JP2003533529A5 - - Google Patents
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- Publication number
- JP2003533529A5 JP2003533529A5 JP2001584285A JP2001584285A JP2003533529A5 JP 2003533529 A5 JP2003533529 A5 JP 2003533529A5 JP 2001584285 A JP2001584285 A JP 2001584285A JP 2001584285 A JP2001584285 A JP 2001584285A JP 2003533529 A5 JP2003533529 A5 JP 2003533529A5
- Authority
- JP
- Japan
- Prior art keywords
- salt
- clavulanic acid
- less
- clavulanate
- medium
- 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
- HZZVJAQRINQKSD-PBFISZAISA-N clavulanic acid Chemical compound OC(=O)[C@H]1C(=C/CO)/O[C@@H]2CC(=O)N21 HZZVJAQRINQKSD-PBFISZAISA-N 0.000 description 32
- HZZVJAQRINQKSD-UHFFFAOYSA-N Clavulanic acid Natural products OC(=O)C1C(=CCO)OC2CC(=O)N21 HZZVJAQRINQKSD-UHFFFAOYSA-N 0.000 description 31
- 238000000034 method Methods 0.000 description 28
- 229960003324 clavulanic acid Drugs 0.000 description 21
- 150000003839 salts Chemical class 0.000 description 20
- 239000002609 medium Substances 0.000 description 18
- NDSQGOBLOMHGLG-UHFFFAOYSA-N 2-(2,5-dioxopyrrolidin-1-yl)-3-(4-hydroxyphenyl)propanoic acid Chemical compound O=C1CCC(=O)N1C(C(=O)O)CC1=CC=C(O)C=C1 NDSQGOBLOMHGLG-UHFFFAOYSA-N 0.000 description 11
- -1 amine salt Chemical class 0.000 description 10
- 229940090805 clavulanate Drugs 0.000 description 10
- 239000007788 liquid Substances 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 238000005406 washing Methods 0.000 description 6
- 239000012535 impurity Substances 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 4
- 238000001953 recrystallisation Methods 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- ABVRVIZBZKUTMK-JSYANWSFSA-M potassium clavulanate Chemical compound [K+].[O-]C(=O)[C@H]1C(=C/CO)/O[C@@H]2CC(=O)N21 ABVRVIZBZKUTMK-JSYANWSFSA-M 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0011521A GB0011521D0 (en) | 2000-05-13 | 2000-05-13 | Process |
| GB0011519.6 | 2000-05-13 | ||
| GB0011519A GB0011519D0 (en) | 2000-05-13 | 2000-05-13 | Process |
| GB0011521.2 | 2000-05-13 | ||
| PCT/GB2001/002025 WO2001087891A1 (en) | 2000-05-13 | 2001-05-09 | Process for the purification of a salt of clavulanic acid |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003533529A JP2003533529A (ja) | 2003-11-11 |
| JP2003533529A5 true JP2003533529A5 (enExample) | 2008-07-03 |
| JP4954421B2 JP4954421B2 (ja) | 2012-06-13 |
Family
ID=26244256
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001584285A Expired - Lifetime JP4954421B2 (ja) | 2000-05-13 | 2001-05-09 | クラブラン酸塩の精製方法 |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US7767823B2 (enExample) |
| EP (1) | EP1284978B2 (enExample) |
| JP (1) | JP4954421B2 (enExample) |
| KR (1) | KR100827898B1 (enExample) |
| CN (1) | CN1222528C (enExample) |
| AT (1) | ATE273982T1 (enExample) |
| AU (1) | AU776184B2 (enExample) |
| BR (1) | BRPI0110774B8 (enExample) |
| CA (1) | CA2408853C (enExample) |
| CZ (1) | CZ304775B6 (enExample) |
| DE (1) | DE60105016T3 (enExample) |
| DK (1) | DK1284978T4 (enExample) |
| ES (1) | ES2225524T5 (enExample) |
| HU (1) | HU228593B1 (enExample) |
| IL (2) | IL152643A0 (enExample) |
| MX (1) | MXPA02011192A (enExample) |
| NO (1) | NO328528B1 (enExample) |
| NZ (1) | NZ522414A (enExample) |
| PL (1) | PL206316B1 (enExample) |
| PT (1) | PT1284978E (enExample) |
| SI (1) | SI1284978T2 (enExample) |
| WO (1) | WO2001087891A1 (enExample) |
| ZA (1) | ZA200209141B (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU228593B1 (en) | 2000-05-13 | 2013-04-29 | Smithkline Beecham Plc | Process for the purification of a salt of clavulanic acid |
| CN105384758B (zh) * | 2015-12-01 | 2018-05-01 | 国药集团威奇达药业有限公司 | 克拉维酸胺盐的制备方法 |
| CN109715156A (zh) | 2016-07-14 | 2019-05-03 | 尔察祯有限公司 | 用于治疗细菌感染的头孢布烯和克拉维酸的组合 |
| CN109305978A (zh) * | 2017-07-26 | 2019-02-05 | 山东睿鹰先锋制药有限公司 | 一种制备克拉维酸盐的新方法 |
| CN109535184B (zh) * | 2017-09-21 | 2020-11-20 | 联邦制药(内蒙古)有限公司 | 一种克拉维酸叔辛胺制备克拉维酸钾的方法 |
| CN108558909B (zh) * | 2018-05-17 | 2019-09-17 | 国药集团威奇达药业有限公司 | 综合回收克拉维酸叔丁胺盐结晶母液中有效成分的方法 |
| WO2021004912A1 (en) | 2019-07-05 | 2021-01-14 | Glaxosmithkline Intellectual Property (No.2) Limited | Streptomyces clavuligerus |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1299883A (fr) | 1961-09-06 | 1962-07-27 | Pfizer & Co C | Perfectionnements apportés aux procédés pour séparer des amino-acides amphotères de leurs solutions aqueuses |
| GB1508977A (en) | 1974-04-20 | 1978-04-26 | Beecham Group Ltd | Beta-lactam antibiotic from streptomyces clavuligerus |
| GB2003863B (en) | 1977-09-01 | 1982-03-31 | Beecham Group Ltd | Chemical process |
| DE3063683D1 (en) * | 1979-08-24 | 1983-07-14 | Beecham Group Plc | Amine salt of clavulanic acid, its preparation and use |
| US4449182A (en) * | 1981-10-05 | 1984-05-15 | Digital Equipment Corporation | Interface between a pair of processors, such as host and peripheral-controlling processors in data processing systems |
| AR245221A1 (es) | 1984-10-27 | 1993-12-30 | Beecham Group Plc | Un metodo para la produccion de acido clavulanico por fermentacion de s. clavuligerus |
| DK175709B1 (da) | 1987-01-29 | 2005-01-31 | Beecham Group Plc | Fremgangsmåde til fremstilling af kalium-clavulanat |
| GB2204944B (en) | 1987-05-18 | 1991-10-02 | Frederick John Anderson | Rechargeable light |
| DE3729338A1 (de) | 1987-09-02 | 1989-03-23 | Biotechnolog Forschung Gmbh | Verfahren zur abtrennung von penicillin g aus einem fermentationsmedium durch extraktion |
| US5318896A (en) | 1991-09-11 | 1994-06-07 | Merck & Co., Inc. | Recombinant expandase bioprocess for preparing 7-aminodesacetoxy cephalosporanic acid (7-ADCA) |
| UA47385C2 (uk) | 1991-10-15 | 2002-07-15 | Гіст-Брокейдс Б.В. | Спосіб одержання 7-амінодеацетилцефалоспоранової кислоти, спосіб одержання 7-аміноцефалоспоранової кислоти, вектор експресії рекомбінантної днк (варіанти), клітина-хазяїн penicillium chrysogenum (варіанти), спосіб культивування рекомбінантної клітини-хазяїна penicillium chrysogenum (варіанти) |
| AT400033B (de) * | 1992-03-10 | 1995-09-25 | Biochemie Gmbh | Neues verfahren zur isolierung und reinigung von clavulansäure und zur herstellung von pharmakologisch verträglichen salzen derselben |
| SI9300296B (sl) | 1992-06-11 | 1998-06-30 | Smithkline Beecham P.L.C. | Postopek in intermedianti za pripravo klavulanske kisline |
| KR100200239B1 (ko) * | 1992-10-21 | 1999-06-15 | 김충환 | 클라불란산 칼륨염의 제조방법 |
| GB9305565D0 (en) | 1993-03-18 | 1993-05-05 | Smithkline Beecham Plc | Novel compounds and processes |
| US5821364A (en) * | 1993-03-26 | 1998-10-13 | Gist-Brocades N.V. | Diamine salts of clavulanic acid |
| HU219259B (en) | 1993-07-30 | 2001-03-28 | Gist Brocades Bv | Process for the efficient production of 7-adca via 2-(carboxyethylthio)acetyl-7-adca and 3-(carboxymethylthio)propionyl-7-adca, recombinant dna vectrors and transformed host cells |
| AT400846B (de) | 1994-02-25 | 1996-03-25 | Fermic S A De C V | Verfahren zur gewinnung und reinigung von alkalimetallsalzen der clavulansäure |
| SI9400107A (en) | 1994-03-02 | 1995-10-31 | Lek Tovarna Farmacevtskih | New process of the isolation of clavulanic acid and its pharmaceutical salts from fermented broth of streptomyces sp.p 6621 ferm p 2804. |
| GB9426261D0 (en) | 1994-12-24 | 1995-02-22 | Spurcourt Ltd | Clavulanic acid salts |
| SI9500074A (en) | 1995-03-10 | 1996-10-31 | Lek Tovarna Farmacevtskih | Process for preparation of alkani salts of clavulanic acid. |
| SI9500134B (sl) | 1995-04-20 | 2004-04-30 | Lek, | Postopek za pripravo čistih alkalijskih soli klavulanske kisline |
| KR100200242B1 (ko) | 1995-05-16 | 1999-06-15 | 김충환 | 클라불란산염의 제조 방법 |
| WO1997005143A1 (en) * | 1995-07-25 | 1997-02-13 | Asahi Kasei Kogyo Kabushiki Kaisha | Novel group 4 transition metal compounds |
| GB9515809D0 (en) | 1995-08-02 | 1995-10-04 | Smithkline Beecham Plc | Process |
| AU5551698A (en) | 1996-11-11 | 1998-06-03 | Gist-Brocades B.V. | Process for the preparation of salts and esters of clavulanic acid |
| AT404728B (de) * | 1996-11-27 | 1999-02-25 | Biochemie Gmbh | Verfahren zur herstellung von clavulansäure-aminsalzen |
| WO1998042858A1 (en) | 1997-03-24 | 1998-10-01 | Cipan-Companhia Industrial Produtora De Antibióticos, S.A. | Process for the isolation of a pharmaceutically acceptable alkali metal salt of clavulanic acid |
| PL330706A1 (en) | 1997-04-22 | 1999-05-24 | Gist Brocades Bv | Improved method of obtaining cephalosporin by fermentation process |
| WO2000004028A1 (en) * | 1998-07-16 | 2000-01-27 | Dsm N.V. | Improved process for the preparation of salts and esters of clavulanic acid |
| HU228593B1 (en) | 2000-05-13 | 2013-04-29 | Smithkline Beecham Plc | Process for the purification of a salt of clavulanic acid |
-
2001
- 2001-05-09 HU HU0300869A patent/HU228593B1/hu unknown
- 2001-05-09 CA CA2408853A patent/CA2408853C/en not_active Expired - Lifetime
- 2001-05-09 JP JP2001584285A patent/JP4954421B2/ja not_active Expired - Lifetime
- 2001-05-09 NZ NZ522414A patent/NZ522414A/en not_active IP Right Cessation
- 2001-05-09 ES ES01925753T patent/ES2225524T5/es not_active Expired - Lifetime
- 2001-05-09 PL PL358368A patent/PL206316B1/pl unknown
- 2001-05-09 PT PT01925753T patent/PT1284978E/pt unknown
- 2001-05-09 EP EP01925753A patent/EP1284978B2/en not_active Expired - Lifetime
- 2001-05-09 AT AT01925753T patent/ATE273982T1/de active
- 2001-05-09 SI SI200130207T patent/SI1284978T2/sl unknown
- 2001-05-09 CZ CZ2002-3723A patent/CZ304775B6/cs not_active IP Right Cessation
- 2001-05-09 DK DK01925753T patent/DK1284978T4/da active
- 2001-05-09 BR BRPI0110774A patent/BRPI0110774B8/pt not_active IP Right Cessation
- 2001-05-09 AU AU52432/01A patent/AU776184B2/en not_active Expired
- 2001-05-09 IL IL15264301A patent/IL152643A0/xx unknown
- 2001-05-09 US US10/275,852 patent/US7767823B2/en not_active Expired - Lifetime
- 2001-05-09 KR KR1020027015169A patent/KR100827898B1/ko not_active Expired - Lifetime
- 2001-05-09 DE DE60105016T patent/DE60105016T3/de not_active Expired - Lifetime
- 2001-05-09 WO PCT/GB2001/002025 patent/WO2001087891A1/en not_active Ceased
- 2001-05-09 MX MXPA02011192A patent/MXPA02011192A/es active IP Right Grant
- 2001-05-09 CN CNB018094236A patent/CN1222528C/zh not_active Expired - Lifetime
-
2002
- 2002-11-04 IL IL152643A patent/IL152643A/en active IP Right Grant
- 2002-11-11 ZA ZA2002/09141A patent/ZA200209141B/en unknown
- 2002-11-12 NO NO20025422A patent/NO328528B1/no not_active IP Right Cessation
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