JP2003515334A5 - - Google Patents
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- JP2003515334A5 JP2003515334A5 JP2001541501A JP2001541501A JP2003515334A5 JP 2003515334 A5 JP2003515334 A5 JP 2003515334A5 JP 2001541501 A JP2001541501 A JP 2001541501A JP 2001541501 A JP2001541501 A JP 2001541501A JP 2003515334 A5 JP2003515334 A5 JP 2003515334A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- salt
- pravastatin
- organic
- impurities
- 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
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- TUZYXOIXSAXUGO-PZAWKZKUSA-N pravastatin Chemical compound C1=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)C[C@H](O)C=C21 TUZYXOIXSAXUGO-PZAWKZKUSA-N 0.000 claims description 30
- 239000012535 impurity Substances 0.000 claims description 24
- 229960001495 pravastatin sodium Drugs 0.000 claims description 6
- OQARDMYXSOFTLN-PZAWKZKUSA-N pravastatin lactone Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@@H](O)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 OQARDMYXSOFTLN-PZAWKZKUSA-N 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound 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
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 238000000034 method Methods 0.000 claims 74
- 150000001875 compounds Chemical class 0.000 claims 55
- 150000003839 salts Chemical class 0.000 claims 34
- 159000000000 sodium salts Chemical class 0.000 claims 25
- TUZYXOIXSAXUGO-UHFFFAOYSA-N Pravastatin Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(O)C=C21 TUZYXOIXSAXUGO-UHFFFAOYSA-N 0.000 claims 24
- 229960002965 pravastatin Drugs 0.000 claims 24
- 238000000605 extraction Methods 0.000 claims 20
- 239000007864 aqueous solution Substances 0.000 claims 17
- 239000002904 solvent Substances 0.000 claims 16
- 239000003960 organic solvent Substances 0.000 claims 15
- 239000000243 solution Substances 0.000 claims 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 12
- 238000000855 fermentation Methods 0.000 claims 12
- 230000004151 fermentation Effects 0.000 claims 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 9
- 239000002253 acid Substances 0.000 claims 9
- 150000003863 ammonium salts Chemical class 0.000 claims 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- 229910052751 metal Inorganic materials 0.000 claims 6
- 239000002184 metal Substances 0.000 claims 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 238000000354 decomposition reaction Methods 0.000 claims 5
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 4
- 230000002378 acidificating effect Effects 0.000 claims 4
- -1 alkyl carboxylic acids Chemical class 0.000 claims 4
- 244000005700 microbiome Species 0.000 claims 4
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims 3
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 claims 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 3
- 229910021529 ammonia Inorganic materials 0.000 claims 3
- 150000002500 ions Chemical class 0.000 claims 3
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 claims 3
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 claims 3
- 239000012266 salt solution Substances 0.000 claims 3
- 239000003021 water soluble solvent Substances 0.000 claims 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical group [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 2
- 125000005907 alkyl ester group Chemical group 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 239000011575 calcium Substances 0.000 claims 2
- 239000010949 copper Substances 0.000 claims 2
- 238000007865 diluting Methods 0.000 claims 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- 239000011777 magnesium Substances 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- 238000005185 salting out Methods 0.000 claims 2
- 239000011135 tin Substances 0.000 claims 2
- 238000005292 vacuum distillation Methods 0.000 claims 2
- 239000011701 zinc Substances 0.000 claims 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- VGMFHMLQOYWYHN-UHFFFAOYSA-N Compactin Natural products OCC1OC(OC2C(O)C(O)C(CO)OC2Oc3cc(O)c4C(=O)C(=COc4c3)c5ccc(O)c(O)c5)C(O)C(O)C1O VGMFHMLQOYWYHN-UHFFFAOYSA-N 0.000 claims 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- PCZOHLXUXFIOCF-UHFFFAOYSA-N Monacolin X Natural products C12C(OC(=O)C(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 PCZOHLXUXFIOCF-UHFFFAOYSA-N 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- AJLFOPYRIVGYMJ-UHFFFAOYSA-N SJ000287055 Natural products C12C(OC(=O)C(C)CC)CCC=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 AJLFOPYRIVGYMJ-UHFFFAOYSA-N 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 150000003973 alkyl amines Chemical group 0.000 claims 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims 1
- 235000019270 ammonium chloride Nutrition 0.000 claims 1
- 239000012296 anti-solvent Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 229940125782 compound 2 Drugs 0.000 claims 1
- 229910052802 copper Inorganic materials 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 239000003456 ion exchange resin Substances 0.000 claims 1
- 229920003303 ion-exchange polymer Polymers 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 claims 1
- PCZOHLXUXFIOCF-BXMDZJJMSA-N lovastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 PCZOHLXUXFIOCF-BXMDZJJMSA-N 0.000 claims 1
- 229960004844 lovastatin Drugs 0.000 claims 1
- QLJODMDSTUBWDW-UHFFFAOYSA-N lovastatin hydroxy acid Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(C)C=C21 QLJODMDSTUBWDW-UHFFFAOYSA-N 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 239000011572 manganese Substances 0.000 claims 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims 1
- 229910021645 metal ion Inorganic materials 0.000 claims 1
- AJLFOPYRIVGYMJ-INTXDZFKSA-N mevastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=CCC[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 AJLFOPYRIVGYMJ-INTXDZFKSA-N 0.000 claims 1
- BOZILQFLQYBIIY-UHFFFAOYSA-N mevastatin hydroxy acid Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CCC=C21 BOZILQFLQYBIIY-UHFFFAOYSA-N 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 238000001728 nano-filtration Methods 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 230000001376 precipitating effect Effects 0.000 claims 1
- 229910001415 sodium ion Inorganic materials 0.000 claims 1
- 229910052718 tin Inorganic materials 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- JCXABYACWXHFQQ-XAFXHSNKSA-N [(1s,6s,7r,8s)-6-hydroxy-8-[2-[(2r,4r)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl] (2s)-2-methylbutanoate Chemical compound C([C@H]1[C@@H](C)[C@H](O)C=C2C=CC[C@@H](C12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 JCXABYACWXHFQQ-XAFXHSNKSA-N 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- PDBXRGUGLTUAAD-ABPOPGQRSA-M sodium;(3r)-7-[(1s,2s,8s,8ar)-2-methyl-8-[(2s)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3-hydroxyheptanoate Chemical compound [Na+].C1=C[C@H](C)[C@H](CCCC[C@@H](O)CC([O-])=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)CCC=C21 PDBXRGUGLTUAAD-ABPOPGQRSA-M 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16805699P | 1999-11-30 | 1999-11-30 | |
| US60/168,056 | 1999-11-30 | ||
| PCT/US2000/032391 WO2001039768A1 (en) | 1999-11-30 | 2000-11-28 | Process for recovering statin compounds from a fermentation broth |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004206262A Division JP2004350687A (ja) | 1999-11-30 | 2004-07-13 | 醗酵ブロスからスタチン化合物を回収するための方法 |
| JP2006141646A Division JP2006273861A (ja) | 1999-11-30 | 2006-05-22 | 高純度スタチンナトリウム |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003515334A JP2003515334A (ja) | 2003-05-07 |
| JP2003515334A5 true JP2003515334A5 (enExample) | 2006-01-05 |
| JP3881240B2 JP3881240B2 (ja) | 2007-02-14 |
Family
ID=22609918
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001541501A Expired - Fee Related JP3881240B2 (ja) | 1999-11-30 | 2000-11-28 | 醗酵ブロスからスタチン化合物を回収するための方法 |
| JP2004206262A Pending JP2004350687A (ja) | 1999-11-30 | 2004-07-13 | 醗酵ブロスからスタチン化合物を回収するための方法 |
| JP2005304900A Withdrawn JP2006055174A (ja) | 1999-11-30 | 2005-10-19 | 塩析によるスタチン化合物の単離精製方法 |
| JP2006141646A Pending JP2006273861A (ja) | 1999-11-30 | 2006-05-22 | 高純度スタチンナトリウム |
| JP2008026632A Expired - Fee Related JP4343987B2 (ja) | 1999-11-30 | 2008-02-06 | スタチン化合物の単離精製方法 |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004206262A Pending JP2004350687A (ja) | 1999-11-30 | 2004-07-13 | 醗酵ブロスからスタチン化合物を回収するための方法 |
| JP2005304900A Withdrawn JP2006055174A (ja) | 1999-11-30 | 2005-10-19 | 塩析によるスタチン化合物の単離精製方法 |
| JP2006141646A Pending JP2006273861A (ja) | 1999-11-30 | 2006-05-22 | 高純度スタチンナトリウム |
| JP2008026632A Expired - Fee Related JP4343987B2 (ja) | 1999-11-30 | 2008-02-06 | スタチン化合物の単離精製方法 |
Country Status (22)
| Country | Link |
|---|---|
| US (3) | US6444452B1 (enExample) |
| EP (1) | EP1265604B1 (enExample) |
| JP (5) | JP3881240B2 (enExample) |
| KR (1) | KR20030026920A (enExample) |
| CN (2) | CN1754872A (enExample) |
| AT (2) | ATE382344T1 (enExample) |
| AU (1) | AU1804601A (enExample) |
| CA (1) | CA2393057C (enExample) |
| CY (1) | CY1105925T1 (enExample) |
| DE (3) | DE60031447T2 (enExample) |
| DK (1) | DK1265604T3 (enExample) |
| ES (2) | ES2273737T3 (enExample) |
| HR (1) | HRP20020454A2 (enExample) |
| HU (1) | HUP0204012A3 (enExample) |
| MX (1) | MXPA02005283A (enExample) |
| PL (1) | PL364918A1 (enExample) |
| PT (1) | PT1265604E (enExample) |
| RU (1) | RU2002114072A (enExample) |
| SK (1) | SK7342002A3 (enExample) |
| WO (1) | WO2001039768A1 (enExample) |
| YU (1) | YU39102A (enExample) |
| ZA (1) | ZA200203912B (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7141602B2 (en) * | 1998-09-18 | 2006-11-28 | Lek Pharmaceuticals D.D. | Process for obtaining HMG-CoA reductase inhibitors of high purity |
| US6682913B1 (en) * | 1999-02-03 | 2004-01-27 | Institute For Drug Research Ltd. | Microbial process for preparing pravastatin |
| ES2273737T3 (es) * | 1999-11-30 | 2007-05-16 | Teva Gyogyszergyar Zartkoruen Mukodo Reszvenytarsasag | Procedimiento para la recuperacion de compuestos de estatina de un caldo de fermentacion. |
| IL150187A0 (en) * | 1999-12-14 | 2002-12-01 | Biogal Pharmaceutical Co Ltd | Novel forms of pravastatin sodium |
| HRP20030347A2 (en) * | 2000-10-05 | 2005-04-30 | Teva Gy�gyszergy�r R�szv�nyt�rsas�g | Pravastatin sodium substantially free of pravastatin lactone and epi-pravastatin, and compositions containing same |
| US20050215636A1 (en) * | 2000-10-05 | 2005-09-29 | Vilmos Keri | Pravastatin sodium substantially free of pravastatin lactone and EPI-pravastatin, and compositions containing same |
| JP2002121172A (ja) * | 2000-10-16 | 2002-04-23 | Sankyo Co Ltd | プラバスタチン又はその薬理上許容される塩の精製方法 |
| DE10119718A1 (de) * | 2001-04-21 | 2002-10-31 | Boehringer Ingelheim Pharma | Verfahren zur kontinuierlichen Herstellung inhalierfähiger Arzneistoffe, Vorrichtung zur Durchführung des Verfahrens und nach diesem Verfahren hergestellter Arzneistoff |
| JP2003026634A (ja) * | 2001-07-17 | 2003-01-29 | Mercian Corp | プラバスタチンナトリウム塩の製造方法 |
| US6716615B2 (en) | 2002-02-27 | 2004-04-06 | Yung Shin Pharmaceutical Ind. Co., Ltd. | Strains of saccharaothrix, process for producing pravastatin using the strains and isolation process of (HMG)-CoA reductase |
| JP3422791B2 (ja) | 2002-08-06 | 2003-06-30 | 三共株式会社 | プラバスタチンの単離・精製方法 |
| KR100540761B1 (ko) * | 2002-08-09 | 2006-01-16 | 코바이오텍 (주) | 프라바스타틴 나트륨의 제조방법 |
| EP1477471A1 (en) * | 2003-05-14 | 2004-11-17 | Chunghwa Chemical Synthesis & Biotech Co., Ltd. | Process for purifying pravastin sodium from a fermentation broth |
| EP2033636A1 (en) * | 2003-11-24 | 2009-03-11 | TEVA Gyógyszergyár Zártkörüen Müködö Részvénytársaság | Method of purifying pravastatin |
| WO2005054253A1 (en) * | 2003-12-05 | 2005-06-16 | Biocon Limited | Process for the purification of macrolides |
| WO2006046130A2 (en) * | 2004-10-29 | 2006-05-04 | Ranbaxy Laboratories Limited | Process for the preparation of pravastatin |
| US20060194984A1 (en) * | 2005-02-09 | 2006-08-31 | Vilmos Keri | Methods of making pravastatin sodium |
| JP4813841B2 (ja) * | 2005-07-25 | 2011-11-09 | キユーピー株式会社 | プラバスタチンナトリウムの製造方法 |
| DE102006028817A1 (de) * | 2006-06-21 | 2007-12-27 | Evonik Degussa Gmbh | Aufarbeitung von Reaktionslösungen aus Ganzzell-Biotransformationen |
| WO2009078033A2 (en) * | 2007-12-18 | 2009-06-25 | Themis Medicare Limited | Isolation and recovery of simvastatin in lactone form or in the form of an acid salt from the harvested fermentation broth |
| EP2274267B1 (en) * | 2008-04-02 | 2012-01-04 | DSM IP Assets B.V. | Pravastatin extraction |
| IN2009MU00380A (enExample) * | 2009-02-18 | 2010-04-02 | ||
| CN102993145B (zh) * | 2011-09-19 | 2015-06-03 | 北大方正集团有限公司 | 一种提取纯化洛伐他汀的方法 |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4319039A (en) * | 1979-06-15 | 1982-03-09 | Merck & Co., Inc. | Preparation of ammonium salt of hypocholesteremic fermentation product |
| DK149080C (da) * | 1980-06-06 | 1986-07-28 | Sankyo Co | Fremgangsmaade til fremstilling af derivater af ml-236b-carboxylsyre |
| ATE69602T1 (de) * | 1985-09-13 | 1991-12-15 | Sankyo Co | Hydroxy-ml-236b-derivate, deren herstellung und anwendung. |
| US4857547A (en) * | 1988-01-07 | 1989-08-15 | Merck & Co., Inc. | Novel HMG-CoA reductase inhibitors |
| US4857522A (en) * | 1988-03-21 | 1989-08-15 | E. R. Squibb & Sons, Inc. | Derivatives of pravastatin for inhibiting cholesterol biosynthesis |
| US5180589A (en) * | 1988-03-31 | 1993-01-19 | E. R. Squibb & Sons, Inc. | Pravastatin pharmaceuatical compositions having good stability |
| US5099035A (en) * | 1989-02-27 | 1992-03-24 | E. R. Squibb & Sons, Inc. | Mevinic acid derivatives useful as antihypercholesterolemic agents and method for preparing same |
| US5140012A (en) * | 1990-05-31 | 1992-08-18 | E. R. Squibb & Sons, Inc. | Method for preventing onset of restenosis after angioplasty employing pravastatin |
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-
2000
- 2000-11-28 ES ES00980834T patent/ES2273737T3/es not_active Expired - Lifetime
- 2000-11-28 KR KR1020027006920A patent/KR20030026920A/ko not_active Abandoned
- 2000-11-28 US US09/723,711 patent/US6444452B1/en not_active Expired - Fee Related
- 2000-11-28 MX MXPA02005283A patent/MXPA02005283A/es unknown
- 2000-11-28 CN CNA2005100739122A patent/CN1754872A/zh active Pending
- 2000-11-28 AT AT04010770T patent/ATE382344T1/de not_active IP Right Cessation
- 2000-11-28 YU YU39102A patent/YU39102A/sh unknown
- 2000-11-28 WO PCT/US2000/032391 patent/WO2001039768A1/en not_active Ceased
- 2000-11-28 RU RU2002114072/13A patent/RU2002114072A/ru not_active Application Discontinuation
- 2000-11-28 SK SK734-2002A patent/SK7342002A3/sk unknown
- 2000-11-28 CN CN00818725A patent/CN1433305A/zh active Pending
- 2000-11-28 ES ES04010770T patent/ES2239937T1/es active Pending
- 2000-11-28 DE DE60031447T patent/DE60031447T2/de not_active Expired - Fee Related
- 2000-11-28 CA CA002393057A patent/CA2393057C/en not_active Expired - Fee Related
- 2000-11-28 HU HU0204012A patent/HUP0204012A3/hu unknown
- 2000-11-28 EP EP00980834A patent/EP1265604B1/en not_active Expired - Lifetime
- 2000-11-28 DE DE04010770T patent/DE04010770T1/de active Pending
- 2000-11-28 AT AT00980834T patent/ATE342717T1/de not_active IP Right Cessation
- 2000-11-28 DE DE60037687T patent/DE60037687D1/de not_active Expired - Lifetime
- 2000-11-28 AU AU18046/01A patent/AU1804601A/en not_active Abandoned
- 2000-11-28 HR HR20020454A patent/HRP20020454A2/xx not_active Application Discontinuation
- 2000-11-28 JP JP2001541501A patent/JP3881240B2/ja not_active Expired - Fee Related
- 2000-11-28 DK DK00980834T patent/DK1265604T3/da active
- 2000-11-28 PT PT00980834T patent/PT1265604E/pt unknown
- 2000-11-28 PL PL00364918A patent/PL364918A1/xx unknown
-
2002
- 2002-05-16 ZA ZA200203912A patent/ZA200203912B/en unknown
- 2002-07-23 US US10/200,149 patent/US6689590B2/en not_active Expired - Fee Related
-
2003
- 2003-11-05 US US10/700,567 patent/US20040115781A1/en not_active Abandoned
-
2004
- 2004-07-13 JP JP2004206262A patent/JP2004350687A/ja active Pending
-
2005
- 2005-10-19 JP JP2005304900A patent/JP2006055174A/ja not_active Withdrawn
-
2006
- 2006-05-22 JP JP2006141646A patent/JP2006273861A/ja active Pending
-
2007
- 2007-01-15 CY CY20071100052T patent/CY1105925T1/el unknown
-
2008
- 2008-02-06 JP JP2008026632A patent/JP4343987B2/ja not_active Expired - Fee Related
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