ES2197790A1 - Compuesto intermedio de utilidad en la sintesis de macrolidos. - Google Patents
Compuesto intermedio de utilidad en la sintesis de macrolidos.Info
- Publication number
- ES2197790A1 ES2197790A1 ES200150042A ES200150042A ES2197790A1 ES 2197790 A1 ES2197790 A1 ES 2197790A1 ES 200150042 A ES200150042 A ES 200150042A ES 200150042 A ES200150042 A ES 200150042A ES 2197790 A1 ES2197790 A1 ES 2197790A1
- Authority
- ES
- Spain
- Prior art keywords
- macrolide
- intermediates
- macrolide intermediates
- homoerythromycin
- deoxo
- 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
- 239000000543 intermediate Substances 0.000 title 1
- 239000003120 macrolide antibiotic agent Substances 0.000 title 1
- MQTOSJVFKKJCRP-BICOPXKESA-N azithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)N(C)C[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 MQTOSJVFKKJCRP-BICOPXKESA-N 0.000 abstract 1
- 229960004099 azithromycin Drugs 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
-
- 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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Compuesto intermedio de utilidad en la sintesis de macrólidos. Concretamente, la inveción se refiere al compuesto 9-dexo-ó-deoxi-6,9-epoxi-9,9a-didehidro-9a-aza-9a-homoeritromicina A en forma de un hidrato y a su uso como compuesto intermedio en la producción de azitromicina. La invención describe también un procedimiento para la producción de dicho compuesto intermedio, que comprende aislar dicho compuesto a partir de un sistema disolvente acuoso por adición de una base y ajuste del pH.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9824580 | 1998-11-10 | ||
| GBGB9824580.6A GB9824580D0 (en) | 1998-11-10 | 1998-11-10 | Organic compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2197790A1 true ES2197790A1 (es) | 2004-01-01 |
| ES2197790B1 ES2197790B1 (es) | 2005-03-16 |
Family
ID=10842151
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES200150042A Expired - Fee Related ES2197790B1 (es) | 1998-11-10 | 1999-11-09 | Compuesto intermedio de utilidad en la sintesis de macrolidos. |
Country Status (4)
| Country | Link |
|---|---|
| AU (1) | AU1161500A (es) |
| ES (1) | ES2197790B1 (es) |
| GB (1) | GB9824580D0 (es) |
| WO (1) | WO2000027856A1 (es) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6703372B1 (en) * | 1999-06-29 | 2004-03-09 | Biochemie S.A. | Macrolides |
| ES2260047T3 (es) * | 2000-07-25 | 2006-11-01 | Laboratorio Silanes, S.A. De C.V. | Proceso de etapa unica para la preparacion de 7,16-deoxi-2-aza-10-o-cladinosil-12-o-desosaminil-4,5-dihidroxi-6-etil-3,5,9,11,13,15-hexametilbiciclo(11.2.1)hexadeca-1(2)-en-ona y obtencion de una forma nueva de 9-deoxo-9a-metil-9a-homoeritromicina a. |
| US7683162B2 (en) | 2004-08-30 | 2010-03-23 | Taro Pharmaceutical Industries Limited | Process of preparing a crystalline azithromycin monohydrate |
| CN105481913B (zh) * | 2014-09-19 | 2019-01-08 | 宁夏启元药业有限公司 | 一种合成阿奇霉素的方法 |
| CN104892697A (zh) * | 2015-05-05 | 2015-09-09 | 黄石世星药业有限责任公司 | 阿奇霉素生产工艺 |
| CN106432370A (zh) * | 2016-09-12 | 2017-02-22 | 上海现代制药海门有限公司 | 高纯度红霉素6,9亚胺醚的制备方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0137132A2 (en) * | 1983-07-18 | 1985-04-17 | SOUR PLIVA farmaceutska, Kemijska prehrambena i kozmeticka industrija, n.sol.o. | Process for the manufacture of 7,16-dioxa-2-aza-10-0-cladinosyl-12-0-desosaminyl-4,5-dihydroxy-6-ethyl-3,5,9,11,13,15-hexamethyl-bicyclo(11.2.1)-hexadeca-1(2)-ene-8-one and novel intermediate used in this process |
| WO1994026758A1 (en) * | 1993-05-19 | 1994-11-24 | Pfizer Inc. | Intermediate for azithromycin |
| WO1998041532A1 (en) * | 1997-03-14 | 1998-09-24 | Biochemie S.A. | Erythromycin a oxime dihydrate |
-
1998
- 1998-11-10 GB GBGB9824580.6A patent/GB9824580D0/en not_active Ceased
-
1999
- 1999-11-09 AU AU11615/00A patent/AU1161500A/en not_active Abandoned
- 1999-11-09 WO PCT/EP1999/008578 patent/WO2000027856A1/en not_active Ceased
- 1999-11-09 ES ES200150042A patent/ES2197790B1/es not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0137132A2 (en) * | 1983-07-18 | 1985-04-17 | SOUR PLIVA farmaceutska, Kemijska prehrambena i kozmeticka industrija, n.sol.o. | Process for the manufacture of 7,16-dioxa-2-aza-10-0-cladinosyl-12-0-desosaminyl-4,5-dihydroxy-6-ethyl-3,5,9,11,13,15-hexamethyl-bicyclo(11.2.1)-hexadeca-1(2)-ene-8-one and novel intermediate used in this process |
| WO1994026758A1 (en) * | 1993-05-19 | 1994-11-24 | Pfizer Inc. | Intermediate for azithromycin |
| WO1998041532A1 (en) * | 1997-03-14 | 1998-09-24 | Biochemie S.A. | Erythromycin a oxime dihydrate |
Non-Patent Citations (2)
| Title |
|---|
| BAYOD-JASANADA, M. et al. Synthesis of 9-deoxo-9a-aza-9a- homoerythromycin A 11,12-hydrogen borate and Azithromycin 11,12-hydrogen borate. A new procedure to obtain Azithromycin dihydrate. J. Org. Chem., 1997, Vol. 62, paginas 7479-7481. * |
| WILKENING, R.R. et al. Novel transannular rearrangements of Azalide Iminoethers. Tetrahedron 1997, Vol. 53, nº 50, paginas 16923-16944. * |
Also Published As
| Publication number | Publication date |
|---|---|
| GB9824580D0 (en) | 1999-01-06 |
| AU1161500A (en) | 2000-05-29 |
| ES2197790B1 (es) | 2005-03-16 |
| WO2000027856A1 (en) | 2000-05-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EC2A | Search report published |
Date of ref document: 20040101 Kind code of ref document: A1 |
|
| FG2A | Definitive protection |
Ref document number: 2197790B1 Country of ref document: ES |
|
| FD2A | Announcement of lapse in spain |
Effective date: 20211119 |