WO2004083172A3 - Process for the preparation of 7-amino (p-hydroxyphenylglyclyamido) cephem compounds - Google Patents

Process for the preparation of 7-amino (p-hydroxyphenylglyclyamido) cephem compounds Download PDF

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Publication number
WO2004083172A3
WO2004083172A3 PCT/IB2004/000850 IB2004000850W WO2004083172A3 WO 2004083172 A3 WO2004083172 A3 WO 2004083172A3 IB 2004000850 W IB2004000850 W IB 2004000850W WO 2004083172 A3 WO2004083172 A3 WO 2004083172A3
Authority
WO
WIPO (PCT)
Prior art keywords
amino
preparation
cephem compounds
hydroxyphenylglyclyamido
hydroxyphenylglycyl
Prior art date
Application number
PCT/IB2004/000850
Other languages
French (fr)
Other versions
WO2004083172A2 (en
Inventor
Yatendra Kumar
Neera Tewari
Shailendra Kumar Singh
Bishwa Prakash Rai
Original Assignee
Ranbaxy Lab Ltd
Yatendra Kumar
Neera Tewari
Shailendra Kumar Singh
Bishwa Prakash Rai
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 Ranbaxy Lab Ltd, Yatendra Kumar, Neera Tewari, Shailendra Kumar Singh, Bishwa Prakash Rai filed Critical Ranbaxy Lab Ltd
Priority to EP04722335A priority Critical patent/EP1608661A2/en
Priority to CA002519853A priority patent/CA2519853A1/en
Publication of WO2004083172A2 publication Critical patent/WO2004083172A2/en
Publication of WO2004083172A3 publication Critical patent/WO2004083172A3/en

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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
    • C07D501/02—Preparation
    • C07D501/04—Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents
    • C07D501/06—Acylation of 7-aminocephalosporanic acid
    • 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
    • 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
    • C07D501/22—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with radicals containing only hydrogen and carbon atoms, attached in position 3
    • 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
    • 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
    • C07D501/36—Methylene radicals, substituted by sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

The invention relates to pure 7- amino (p-hydroxyphenylglycyl) cephem compounds. The invention also relates to processes for the preparation of pure 7- amino (p-hydroxyphenylglycyl) cephem compounds and pharmaceutical compositions that include the pure 7- amino (p-hydroxyphenylglycyl) cephem compounds.
PCT/IB2004/000850 2003-03-21 2004-03-22 Process for the preparation of 7-amino (p-hydroxyphenylglyclyamido) cephem compounds WO2004083172A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP04722335A EP1608661A2 (en) 2003-03-21 2004-03-22 Process for the preparaton of 7-(p-hydroxyphenylglycylamido)cephem compounds
CA002519853A CA2519853A1 (en) 2003-03-21 2004-03-22 Process for the preparation of 7-amino (p-hydroxyphenylglycylamido) cephem compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN353DE2003 2003-03-21
IN353/DEL/2003 2003-03-21

Publications (2)

Publication Number Publication Date
WO2004083172A2 WO2004083172A2 (en) 2004-09-30
WO2004083172A3 true WO2004083172A3 (en) 2004-12-02

Family

ID=33017825

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2004/000850 WO2004083172A2 (en) 2003-03-21 2004-03-22 Process for the preparation of 7-amino (p-hydroxyphenylglyclyamido) cephem compounds

Country Status (3)

Country Link
EP (1) EP1608661A2 (en)
CA (1) CA2519853A1 (en)
WO (1) WO2004083172A2 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2338335T3 (en) * 2004-11-01 2010-05-06 Hetero Drugs Limited NEW CEFPROZILO INTERMEDIATE PREPARATION PROCEDURE.
CN102408438B (en) * 2010-09-26 2015-01-07 石药集团中奇制药技术（石家庄）有限公司 Preparation method of cefprozil monohydrate
CN102443013B (en) * 2010-10-10 2014-09-17 石药集团中奇制药技术（石家庄）有限公司 Method for preparing cefprozil dimethyl formamide solvate
CN102911187B (en) * 2012-10-11 2015-03-11 南通康鑫药业有限公司 Recovery method of cefprozil
CN112694487B (en) * 2020-12-29 2022-04-22 苏州盛达药业有限公司 Preparation method of cefprozil
CN113533591B (en) * 2021-06-18 2022-08-23 山东罗欣药业集团恒欣药业有限公司 GC analysis method for benzene and paraldehyde in cefprozil

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3899394A (en) * 1972-12-26 1975-08-12 Bristol Myers Co Production of antibacterial agents
US3940354A (en) * 1973-01-31 1976-02-24 Roussel-Uclaf Cephalosporan compounds
US3988450A (en) * 1974-04-10 1976-10-26 Beecham Group Limited Cephalosporins
US4139702A (en) * 1976-12-16 1979-02-13 Dobfar S.P.A. Process for preparing cephalosporines
US4148817A (en) * 1976-03-25 1979-04-10 Eli Lilly And Company Process and intermediates for preparing cephalosporin antibiotics
JPS57185291A (en) * 1981-05-09 1982-11-15 Toushin Seiyaku Kk Manufacture of cephalosporin compound utilizing novel silylating agent
WO2004035593A1 (en) * 2002-10-16 2004-04-29 Orchid Chemicals & Pharmaceuticals Limited An improved process for the preparation of cefadroxil
WO2004039812A1 (en) * 2002-10-30 2004-05-13 Orchid Chemicals & Pharmaceuticals Limited Process for the preparation of 3-propenyl cephalosporin dmf solvate

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3899394A (en) * 1972-12-26 1975-08-12 Bristol Myers Co Production of antibacterial agents
US3940354A (en) * 1973-01-31 1976-02-24 Roussel-Uclaf Cephalosporan compounds
US3988450A (en) * 1974-04-10 1976-10-26 Beecham Group Limited Cephalosporins
US4148817A (en) * 1976-03-25 1979-04-10 Eli Lilly And Company Process and intermediates for preparing cephalosporin antibiotics
US4139702A (en) * 1976-12-16 1979-02-13 Dobfar S.P.A. Process for preparing cephalosporines
JPS57185291A (en) * 1981-05-09 1982-11-15 Toushin Seiyaku Kk Manufacture of cephalosporin compound utilizing novel silylating agent
WO2004035593A1 (en) * 2002-10-16 2004-04-29 Orchid Chemicals & Pharmaceuticals Limited An improved process for the preparation of cefadroxil
WO2004039812A1 (en) * 2002-10-30 2004-05-13 Orchid Chemicals & Pharmaceuticals Limited Process for the preparation of 3-propenyl cephalosporin dmf solvate

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
CASTELLVI, J. C. ET AL.: "Highly catalytic species in the formation of symmetrical anhydrides and mixt anhydrides", AFINIDAD, vol. 43, 1986, pages 421 - 424, XP009036673 *
HUANG, R. ET AL: "Synthesis of Cefadroxil", ZHONGGUO YIYAO GONGYE ZAZHI, vol. 21, no. 8, 1990, pages 343 - 345, XP009036672 *
KEMPERMANN, G. J. ET AL.: "Synthesis of Cephalosporin-Type Antibiotics by Coupling of Their beta-Lactam Nucleus and Racemic Amino Acid Side Chains Using a Clathration-Induced Asymmetric Transformation", EUR. J. ORG. CHEM., 2001, pages 1817 - 1820, XP009036646 *
KLEEMANN, A.; ENGEL, J.: "Pharmaceutical Substances; Synthesis, Patents, Application; A-M; 4th ed.", 2001, THIEME, STUTTGART, NEW YORK, XP002296968 *

Also Published As

Publication number Publication date
CA2519853A1 (en) 2004-09-30
EP1608661A2 (en) 2005-12-28
WO2004083172A2 (en) 2004-09-30

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