RU2002115289A - Способ получения высокочистого цефподоксима проксетила - Google Patents
Способ получения высокочистого цефподоксима проксетилаInfo
- Publication number
- RU2002115289A RU2002115289A RU2002115289/04A RU2002115289A RU2002115289A RU 2002115289 A RU2002115289 A RU 2002115289A RU 2002115289/04 A RU2002115289/04 A RU 2002115289/04A RU 2002115289 A RU2002115289 A RU 2002115289A RU 2002115289 A RU2002115289 A RU 2002115289A
- Authority
- RU
- Russia
- Prior art keywords
- cefpodoxime
- salt
- formula
- amount
- ceppodoxym
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- WYUSVOMTXWRGEK-HBWVYFAYSA-N Cefpodoxime Chemical compound N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC)C(O)=O)C(=O)C(=N/OC)\C1=CSC(N)=N1 WYUSVOMTXWRGEK-HBWVYFAYSA-N 0.000 claims 4
- 229960005090 cefpodoxime Drugs 0.000 claims 4
- -1 cefpodoxime potassium salt Chemical class 0.000 claims 3
- XZVBIIRIWFZJOE-UHFFFAOYSA-N 1-iodoethyl propan-2-yl carbonate Chemical compound CC(C)OC(=O)OC(C)I XZVBIIRIWFZJOE-UHFFFAOYSA-N 0.000 claims 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 2
- 150000003983 crown ethers Chemical class 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N DMA Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 229960004797 cefpodoxime proxetil Drugs 0.000 claims 1
- LTINZAODLRIQIX-FBXRGJNPSA-N cefpodoxime proxetil Chemical compound N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC)C(=O)OC(C)OC(=O)OC(C)C)C(=O)C(=N/OC)\C1=CSC(N)=N1 LTINZAODLRIQIX-FBXRGJNPSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- JNMXSNGAMPXCDR-XYNKDNFRSA-M sodium;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Chemical compound [Na+].N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC)C([O-])=O)C(=O)C(=N/OC)\C1=CSC(N)=N1 JNMXSNGAMPXCDR-XYNKDNFRSA-M 0.000 claims 1
- 0 **=C(*)C1=C[Cn]C(C=*)=*1 Chemical compound **=C(*)C1=C[Cn]C(C=*)=*1 0.000 description 2
Claims (6)
1. Способ получения цефподоксима проксетила формулы (I), включающий взаимодействие соли цефподоксима формулы (III) с 1-йодэтилизопропилкарбонатом формулы (IV) в органическом растворителе в присутствии краун-эфира формулы (V)
где n = 1 или 2;
М представляет собой щелочной или щелочноземельный металл;
m = 4, 5 или 6.
2. Способ по п.1, где соль цефподоксима выбирают из группы, состоящей из натриевой соли цефподоксима, калиевой соли цефподоксима, кальциевой соли цефподоксима, магниевой соли цефподоксима и их смеси.
3. Способ по п.1, где 1-йодэтилизопропилкарбонат используют в количестве от 1 до 3 эквивалентов, беря за основу количество соли цефподоксима.
4. Способ по п.1, где реакцию осуществляют при температуре от -10 до 40°С.
5. Способ по п.1, где краун-эфир используют в количестве от 0,5 до 5% от веса, беря за основу вес соли цефподоксима.
6. Способ по п.1, где органический растворитель выбирают из группы, состоящей из ацетонитрила, тетрагидрофурана, N,N-диметилформамида, N,N-диметилсульфоксида, N,N-диметилацетамида и их смеси.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1999-49174 | 1999-11-08 | ||
| KR1019990049174A KR100342944B1 (ko) | 1999-11-08 | 1999-11-08 | 고순도 세프포독심 프록세틸의 제조방법 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2217434C1 RU2217434C1 (ru) | 2003-11-27 |
| RU2002115289A true RU2002115289A (ru) | 2003-12-27 |
Family
ID=19618994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2002115289/04A RU2217434C1 (ru) | 1999-11-08 | 2000-11-07 | Способ получения высокочистого цефподоксима проксетила |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6639068B1 (ru) |
| EP (1) | EP1228074B1 (ru) |
| JP (1) | JP3751880B2 (ru) |
| KR (1) | KR100342944B1 (ru) |
| CN (1) | CN1160361C (ru) |
| AT (1) | ATE297933T1 (ru) |
| AU (1) | AU755284B2 (ru) |
| BR (1) | BR0015411A (ru) |
| CA (1) | CA2389039A1 (ru) |
| DE (1) | DE60020869T2 (ru) |
| ES (1) | ES2240200T3 (ru) |
| RU (1) | RU2217434C1 (ru) |
| TR (1) | TR200201243T2 (ru) |
| WO (1) | WO2001034611A1 (ru) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT408226B (de) * | 1999-05-05 | 2001-09-25 | Biochemie Gmbh | Kristalliner 7-(2-(2-formylaminothiazol-4-yl)-2 |
| EP1373276A4 (en) * | 2001-02-27 | 2005-03-02 | Ranbaxy Lab Ltd | PROCESS FOR THE PRODUCTION OF CEFPODOXIM PROXETIL |
| US20060009639A1 (en) * | 2002-11-22 | 2006-01-12 | Orchid Chemicals & Pharmaceuticals Limited | Process for the preparation of cefpodoxime proxetil |
| AU2002368494A1 (en) * | 2002-12-20 | 2004-07-14 | Lupin Limited | A process for the preparation of cefpodoxime proxetil |
| WO2004060896A1 (en) * | 2003-01-06 | 2004-07-22 | Lupin Limited | A process for the manufacture of cefpodoxime proxetil |
| CN1305876C (zh) * | 2004-01-08 | 2007-03-21 | 上海三维制药有限公司 | 制备高纯度头孢泊肟酯的方法 |
| AU2006344711A1 (en) * | 2005-05-16 | 2008-01-24 | Alkermes Pharma Ireland Limited | Nanoparticulate and controlled release compositions comprising a cephalosporin |
| WO2010097675A1 (en) | 2009-02-27 | 2010-09-02 | Dhanuka Laboratories Ltd. | An improved preparation process for cefpodoxime proxetil |
| EP2520578A1 (en) | 2011-05-06 | 2012-11-07 | Lupin Limited | Process for purification of cephalosporins |
| CN109232609B (zh) * | 2018-09-27 | 2021-07-02 | 浙江普洛得邦制药有限公司 | 一种制备高纯度头孢泊肟酯的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1598568A (en) | 1977-04-19 | 1981-09-23 | Glaxo Lab Ltd | Esters of(6r,7r)-3-carbamoyloxymethyl-7-((z)-2-(fur-2-yl)-2-methoxyiminoacetamido)-ceph-3-em-4-carboxylic acid |
| US4486425A (en) * | 1980-09-30 | 1984-12-04 | Sankyo Company Limited | 7-[2-(2-Aminothiazol-4-yl)-2-(syn)-methoxyiminoacetamido]-3-methoxymethyl-3-cephem-4-carboxylates |
| DE69431691T2 (de) | 1993-04-16 | 2003-08-21 | Basilea Pharmaceutica Ag Binni | Cephalosporin-Derivate |
| TW293010B (en) * | 1994-04-20 | 1996-12-11 | Hui-Po Wang | Method for preparing cephalosporin derivatives |
| US5705689A (en) * | 1995-06-19 | 1998-01-06 | Associated Universities, Inc. | Aza compounds as anion receptors |
-
1999
- 1999-11-08 KR KR1019990049174A patent/KR100342944B1/ko not_active IP Right Cessation
-
2000
- 2000-11-07 DE DE60020869T patent/DE60020869T2/de not_active Expired - Lifetime
- 2000-11-07 CN CNB008153205A patent/CN1160361C/zh not_active Expired - Fee Related
- 2000-11-07 CA CA002389039A patent/CA2389039A1/en not_active Abandoned
- 2000-11-07 JP JP2001537324A patent/JP3751880B2/ja not_active Expired - Fee Related
- 2000-11-07 WO PCT/KR2000/001272 patent/WO2001034611A1/en active IP Right Grant
- 2000-11-07 ES ES00976419T patent/ES2240200T3/es not_active Expired - Lifetime
- 2000-11-07 US US10/111,557 patent/US6639068B1/en not_active Expired - Lifetime
- 2000-11-07 BR BR0015411-3A patent/BR0015411A/pt not_active IP Right Cessation
- 2000-11-07 RU RU2002115289/04A patent/RU2217434C1/ru not_active IP Right Cessation
- 2000-11-07 AU AU14202/01A patent/AU755284B2/en not_active Ceased
- 2000-11-07 AT AT00976419T patent/ATE297933T1/de not_active IP Right Cessation
- 2000-11-07 TR TR2002/01243T patent/TR200201243T2/xx unknown
- 2000-11-07 EP EP00976419A patent/EP1228074B1/en not_active Expired - Lifetime
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