BRPI0519476B8 - processo para a síntese de cefaclor e processo para obtenção de cefaclor - Google Patents

processo para a síntese de cefaclor e processo para obtenção de cefaclor

Info

Publication number
BRPI0519476B8
BRPI0519476B8 BRPI0519476A BRPI0519476A BRPI0519476B8 BR PI0519476 B8 BRPI0519476 B8 BR PI0519476B8 BR PI0519476 A BRPI0519476 A BR PI0519476A BR PI0519476 A BRPI0519476 A BR PI0519476A BR PI0519476 B8 BRPI0519476 B8 BR PI0519476B8
Authority
BR
Brazil
Prior art keywords
cefaclor
weight
synthesis
amount
reaction
Prior art date
Application number
BRPI0519476A
Other languages
English (en)
Inventor
Monro Moody Harold
Johannes Godfried Maria Van Dooren Theodorus
Original Assignee
Dsm Ip Assets Bv
Dsm Sinochem Pharm Nl Bv
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Dsm Ip Assets Bv, Dsm Sinochem Pharm Nl Bv filed Critical Dsm Ip Assets Bv
Publication of BRPI0519476A2 publication Critical patent/BRPI0519476A2/pt
Publication of BRPI0519476B1 publication Critical patent/BRPI0519476B1/pt
Publication of BRPI0519476B8 publication Critical patent/BRPI0519476B8/pt

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P35/00Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
    • C12P35/04Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin by acylation of the substituent in the 7 position
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/16Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing two or more hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A61K31/542Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/545Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D501/00Heterocyclic 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
    • C07D501/14Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/58Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3 with a nitrogen atom, which is a member of a hetero ring, attached in position 7
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P35/00Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • General Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Oncology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Epidemiology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

processo para a síntese de cefaclor a presente invenção se refere a um processo para a síntese de cefaclor, processo o qual compreende reação de ácido 7-amino-3-cloro cefalosporânico (7-acca) com d-fenilglicina na forma ativada (pga) na presença de uma enzima em uma mistura de reação para formar cefaclor, em que pelo menos parte do 7-acca e/ou pga é adicionada à mistura de reação durante o curso da reação. a invenção também se refere a uma mistura aquosa compreendendo uma quantidade de cefaclor de > 10% (peso/peso), uma quantidade de ácido 7-amino-3-cloro cefalosporânico de < 2% (peso/peso) e uma quantidade de d-fenilglicina de < 2% (peso/peso) e um processo para a recuperação de cefaclor dessa mistura aquosa. a invenção também se refere ao cefaclor na forma de cristal tendo uma absorbância a 400 nm (a~ 400~) de menos de 0,250.
BRPI0519476A 2004-12-27 2005-12-23 processo para a síntese de cefaclor e processo para obtenção de cefaclor BRPI0519476B8 (pt)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP04106999 2004-12-27
EP04106999.8 2004-12-27
PCT/EP2005/057155 WO2006069984A2 (en) 2004-12-27 2005-12-23 Process for the synthesis of cefaclor

Publications (3)

Publication Number Publication Date
BRPI0519476A2 BRPI0519476A2 (pt) 2009-02-03
BRPI0519476B1 BRPI0519476B1 (pt) 2020-12-22
BRPI0519476B8 true BRPI0519476B8 (pt) 2021-05-25

Family

ID=35512770

Family Applications (1)

Application Number Title Priority Date Filing Date
BRPI0519476A BRPI0519476B8 (pt) 2004-12-27 2005-12-23 processo para a síntese de cefaclor e processo para obtenção de cefaclor

Country Status (8)

Country Link
US (1) US8071330B2 (pt)
EP (1) EP1831390B1 (pt)
JP (1) JP5022913B2 (pt)
KR (1) KR101203287B1 (pt)
CN (1) CN101090978B (pt)
BR (1) BRPI0519476B8 (pt)
MX (1) MX2007007937A (pt)
WO (1) WO2006069984A2 (pt)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010072765A2 (en) * 2008-12-23 2010-07-01 Dsm Ip Assets B.V. Mutant penicillin g acylases
EP2723882B1 (en) 2011-06-23 2019-05-01 Centrient Pharmaceuticals Netherlands B.V. Process for preparing 3'-thiosubstituted cephalosporins employing a penicillin g acylase
WO2012175587A2 (en) 2011-06-23 2012-12-27 Dsm Sinochem Pharmaceuticals Netherlands B.V. Novel crystalline cefoperazone intermediate
CN102443014B (zh) * 2011-12-29 2014-07-09 上海右手医药科技开发有限公司 3-氯头孢菌素衍生物及其合成方法与在头孢克洛制备中的应用
CN103571907B (zh) * 2013-10-30 2016-01-13 苏州中联化学制药有限公司 一种酶法合成头孢克洛的分离及纯化方法
CN103757085B (zh) * 2013-11-28 2016-06-15 湖南福来格生物技术有限公司 头孢克洛及其合成方法
CN103667418B (zh) * 2013-12-18 2015-03-25 华北制药河北华民药业有限责任公司 高活性β-内酰胺抗生素合成用酶的高通量筛选方法
CN106222230A (zh) * 2016-08-03 2016-12-14 广州白云山医药集团股份有限公司白云山化学制药厂 一种绿色酶法合成头孢克洛的方法
CN107523603B (zh) * 2017-08-04 2020-12-29 长沙凯晓生物科技有限公司 一种酶法制备头孢克洛的方法
CN109266713A (zh) * 2018-11-12 2019-01-25 齐鲁安替制药有限公司 一种适用于工业生产的头孢克洛的制备方法
CN110408670A (zh) * 2019-08-19 2019-11-05 苏州盛达药业有限公司 一种酶催化合成头孢克洛的方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1274658B (it) * 1995-02-28 1997-07-18 Acs Dobfar Spa Procedimento enzimatico migliorato per la produzione di penicilline e cefalosporine
AU718648B2 (en) * 1996-11-05 2000-04-20 Bristol-Myers Squibb Company Mutant penicillin G acylases
NL1007302C2 (nl) * 1997-10-17 1999-04-20 Dsm Nv Werkwijze voor de bereiding van een ß-lactam antibioticum.
AU2002358777A1 (en) 2001-12-27 2003-07-15 Dsm N.V. Process for the preparation of a beta-lactam antibiotic with mutated penicillin acylase

Also Published As

Publication number Publication date
MX2007007937A (es) 2007-08-21
BRPI0519476B1 (pt) 2020-12-22
JP5022913B2 (ja) 2012-09-12
WO2006069984A3 (en) 2007-04-12
EP1831390A2 (en) 2007-09-12
JP2008525044A (ja) 2008-07-17
KR20070090042A (ko) 2007-09-04
CN101090978B (zh) 2012-07-04
EP1831390B1 (en) 2014-11-19
US8071330B2 (en) 2011-12-06
CN101090978A (zh) 2007-12-19
BRPI0519476A2 (pt) 2009-02-03
US20080050771A1 (en) 2008-02-28
KR101203287B1 (ko) 2012-11-20
WO2006069984A2 (en) 2006-07-06

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Legal Events

Date Code Title Description
B06F Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette]
B25A Requested transfer of rights approved

Owner name: DSM SINOCHEM PHARMACEUTICALS NETHERLANDS B.V. (NL)

B07D Technical examination (opinion) related to article 229 of industrial property law [chapter 7.4 patent gazette]
B07E Notification of approval relating to section 229 industrial property law [chapter 7.5 patent gazette]
B06A Patent application procedure suspended [chapter 6.1 patent gazette]
B09B Patent application refused [chapter 9.2 patent gazette]
B12B Appeal against refusal [chapter 12.2 patent gazette]
B16A Patent or certificate of addition of invention granted [chapter 16.1 patent gazette]

Free format text: PRAZO DE VALIDADE: 10 (DEZ) ANOS CONTADOS A PARTIR DE 22/12/2020, OBSERVADAS AS CONDICOES LEGAIS.

B16C Correction of notification of the grant [chapter 16.3 patent gazette]

Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 23/12/2005 OBSERVADAS AS CONDICOES LEGAIS. PATENTE CONCEDIDA CONFORME ADI 5.529/DF

B25D Requested change of name of applicant approved

Owner name: CENTRIENT PHARMACEUTICALS NETHERLANDS B.V. (NL)

B25K Entry of change of name and/or headquarter and transfer of application, patent and certificate of addition of invention: republication

Owner name: CENTRIENT PHARMACEUTICALS NETHERLANDS B.V. (NL)

Free format text: RETIFICACAO DO DESPACHO (25.4) ? ALTERACAO DE NOME PUBLICADO NA RPI NO 2636, DE 13/07/2021, QUANTO AO NOME DO DEPOSITANTE NA AVERBACAO.ONDE SE LE: CENTRIENT PHARMACEUTICALS NETHERLANDS B.VLEIA-SE: CENTRIENT PHARMACEUTICALS NETHERLANDS B.V.