claims 2
- 239000001110 calcium chloride Substances 0.000 claims 2
- 229910001628 calcium chloride Inorganic materials 0.000 claims 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims 2
- 239000000920 calcium hydroxide Substances 0.000 claims 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims 2
- GFQBEGBGISQEDF-UHFFFAOYSA-L calcium;2,2-dimethylpropanoate Chemical compound [Ca+2].CC(C)(C)C([O-])=O.CC(C)(C)C([O-])=O GFQBEGBGISQEDF-UHFFFAOYSA-L 0.000 claims 2
- LTPCXXMGKDQPAO-UHFFFAOYSA-L calcium;2-ethylhexanoate Chemical compound [Ca+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O LTPCXXMGKDQPAO-UHFFFAOYSA-L 0.000 claims 2
- HRBZRZSCMANEHQ-UHFFFAOYSA-L calcium;hexadecanoate Chemical compound [Ca+2].CCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCC([O-])=O HRBZRZSCMANEHQ-UHFFFAOYSA-L 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 150000004682 monohydrates Chemical class 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 1
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 claims 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 claims 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 239000012266 salt solution Substances 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SIP200500187 | 2005-06-24 | ||
| SI200500187 | 2005-06-24 | ||
| PCT/EP2006/006008 WO2006136408A2 (en) | 2005-06-24 | 2006-06-22 | Process for preparing pure amorphous rosuvastatin calcium |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008543899A JP2008543899A (ja) | 2008-12-04 |
| JP2008543899A5 true JP2008543899A5 (https=) | 2009-04-30 |
| JP5416403B2 JP5416403B2 (ja) | 2014-02-12 |
Family
ID=37440674
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008517414A Expired - Fee Related JP5416403B2 (ja) | 2005-06-24 | 2006-06-22 | 純粋な非結晶ロスバスタチンカルシウムの調製方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8207333B2 (https=) |
| EP (1) | EP1915349B2 (https=) |
| JP (1) | JP5416403B2 (https=) |
| CN (1) | CN101203496B (https=) |
| AU (1) | AU2006261088B2 (https=) |
| CA (1) | CA2611920C (https=) |
| ES (1) | ES2564807T5 (https=) |
| HU (1) | HUE027012T2 (https=) |
| IL (1) | IL187578A0 (https=) |
| PL (1) | PL1915349T5 (https=) |
| SI (1) | SI1915349T1 (https=) |
| WO (1) | WO2006136408A2 (https=) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2870593B2 (ja) | 1997-02-03 | 1999-03-17 | 日本電気株式会社 | 焦点誤差検出器 |
| CA2537271A1 (en) | 2003-08-28 | 2005-03-17 | Teva Pharmaceutical Industries, Ltd. | Process for preparation of rosuvastatin calcium |
| CA2546701C (en) | 2003-11-24 | 2010-07-27 | Teva Pharmaceutical Industries Ltd. | Crystalline ammonium salts of rosuvastatin |
| CN1894221B (zh) | 2003-12-02 | 2012-08-08 | 特瓦制药工业有限公司 | 用于表征罗苏伐他汀的参照标准品 |
| US7612203B2 (en) | 2005-02-22 | 2009-11-03 | Teva Pharmaceutical Industries Ltd. | Rosuvastatin and salts thereof free of rosuvastatin alkylether and a process for the preparation thereof |
| CA2612587C (en) * | 2005-06-24 | 2013-02-19 | Lek Pharmaceuticals D.D. | Process for preparing amorphous rosuvastatin calcium free of impurities |
| KR20070062996A (ko) | 2005-08-16 | 2007-06-18 | 테바 파마슈티컬 인더스트리즈 리미티드 | 결정성 로수바스타틴 중간체 |
| EP1948618A1 (en) * | 2006-09-18 | 2008-07-30 | Teva Pharmaceutical Industries Ltd. | Crystalline rosuvastatin calcium |
| US8318933B2 (en) * | 2006-10-31 | 2012-11-27 | Aurobindo Pharma Ltd | Process for preparing rosuvastatin calcium |
| WO2008096257A1 (en) * | 2007-02-08 | 2008-08-14 | Aurobindo Pharma Limited | An improved process for preparation of rosuvastatin calcium |
| JP2010501643A (ja) | 2007-07-12 | 2010-01-21 | テバ ファーマシューティカル インダストリーズ リミティド | 薄膜蒸発及び化学的手法によるロスバスタチン中間体の精製 |
| EP2298745B1 (en) | 2008-05-27 | 2014-09-03 | Changzhou Pharmaceutical Factory | Preparation method of rosuvastatin calcium and its intermediates |
| WO2010035284A2 (en) * | 2008-09-26 | 2010-04-01 | Matrix Laboratories Ltd | An improved process for the preparation of rosuvastatin calcium |
| PL2387566T3 (pl) * | 2009-01-14 | 2014-10-31 | Krka Tovarna Zdravil D D Novo Mesto | Sposób przygotowania rosuwastatyny |
| EP2389365A1 (en) * | 2009-01-15 | 2011-11-30 | Egis Gyógyszergyár Nyilvánosan Müködö | Process for the preparation of rosuvastatin salts |
| US8846915B2 (en) | 2009-08-17 | 2014-09-30 | Aurobindo Pharma Ltd. | Process for the manufacture of rosuvastatin calcium using crystalline rosuvastatin ethyl ester |
| HU230987B1 (hu) | 2010-11-29 | 2019-08-28 | Egis Gyógyszergyár Nyrt. | Eljárás nagy tisztaságú gyógyszeripari intermedierek előállítására |
| FR2970178B1 (fr) | 2011-01-07 | 2014-06-20 | Liliane Therese Jacquot | Promedicaments pour une delivrance specifique au niveau du foie et une meilleure tolerance |
| CN102070537B (zh) * | 2011-01-28 | 2012-01-11 | 海南美大制药有限公司 | 一种瑞舒伐他汀钙化合物及其新制法 |
| WO2013046222A2 (en) * | 2011-08-10 | 2013-04-04 | Glenmark Generics Limited | A process for the preparation of amorphous rosuvastatin calcium |
| CN103709107B (zh) * | 2012-09-29 | 2016-04-20 | 安徽省庆云医药化工有限公司 | 瑞舒伐他汀甲酯的新晶型及其制备方法 |
| CN104370827B (zh) * | 2013-08-13 | 2016-09-07 | 天津汉瑞药业有限公司 | 瑞舒伐他汀钙化合物 |
| EP3103878A4 (en) * | 2014-02-06 | 2017-08-16 | API Corporation | Rosuvastatin calcium and process for producing intermediate thereof |
| AU2015217221A1 (en) | 2014-02-13 | 2016-08-11 | Ligand Pharmaceuticals, Inc. | Prodrug compounds and their uses |
| CA3087932A1 (en) * | 2018-01-09 | 2019-07-18 | Ligand Pharmaceuticals, Inc. | Acetal compounds and therapeutic uses thereof |
| CN108398501A (zh) * | 2018-03-02 | 2018-08-14 | 海南通用三洋药业有限公司 | 一种检测瑞舒伐他汀钙有关物质的方法 |
| CN108675931A (zh) * | 2018-05-18 | 2018-10-19 | 合肥合源药业有限公司 | 一种低钡他汀钙及其制备方法 |
| CN111170950A (zh) * | 2020-01-16 | 2020-05-19 | 河南豫辰药业股份有限公司 | 一种瑞舒伐他汀钙盐的制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2648897B2 (ja) * | 1991-07-01 | 1997-09-03 | 塩野義製薬株式会社 | ピリミジン誘導体 |
| GB9903472D0 (en) * | 1999-02-17 | 1999-04-07 | Zeneca Ltd | Chemical process |
| GB0003305D0 (en) * | 2000-02-15 | 2000-04-05 | Zeneca Ltd | Pyrimidine derivatives |
| GB0218781D0 (en) | 2002-08-13 | 2002-09-18 | Astrazeneca Ab | Chemical process |
| GB0312896D0 (en) | 2003-06-05 | 2003-07-09 | Astrazeneca Ab | Chemical process |
| CA2537271A1 (en) * | 2003-08-28 | 2005-03-17 | Teva Pharmaceutical Industries, Ltd. | Process for preparation of rosuvastatin calcium |
| EP1678148A1 (en) | 2003-10-22 | 2006-07-12 | Ranbaxy Laboratories Limited | Process for the preparation of amorphous rosuvastatin calcium |
| WO2005054207A1 (en) | 2003-12-04 | 2005-06-16 | Glenmark Pharmaceuticals Limited | Process for the preparation of pyrimidine derivatives |
| WO2005077917A1 (en) | 2004-01-19 | 2005-08-25 | Ranbaxy Laboratories Limited | Amorphous salts of rosuvastatin |
| EP1797046A2 (en) | 2004-09-27 | 2007-06-20 | Ranbaxy Laboratories Limited | Novel processes for preparing amorphous rosuvastatin calcium and a novel polymorphic form of rosuvastatin sodium |
-
2006
- 2006-06-22 WO PCT/EP2006/006008 patent/WO2006136408A2/en not_active Ceased
- 2006-06-22 PL PL06754502T patent/PL1915349T5/pl unknown
- 2006-06-22 CA CA2611920A patent/CA2611920C/en not_active Expired - Fee Related
- 2006-06-22 AU AU2006261088A patent/AU2006261088B2/en not_active Ceased
- 2006-06-22 SI SI200632034A patent/SI1915349T1/sl unknown
- 2006-06-22 HU HUE06754502A patent/HUE027012T2/en unknown
- 2006-06-22 CN CN2006800226730A patent/CN101203496B/zh not_active Expired - Fee Related
- 2006-06-22 EP EP06754502.0A patent/EP1915349B2/en not_active Not-in-force
- 2006-06-22 US US11/916,599 patent/US8207333B2/en not_active Expired - Fee Related
- 2006-06-22 ES ES06754502T patent/ES2564807T5/es active Active
- 2006-06-22 JP JP2008517414A patent/JP5416403B2/ja not_active Expired - Fee Related
-
2007
- 2007-11-22 IL IL187578A patent/IL187578A0/en active IP Right Grant
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