ES8601869A1 - A PROCEDURE TO PREPARE VERY PURE CRYSTALLINE CEFUROXYME ESTER 1-ACETOXYETHYLENE - Google Patents
A PROCEDURE TO PREPARE VERY PURE CRYSTALLINE CEFUROXYME ESTER 1-ACETOXYETHYLENEInfo
- Publication number
- ES8601869A1 ES8601869A1 ES534695A ES534695A ES8601869A1 ES 8601869 A1 ES8601869 A1 ES 8601869A1 ES 534695 A ES534695 A ES 534695A ES 534695 A ES534695 A ES 534695A ES 8601869 A1 ES8601869 A1 ES 8601869A1
- Authority
- ES
- Spain
- Prior art keywords
- procedure
- cefuroxyme
- acetoxyethylene
- ester
- prepare
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
- 229950003588 axetil Drugs 0.000 abstract 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 239000003125 aqueous solvent Substances 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical compound C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- IPBVNPXQWQGGJP-UHFFFAOYSA-N phenyl acetate Chemical compound CC(=O)OC1=CC=CC=C1 IPBVNPXQWQGGJP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
- C07D501/38—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof
- C07D501/46—Methylene radicals, substituted by nitrogen atoms; Lactams thereof with the 2-carboxyl group; Methylene radicals substituted by nitrogen-containing hetero rings attached by the ring nitrogen atom; Quaternary compounds thereof with the 7-amino radical acylated by carboxylic acids containing hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
- C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
- C07D501/34—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings
-
- 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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
UN PROCEDIMIENTO PARA OBTENER CEFUROXIMA-AXETIL CRISTALINA Y PURISIMA. COMPRENDE CRISTALIZAR CEFUROXIMA-AXETIL A PARTIR DE UNA DISOLUCION DE LA MISMA EN UN DISOLVENTE ORGANICO O ACUOSO, O EN UNA MEZCLA DE AMBOS, Y LUEGO SECAR Y AISLAR EL PRODUCTO. LOS DISOLVENTES PREFERIDOS SON ACETATOS DE ALQUILO MEZCLADOS CON ETERES O CON HIDROCARBUROS ALIFATICOS O AROMATICOS. CUANTO MAYOR SEA EL RENDIMIENTO DE LA CRISTALIZACION, EL PRODUCTO CONTENDRA UNA RELACION ESTEQUIOMETRICA DE ISOMEROS R:S MAS PROXIMA A 1:1.A PROCEDURE TO OBTAIN CEFUROXIMA-AXETIL CRISTALINA Y PURISIMA. IT INCLUDES CRYSTALIZING CEFUROXIMA-AXETIL FROM A SOLUTION OF THE SAME IN AN ORGANIC OR AQUEOUS SOLVENT, OR IN A MIXTURE OF BOTH, AND THEN DRYING AND ISOLATING THE PRODUCT. THE PREFERRED SOLVENTS ARE ALKYL ACETATES MIXED WITH ETHERS OR WITH ALIPHATIC OR AROMATIC HYDROCARBONS. THE HIGHER THE CRYSTALLIZATION YIELD, THE PRODUCT WILL CONTAIN A STECHIOMETRIC RATIO OF ISOMERS R: S CLOSER TO 1: 1.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB838320521A GB8320521D0 (en) | 1983-07-29 | 1983-07-29 | Chemical process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8601869A1 true ES8601869A1 (en) | 1985-11-01 |
| ES534695A0 ES534695A0 (en) | 1985-11-01 |
Family
ID=10546505
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES534695A Granted ES534695A0 (en) | 1983-07-29 | 1984-07-27 | A PROCEDURE TO PREPARE VERY PURE CRYSTALLINE CEFUROXYME ESTER 1-ACETOXYETHYLENE |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPH0613526B2 (en) |
| KR (1) | KR910008377B1 (en) |
| AT (1) | AT392470B (en) |
| AU (2) | AU582121B2 (en) |
| BE (1) | BE900241A (en) |
| CA (1) | CA1265511A (en) |
| CH (1) | CH662121A5 (en) |
| DE (1) | DE3427828A1 (en) |
| DK (1) | DK165505C (en) |
| ES (1) | ES534695A0 (en) |
| FI (1) | FI76808C (en) |
| FR (1) | FR2549837B1 (en) |
| GB (2) | GB8320521D0 (en) |
| IE (1) | IE57726B1 (en) |
| IL (1) | IL72536A (en) |
| NL (1) | NL8402372A (en) |
| NO (1) | NO167292C (en) |
| NZ (1) | NZ209046A (en) |
| PT (1) | PT78985B (en) |
| SE (1) | SE463263B (en) |
| ZA (1) | ZA845830B (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8400024D0 (en) * | 1984-01-03 | 1984-02-08 | Glaxo Group Ltd | Cephalosporin antibiotics |
| GB8524001D0 (en) * | 1985-09-30 | 1985-11-06 | Glaxo Group Ltd | Pharmaceutical composition |
| US5063224A (en) * | 1990-07-09 | 1991-11-05 | Eli Lilly And Company | R-cefuroxime axetil |
| IT1277426B1 (en) * | 1995-08-03 | 1997-11-10 | Acs Dobfar Spa | BIOAVAILABLE CRYSTALLINE FORM OF CEFUROXIMA AXETIL |
| CN1111537C (en) * | 1997-05-15 | 2003-06-18 | 第一制糖株式会社 | The preparation method of highly pure crystalline form of cefuroxime axetil |
| KR100228264B1 (en) * | 1997-08-02 | 1999-11-01 | 김선진 | The synthetic method of crystalline cefuroxime axetil |
| CA2209868C (en) * | 1997-08-15 | 2001-08-14 | Bernard Charles Sherman | Pharmaceutical compositions comprising cefuroxime axetil |
| IN186539B (en) * | 1997-09-29 | 2001-09-29 | Ranbaxy Lab Ltd | |
| EP0937727B1 (en) * | 1998-02-20 | 2002-01-30 | Fako Ilaclari A.S. | Process of preparation of soluble crystalline cefuroxime axetil |
| IN190849B (en) | 2000-07-17 | 2003-08-23 | Ranbaxy Lab Ltd | |
| AT411996B (en) | 2000-09-11 | 2004-08-26 | Sandoz Ag | METHOD FOR PRODUCING CEFUROXIME IN THE FORM OF ITS N-BUTYL LAMONIUM SALTS |
| ITMI20011763A1 (en) * | 2001-08-10 | 2003-02-10 | Antibioticos Spa | HIGH-PURITY CEFUROXIME AXELITE PREPARATION PROCESS |
| ITMI20011925A1 (en) * | 2001-09-14 | 2003-03-14 | Antibioticos Spa | METHOD APPLICABLE ON INDUSTRIAL SCALE FOR THE PREPARATION OF CEFUROXIME AXETILE CRISTALLINO |
| TWI328006B (en) * | 2003-12-26 | 2010-08-01 | Nissan Chemical Ind Ltd | Crystal form of quinoline compound and process for its production |
| CN100448879C (en) * | 2004-07-22 | 2009-01-07 | 北京化工大学 | A kind of preparation method of amorphous cefuroxime axetil |
| DE102005019458A1 (en) * | 2005-04-25 | 2006-10-26 | Grünenthal GmbH | Composition, useful in the preparation of pellets and the multi-particular-presentation form, comprises cefuroximaxetil and carrageenan of the group of lambda carrageenan, tau carrageenan and kappa carrageenan |
| CN118561870A (en) * | 2024-05-15 | 2024-08-30 | 广东立国制药有限公司 | Method for preparing cefuroxime acid |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1571683A (en) * | 1976-02-16 | 1980-07-16 | Glaxo Operations Ltd | Ester derivatives of cefuroxime |
| CA1094545A (en) * | 1976-02-16 | 1981-01-27 | Michael Gregson | Cephalosporin antibiotics |
| 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 |
| JPS577485A (en) * | 1980-06-13 | 1982-01-14 | Takeda Chem Ind Ltd | Cephalosporin |
| YU44680B (en) * | 1982-07-30 | 1990-12-31 | Glaxo Lab Ltd | Process for obtaining very pure amorphous form of cephuroxim axetile |
| GB8400024D0 (en) * | 1984-01-03 | 1984-02-08 | Glaxo Group Ltd | Cephalosporin antibiotics |
-
1983
- 1983-07-29 GB GB838320521A patent/GB8320521D0/en active Pending
-
1984
- 1984-07-27 NL NL8402372A patent/NL8402372A/en not_active Application Discontinuation
- 1984-07-27 ZA ZA845830A patent/ZA845830B/en unknown
- 1984-07-27 NO NO843055A patent/NO167292C/en not_active IP Right Cessation
- 1984-07-27 JP JP59155694A patent/JPH0613526B2/en not_active Expired - Lifetime
- 1984-07-27 DE DE19843427828 patent/DE3427828A1/en not_active Ceased
- 1984-07-27 GB GB08419202A patent/GB2145409B/en not_active Expired
- 1984-07-27 KR KR1019840004465A patent/KR910008377B1/en not_active Expired
- 1984-07-27 AT AT2444/84A patent/AT392470B/en not_active IP Right Cessation
- 1984-07-27 PT PT78985A patent/PT78985B/en unknown
- 1984-07-27 ES ES534695A patent/ES534695A0/en active Granted
- 1984-07-27 FI FI843011A patent/FI76808C/en not_active IP Right Cessation
- 1984-07-27 AU AU31256/84A patent/AU582121B2/en not_active Ceased
- 1984-07-27 FR FR8412011A patent/FR2549837B1/en not_active Expired
- 1984-07-27 DK DK366684A patent/DK165505C/en not_active IP Right Cessation
- 1984-07-27 SE SE8403897A patent/SE463263B/en not_active IP Right Cessation
- 1984-07-27 CH CH3672/84A patent/CH662121A5/en not_active IP Right Cessation
- 1984-07-27 BE BE0/213398A patent/BE900241A/en not_active IP Right Cessation
- 1984-07-27 CA CA000459929A patent/CA1265511A/en not_active Expired - Fee Related
- 1984-07-27 IE IE1938/84A patent/IE57726B1/en not_active IP Right Cessation
- 1984-07-29 IL IL72536A patent/IL72536A/en not_active IP Right Cessation
- 1984-07-30 NZ NZ209046A patent/NZ209046A/en unknown
-
1989
- 1989-06-16 AU AU36601/89A patent/AU634965B2/en not_active Ceased
Also Published As
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