BR0109194A - Método para preparar claritromicina em cristais da forma ii - Google Patents
Método para preparar claritromicina em cristais da forma iiInfo
- Publication number
- BR0109194A BR0109194A BR0109194-8A BR0109194A BR0109194A BR 0109194 A BR0109194 A BR 0109194A BR 0109194 A BR0109194 A BR 0109194A BR 0109194 A BR0109194 A BR 0109194A
- Authority
- BR
- Brazil
- Prior art keywords
- clarithromycin
- sym
- oxime
- crystals
- trimethylsilyl
- Prior art date
Links
- 229960002626 clarithromycin Drugs 0.000 title abstract 7
- AGOYDEPGAOXOCK-KCBOHYOISA-N clarithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@](C)([C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)OC)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 AGOYDEPGAOXOCK-KCBOHYOISA-N 0.000 title abstract 7
- 239000013078 crystal Substances 0.000 title abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 3
- 229930006677 Erythromycin A Natural products 0.000 abstract 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract 2
- 229960003276 erythromycin Drugs 0.000 abstract 2
- LKGCPYOBWLSCTK-UHFFFAOYSA-N methanesulfonic acid;trihydrate Chemical compound O.O.O.CS(O)(=O)=O LKGCPYOBWLSCTK-UHFFFAOYSA-N 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- KYTWXIARANQMCA-RWJQBGPGSA-N (3r,4s,5s,6r,7r,9r,11s,12r,13s,14r)-6-[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-10-hydroxyimino-4-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2 Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=NO)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 KYTWXIARANQMCA-RWJQBGPGSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 abstract 1
- 229940098779 methanesulfonic acid Drugs 0.000 abstract 1
- 239000012022 methylating agents Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 125000003544 oxime group Chemical group 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Genetics & Genomics (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
"MéTODO PARA PREPARAR CLARITROMICINA EM CRISTAIS DA FORMA II". Claritromicina de alta pureza em cristais da Forma II pode ser preparada facilmente com um alto rendimento por um processo que compreende as etapas de: proteger o grupo hidróxi da 9-oxima da 9-oxima de eritromicina A ou um seu sal com um grupo tropila e os grupos 2' - e 4"-hidróxi com grupos trimetil-silila; reagir 9-<sym>-tropil-oxima de 2',4"-<sym>bis-(trimetil-silil)-eritromicina A com um agente metilante; remover os grupos protetores e o grupo oxima de 9-<sym>-tropiloxima de 2',4"-<sym>-bis-(trimetil-silil)-6-<sym>-metil-eritromicina A, para obter claritromicina bruta; tratar a claritromicina bruta com ácido metano-sulfónico em uma mistura de um solvente orgânico miscível com água e água, para obter mesilato de claritromicina cristalino triidratado; e neutralizar o mesilato de claritromicina cristalino triidratado com solução aquosa de amónea, em uma mistura de um solvente orgânico miscível com água e água.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020000013033A KR100361397B1 (ko) | 2000-03-15 | 2000-03-15 | 에리스로마이신 에이 9-오-트로필옥심 유도체를 이용한클라리스로마이신의 제조방법 |
| KR10-2000-0069834A KR100367981B1 (ko) | 2000-11-23 | 2000-11-23 | 클라리스로마이신 결정형 2의 제조 방법 및 이 방법에사용되는 결정성 클라리스로마이신 메실레이트 삼수화물 |
| PCT/KR2001/000394 WO2001068662A1 (en) | 2000-03-15 | 2001-03-14 | Method of preparing clarithromycin of form ii crystals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR0109194A true BR0109194A (pt) | 2003-02-11 |
Family
ID=36274127
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR0109194-8A BR0109194A (pt) | 2000-03-15 | 2001-03-14 | Método para preparar claritromicina em cristais da forma ii |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6515116B2 (pt) |
| EP (2) | EP1134229B1 (pt) |
| JP (1) | JP4119125B2 (pt) |
| CN (1) | CN1193036C (pt) |
| AT (2) | ATE297941T1 (pt) |
| AU (1) | AU771825B2 (pt) |
| BR (1) | BR0109194A (pt) |
| CA (1) | CA2402201C (pt) |
| DE (2) | DE60122791T2 (pt) |
| ES (2) | ES2270226T3 (pt) |
| HU (1) | HUP0300418A3 (pt) |
| MX (1) | MXPA02008861A (pt) |
| NZ (1) | NZ521184A (pt) |
| RU (1) | RU2230748C2 (pt) |
| WO (1) | WO2001068662A1 (pt) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6565882B2 (en) * | 2000-02-24 | 2003-05-20 | Advancis Pharmaceutical Corp | Antibiotic composition with inhibitor |
| US6544555B2 (en) * | 2000-02-24 | 2003-04-08 | Advancis Pharmaceutical Corp. | Antibiotic product, use and formulation thereof |
| HUP0302466A2 (hu) * | 2000-02-29 | 2003-11-28 | Teva Pharmaceutical Industries Ltd. | Eljárások clarithromycin, clarithromycin intermedier, gyakorlatilag oximmentes clarithromycin és ezt tartalmazó gyógyszerkészítmény előállítására |
| KR100367981B1 (ko) * | 2000-11-23 | 2003-01-14 | 한미약품공업 주식회사 | 클라리스로마이신 결정형 2의 제조 방법 및 이 방법에사용되는 결정성 클라리스로마이신 메실레이트 삼수화물 |
| BR0109544A (pt) * | 2000-03-28 | 2003-06-10 | Biochemie Gmbh | Partìculas granuladas com sabor ocultado |
| US20020068078A1 (en) * | 2000-10-13 | 2002-06-06 | Rudnic Edward M. | Antifungal product, use and formulation thereof |
| US6541014B2 (en) * | 2000-10-13 | 2003-04-01 | Advancis Pharmaceutical Corp. | Antiviral product, use and formulation thereof |
| US20020197314A1 (en) * | 2001-02-23 | 2002-12-26 | Rudnic Edward M. | Anti-fungal composition |
| US20060083759A1 (en) * | 2002-07-17 | 2006-04-20 | Aleksander Resman | Stabilization of the profile of release of active substances from a formulation |
| ES2552682T3 (es) | 2003-03-10 | 2015-12-01 | Merck Sharp & Dohme Corp. | Agentes antibacterianos novedosos |
| ES2221807B1 (es) * | 2003-06-24 | 2005-12-16 | Ercros Industrial, S.A. | Un procedimiento para la obtencion de claritromicina. |
| CA2533358C (en) * | 2003-07-21 | 2014-03-11 | Advancis Pharmaceutical Corporation | Antibiotic product, use and formulation thereof |
| WO2005009365A2 (en) * | 2003-07-21 | 2005-02-03 | Advancis Pharmaceutical Corporation | Antibiotic product, use and formulation thereof |
| AU2004258953B2 (en) * | 2003-07-21 | 2011-02-10 | Shionogi, Inc. | Antibiotic product, use and formulation thereof |
| US8758820B2 (en) * | 2003-08-11 | 2014-06-24 | Shionogi Inc. | Robust pellet |
| JP2007502294A (ja) * | 2003-08-12 | 2007-02-08 | アドバンシス ファーマスーティカル コーポレイション | 抗生物質製剤、その使用法及び作成方法 |
| US8246996B2 (en) * | 2003-08-29 | 2012-08-21 | Shionogi Inc. | Antibiotic product, use and formulation thereof |
| JP2007513869A (ja) * | 2003-09-15 | 2007-05-31 | アドバンシス ファーマスーティカル コーポレイション | 抗生物質製剤、その使用法及び作成方法 |
| US8715727B2 (en) * | 2004-07-02 | 2014-05-06 | Shionogi Inc. | Tablet for pulsed delivery |
| WO2006081711A1 (fr) * | 2005-02-07 | 2006-08-10 | Zte Corporation | Méthode de contrôle de mesure entre systèmes et mesure entre fréquences |
| WO2007015265A2 (en) * | 2005-05-24 | 2007-02-08 | Kopran Research Laboratories Ltd | A process for preparing 6,9-imino ether |
| CA2614412A1 (en) * | 2005-07-07 | 2007-01-18 | Elan Pharma International, Limited | Nanoparticulate clarithromycin formulations |
| WO2007036951A2 (en) * | 2005-08-31 | 2007-04-05 | Alembic Limited | Process to obtain 6-o-methylerythromycin a (clarithromycin)_form ii |
| US8778924B2 (en) * | 2006-12-04 | 2014-07-15 | Shionogi Inc. | Modified release amoxicillin products |
| US8357394B2 (en) | 2005-12-08 | 2013-01-22 | Shionogi Inc. | Compositions and methods for improved efficacy of penicillin-type antibiotics |
| US8299052B2 (en) | 2006-05-05 | 2012-10-30 | Shionogi Inc. | Pharmaceutical compositions and methods for improved bacterial eradication |
| EP2030613A1 (en) | 2007-08-17 | 2009-03-04 | Abbott GmbH & Co. KG | Preparation of compositions with essentially noncrystalline embedded macrolide antibiotics |
| CN105732745A (zh) | 2007-10-25 | 2016-07-06 | 森普拉制药公司 | 大环内酯类抗菌剂的制备方法 |
| AU2009308182B2 (en) * | 2008-10-24 | 2016-05-19 | Cempra Pharmaceuticals, Inc. | Biodefenses using triazole-containing macrolides |
| CN101787063B (zh) * | 2009-01-23 | 2012-12-19 | 刘力 | 抗感染药物及其制备和用途 |
| US9937194B1 (en) | 2009-06-12 | 2018-04-10 | Cempra Pharmaceuticals, Inc. | Compounds and methods for treating inflammatory diseases |
| US9480679B2 (en) | 2009-09-10 | 2016-11-01 | Cempra Pharmaceuticals, Inc. | Methods for treating malaria, tuberculosis and MAC diseases |
| DK2550286T3 (en) | 2010-03-22 | 2016-02-29 | Cempra Pharmaceuticals Inc | CRYSTALLINE FORMS OF A MACROLID AND APPLICATIONS THEREOF |
| CN105198944B (zh) | 2010-05-20 | 2018-06-01 | 森普拉制药公司 | 制备大环内酯和酮内酯及其中间体的方法 |
| EP2613630A4 (en) | 2010-09-10 | 2014-01-15 | Cempra Pharmaceuticals Inc | HYDROGEN BOND FOR THE PREPARATION OF FLUOROCHETOLIDES FOR THE TREATMENT OF DISEASES |
| MX2014011537A (es) | 2012-03-27 | 2015-02-10 | Cempra Pharmaceuticals Inc | Formulaciones parenterales para la administracion de antibioticos macrolidos. |
| CN103897002A (zh) * | 2012-12-31 | 2014-07-02 | 菏泽市方明制药有限公司 | 一种粗品硫氰酸红霉素制备红霉素a9-肟的方法 |
| CN103087130B (zh) * | 2013-02-06 | 2015-12-23 | 浙江国邦药业有限公司 | 一种克拉霉素晶型转换方法 |
| HK1217665A1 (zh) | 2013-03-14 | 2017-01-20 | 森普拉制药公司 | 用於治療呼吸道疾病的方法及其製劑 |
| RU2015138797A (ru) | 2013-03-15 | 2017-04-24 | Семпра Фармасьютикалс, Инк. | Конвергентные способы получения макролидных антибактериальных агентов |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60214796A (ja) * | 1984-04-06 | 1985-10-28 | Taisho Pharmaceut Co Ltd | 6−0−メチルエリスロマイシン類の製法 |
| US4670549A (en) * | 1985-03-18 | 1987-06-02 | Taisho Pharmaceutical Co., Ltd. | Method for selective methylation of erythromycin a derivatives |
| DE3782994T2 (de) * | 1986-09-18 | 1993-04-08 | Taisho Pharma Co Ltd | Erythromycin-a-derivate und verfahren zu ihrer herstellung. |
| KR960000434B1 (ko) * | 1986-12-17 | 1996-01-06 | 다이쇼 세이야꾸 가부시끼가이샤 | 에리스로마이신 a유도체 및 그의 제조 방법 |
| SI9011409A (en) * | 1990-07-18 | 1995-10-31 | Pliva Pharm & Chem Works | O-methyl azitromycin derivates, methods and intermediates for their preparation and methods for preparation of pharmaceuticals products which comprise them |
| US5872229A (en) * | 1995-11-21 | 1999-02-16 | Abbott Laboratories | Process for 6-O-alkylation of erythromycin derivatives |
| US5837829A (en) * | 1996-04-02 | 1998-11-17 | Abbott Laboratories | 9-oximesilyl erythromycin a derivatives |
| US5858986A (en) * | 1996-07-29 | 1999-01-12 | Abbott Laboratories | Crystal form I of clarithromycin |
| CA2261732C (en) * | 1996-07-29 | 2001-07-24 | Abbott Laboratories | Preparation of crystal form ii of clarithromycin |
| US5945405A (en) * | 1997-01-17 | 1999-08-31 | Abbott Laboratories | Crystal form O of clarithromycin |
| US5864023A (en) * | 1997-02-13 | 1999-01-26 | Abbott Laboratories | 3'-N'oxide, 3'-n-dimethylamine, 9-oxime erythromycin a derivatives |
| IL135792A0 (en) * | 1997-12-01 | 2001-05-20 | Abbott Lab | 6-o-alkyl derivatives of erythronolide b |
| US6258785B1 (en) * | 1998-12-02 | 2001-07-10 | Pfizer Inc. | Crystalline 9-E-(O-methyl)oxime of 11, 12-dideoxy-3-de(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribohexopyranosyloxy)-6-O-methyl-12,11-(iminocarbonyl-(2-(3-(4-(3-pyridinyl)1H-imadazol-1-yl)propyl)hydrazono))-3-oxoerythromycin |
-
2001
- 2001-03-14 AT AT01106198T patent/ATE297941T1/de not_active IP Right Cessation
- 2001-03-14 MX MXPA02008861A patent/MXPA02008861A/es active IP Right Grant
- 2001-03-14 BR BR0109194-8A patent/BR0109194A/pt not_active IP Right Cessation
- 2001-03-14 AT AT04013295T patent/ATE338053T1/de not_active IP Right Cessation
- 2001-03-14 EP EP01106198A patent/EP1134229B1/en not_active Expired - Lifetime
- 2001-03-14 AU AU42827/01A patent/AU771825B2/en not_active Ceased
- 2001-03-14 NZ NZ521184A patent/NZ521184A/en unknown
- 2001-03-14 JP JP2001567752A patent/JP4119125B2/ja not_active Expired - Fee Related
- 2001-03-14 CA CA002402201A patent/CA2402201C/en not_active Expired - Fee Related
- 2001-03-14 ES ES04013295T patent/ES2270226T3/es not_active Expired - Lifetime
- 2001-03-14 CN CNB018096050A patent/CN1193036C/zh not_active Expired - Fee Related
- 2001-03-14 EP EP04013295A patent/EP1469008B1/en not_active Expired - Lifetime
- 2001-03-14 ES ES01106198T patent/ES2242668T3/es not_active Expired - Lifetime
- 2001-03-14 RU RU2002127591/04A patent/RU2230748C2/ru not_active IP Right Cessation
- 2001-03-14 DE DE60122791T patent/DE60122791T2/de not_active Expired - Lifetime
- 2001-03-14 DE DE60111438T patent/DE60111438T2/de not_active Expired - Lifetime
- 2001-03-14 US US09/805,831 patent/US6515116B2/en not_active Expired - Fee Related
- 2001-03-14 WO PCT/KR2001/000394 patent/WO2001068662A1/en not_active Ceased
- 2001-03-14 HU HU0300418A patent/HUP0300418A3/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATE338053T1 (de) | 2006-09-15 |
| CN1193036C (zh) | 2005-03-16 |
| DE60122791T2 (de) | 2007-10-04 |
| DE60111438T2 (de) | 2006-05-18 |
| HUP0300418A2 (hu) | 2003-06-28 |
| RU2230748C2 (ru) | 2004-06-20 |
| EP1134229A2 (en) | 2001-09-19 |
| JP2004500398A (ja) | 2004-01-08 |
| NZ521184A (en) | 2004-02-27 |
| US6515116B2 (en) | 2003-02-04 |
| MXPA02008861A (es) | 2003-02-10 |
| ATE297941T1 (de) | 2005-07-15 |
| AU4282701A (en) | 2001-09-24 |
| DE60111438D1 (de) | 2005-07-21 |
| AU771825B2 (en) | 2004-04-01 |
| ES2242668T3 (es) | 2005-11-16 |
| DE60122791D1 (de) | 2006-10-12 |
| EP1134229A3 (en) | 2002-02-27 |
| EP1469008B1 (en) | 2006-08-30 |
| CA2402201A1 (en) | 2001-09-20 |
| WO2001068662A1 (en) | 2001-09-20 |
| CA2402201C (en) | 2007-06-05 |
| RU2002127591A (ru) | 2004-02-27 |
| ES2270226T3 (es) | 2007-04-01 |
| EP1134229B1 (en) | 2005-06-15 |
| JP4119125B2 (ja) | 2008-07-16 |
| HUP0300418A3 (en) | 2003-09-29 |
| CN1429233A (zh) | 2003-07-09 |
| US20010039333A1 (en) | 2001-11-08 |
| EP1469008A1 (en) | 2004-10-20 |
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