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JPS5756485A - Cephem of penam compound and its preparation - Google Patents

Cephem of penam compound and its preparation

Info

Publication number
JPS5756485A
JPS5756485A JP56087403A JP8740381A JPS5756485A JP S5756485 A JPS5756485 A JP S5756485A JP 56087403 A JP56087403 A JP 56087403A JP 8740381 A JP8740381 A JP 8740381A JP S5756485 A JPS5756485 A JP S5756485A
Authority
JP
Japan
Prior art keywords
compound
formula
cephem
methoxy
hydroxyl group
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
Application number
JP56087403A
Other languages
Japanese (ja)
Other versions
JPS5858353B2 (en
Inventor
Michihiko Ochiai
Akira Morimoto
Yoshihiro Matsushita
Nobuchika Aki
Taiichi Okada
Kenji Kawakita
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Takeda Pharmaceutical Co Ltd
Original Assignee
Takeda Chemical Industries Ltd
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 Takeda Chemical Industries Ltd filed Critical Takeda Chemical Industries Ltd
Publication of JPS5756485A publication Critical patent/JPS5756485A/en
Publication of JPS5858353B2 publication Critical patent/JPS5858353B2/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/34—Oxygen atoms
    • 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
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/40—Unsubstituted amino or imino radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
    • 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)
  • 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)
  • Thiazole And Isothizaole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

NEW MATERIAL:A cephem or penam compound having a structure of formulaI(R1 is arbitrarily protected primary amino or hydroxyl group; R2 is primary amino or hydroxyl group or a group convertible to one of these groups; R3 is H, methoxy, group convertible to methoxy; R8 is H, halogen) as a part and a compound of formula II.
EXAMPLE: Sodium 7α-methoxy-7β-( 2-aminothiazol-4-ylglycylamido )-3-(1-methyl-1H- tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylate.
USE: Antibiotic and its synthetic intermediate: it is effective against gram-positive and-negative bacteria.
PREPARATION: For example, the reaction between a compound of formula II and another compound having a partial structure of formula III affords the compound having a partial structure of formulaI. The compound of formula II is obtained, e.g., by reduction of a compound of formula IV (R5 is arbitrary protected hydroxyl group), and when necessary, removing the protecting group.
COPYRIGHT: (C)1982,JPO&Japio
JP56087403A 1975-06-09 1981-06-05 Cefem or penam compound and its production method Expired JPS5858353B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB24611/75 1975-06-09
GB24611/75A GB1536281A (en) 1975-06-09 1975-06-09 Cephem compounds

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
JP51067524A Division JPS5822039B2 (en) 1975-06-09 1976-06-08 Thiazole compound and its manufacturing method

Related Child Applications (2)

Application Number Title Priority Date Filing Date
JP58012560A Division JPS58185553A (en) 1975-06-09 1983-01-27 Alpha-protected oxyimino-beta-keto-gamma-halogenobutyric acid
JP58178160A Division JPS5989686A (en) 1975-06-09 1983-09-28 Cephem or penam compound

Publications (2)

Publication Number Publication Date
JPS5756485A true JPS5756485A (en) 1982-04-05
JPS5858353B2 JPS5858353B2 (en) 1983-12-24

Family

ID=10214399

Family Applications (5)

Application Number Title Priority Date Filing Date
JP51067524A Expired JPS5822039B2 (en) 1975-06-09 1976-06-08 Thiazole compound and its manufacturing method
JP56087403A Expired JPS5858353B2 (en) 1975-06-09 1981-06-05 Cefem or penam compound and its production method
JP58012560A Granted JPS58185553A (en) 1975-06-09 1983-01-27 Alpha-protected oxyimino-beta-keto-gamma-halogenobutyric acid
JP58178160A Pending JPS5989686A (en) 1975-06-09 1983-09-28 Cephem or penam compound
JP60232072A Granted JPS61143388A (en) 1975-06-09 1985-10-16 Cephem compound

Family Applications Before (1)

Application Number Title Priority Date Filing Date
JP51067524A Expired JPS5822039B2 (en) 1975-06-09 1976-06-08 Thiazole compound and its manufacturing method

Family Applications After (3)

Application Number Title Priority Date Filing Date
JP58012560A Granted JPS58185553A (en) 1975-06-09 1983-01-27 Alpha-protected oxyimino-beta-keto-gamma-halogenobutyric acid
JP58178160A Pending JPS5989686A (en) 1975-06-09 1983-09-28 Cephem or penam compound
JP60232072A Granted JPS61143388A (en) 1975-06-09 1985-10-16 Cephem compound

Country Status (7)

Country Link
JP (5) JPS5822039B2 (en)
AT (2) AT344894B (en)
GB (1) GB1536281A (en)
HK (1) HK2282A (en)
HU (1) HU172304B (en)
MY (1) MY8200219A (en)
SE (1) SE444809B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6236385A (en) * 1985-08-05 1987-02-17 Fujisawa Pharmaceut Co Ltd 3,7-disubstituted-3-cephem compound and production thereof
EP0771803A1 (en) 1995-10-17 1997-05-07 KATAYAMA SEIYAKUSYO CO. Ltd. Pyrazolo(1,5-a)pyrimidinium substituted cephem derivatives, their preparation and their use as antimicrobial agents

Families Citing this family (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK154939C (en) * 1974-12-19 1989-06-12 Takeda Chemical Industries Ltd METHOD OF ANALOGUE FOR THE PREPARATION OF THIAZOLYLACETAMIDO-CEPHEM COMPOUNDS OR PHARMACEUTICAL ACCEPTABLE SALTS OR ESTERS THEREOF
GB1536281A (en) * 1975-06-09 1978-12-20 Takeda Chemical Industries Ltd Cephem compounds
FR2346014A1 (en) * 1976-01-23 1977-10-28 Roussel Uclaf Amino-thiazolyl-hydroxyimino-acetamido-cephalosporanic acids - with antibacterial activity
SE440655B (en) * 1976-01-23 1985-08-12 Roussel Uclaf SET TO MAKE NEW OXIME DERIVATIVES OF 7-AMINO-THIAZOLYL-ACETAMIDO-CEPHALOSPORANIC ACID
GB1576625A (en) * 1976-04-12 1980-10-08 Fujisawa Pharmaceutical Co Syn isomer 3,7 disubstituted 3 cephem 4 carboxylic acid compounds and processes for the preparation thereof
FI771866A (en) * 1976-06-28 1977-12-29 Fujisawa Pharmaceutical Co
ZA781502B (en) * 1977-03-14 1979-09-26 Fujisawa Pharmaceutical Co New cephem and cepham compounds and processes for preparation thereof
PH17188A (en) * 1977-03-14 1984-06-14 Fujisawa Pharmaceutical Co New cephem and cepham compounds and their pharmaceutical compositions and method of use
JPS5444695A (en) * 1977-09-13 1979-04-09 Fujisawa Pharmaceut Co Ltd 3,7-disubstituted-3-cephem-4-carboxylic acid and its salt and their preparation
US4370326A (en) * 1977-09-13 1983-01-25 Fujisawa Pharmaceutical Co., Ltd. Cephem compounds and composition
FR2410655A1 (en) * 1977-12-05 1979-06-29 Roussel Uclaf NEW OXIMES DERIVED FROM 3-SUBSTITUTE 7-AMINO THIAZOLYL ACETAMIDO CEPHALOSPORANIC, THEIR METHOD OF PREPARATION AND THEIR APPLICATION AS MEDICINAL PRODUCTS
DE2758001A1 (en) * 1977-12-24 1979-07-12 Hoechst Ag CEPHALOSPORINE DERIVATIVES AND METHOD FOR THEIR PRODUCTION
FR2387235A1 (en) * 1978-01-23 1978-11-10 Fujisawa Pharmaceutical Co PROCESS FOR THE PREPARATION OF COMPOUNDS OF 3,7-DISUBSTITUE-3-CEPHEM-4-CARBOXYLIC ACID AND NEW PRODUCTS THUS OBTAINED, HAVING A STRONG ANTIBACTERIAL ACTIVITY
JPS54106495A (en) * 1978-02-09 1979-08-21 Dai Ichi Seiyaku Co Ltd Cephem derivative
JPS54128594A (en) * 1978-03-27 1979-10-05 Fujisawa Pharmaceut Co Ltd 3,7-disubstituted-3-cephem-4-carboxylic acid derivative
FR2432521A1 (en) * 1978-03-31 1980-02-29 Roussel Uclaf NOVEL O-SUBSTITUTED OXIMES DERIVED FROM 7-AMINO THIAZOLYL ACETAMIDO CEPHALOSPORANIC ACID, THEIR PREPARATION PROCESS AND THEIR USE AS MEDICAMENTS
DE2818263A1 (en) * 1978-04-26 1979-11-08 Bayer Ag BETA LACTAMANTIBIOTICS
US4703046A (en) * 1978-09-08 1987-10-27 Fujisawa Pharmaceutical Co., Ltd. Cephem compounds and processes for preparation thereof
BE878637A (en) * 1978-09-11 1980-03-06 Fujisawa Pharmaceutical Co PROCESS FOR THE PREPARATION OF 3,7-DISUBSTITUTED 3-CEPHEM-4-CARBOXYLIC ACID COMPOUNDS AND THEIR PHARMACEUTICALLY ACCEPTABLE SALTS, NOVEL PRODUCTS THUS OBTAINED AND THEIR USE FOR THEIR ANTIMICROBIAL ACTIVITIES
JPS5543089A (en) * 1978-09-12 1980-03-26 Fujisawa Pharmaceut Co Ltd Preparation of 3-cephem compound
JPS5594354A (en) * 1979-01-12 1980-07-17 Fujisawa Pharmaceut Co Ltd Syn-isomer of 2-substituted imino-3-oxo-4-halobutyric acid, its salt, and their preparation
US4409215A (en) * 1979-11-19 1983-10-11 Fujisawa Pharmaceutical Co., Ltd. 7-Acylamino-3-substituted cephalosporanic acid derivatives and processes for the preparation thereof
JPS56125392A (en) * 1980-03-06 1981-10-01 Fujisawa Pharmaceut Co Ltd Cepham and cephem compound and preparation thereof
JPS57154175A (en) * 1981-03-16 1982-09-22 Mitsui Toatsu Chem Inc 2-thiazoleamine derivative, its preparation, and drug composition comprising it
US4457929A (en) * 1982-03-29 1984-07-03 Bristol-Myers Company 3-Quaternary ammonium methyl)-substituted cephalosporin derivatives
EP0097961B1 (en) 1982-06-28 1987-11-11 Bristol-Myers Company Cephalosporin derivatives, a process for the manufacture thereof and pharmaceutical compositions containing said derivatives
IL69246A (en) * 1982-08-07 1986-07-31 Tanabe Seiyaku Co 7-((2-aminothiazolyl-2-pyrrolidonyl or(piperidonyl)-oxyimino)acetamido)cephem carboxylic acid derivatives,their preparation and pharmaceutical compositions containing them
JPS6150973A (en) * 1983-11-16 1986-03-13 Fujisawa Pharmaceut Co Ltd Substituted iminoacetic acid derivative and salt and preparation thereof
IT1180207B (en) * 1984-07-30 1987-09-23 Istituto Biochimico Italiano PROCEDURE FOR THE PREPARATION, WITH HIGH YIELD AND PURITY, OF BETA-LACTAMIC ANTIBIOTICS
JPS60155167A (en) * 1984-07-31 1985-08-15 Fujisawa Pharmaceut Co Ltd Substituted iminoacetic acid derivative and its salt
JPS61121746U (en) * 1985-01-16 1986-07-31
EP0210815A3 (en) * 1985-07-25 1988-04-20 Beecham Group Plc 6-beta-(alpha-etherified oxyimino)-acylamino penicillanic-acid derivatives, their preparation and use
EP0373216A4 (en) * 1987-02-02 1992-08-12 Teijin Limited Cephalosporin compounds or their salts, process for their preparation, and parmaceutical compositions
EP0347459A4 (en) * 1987-02-03 1990-04-10 Teijin Ltd Cephalosporin compounds or their salts, process for their preparation, and pharmaceutical compositions.
JPH02281051A (en) * 1989-04-21 1990-11-16 Toyo Tire & Rubber Co Ltd Tread rubber composition for tire

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1536281A (en) * 1975-06-09 1978-12-20 Takeda Chemical Industries Ltd Cephem compounds

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6236385A (en) * 1985-08-05 1987-02-17 Fujisawa Pharmaceut Co Ltd 3,7-disubstituted-3-cephem compound and production thereof
EP0771803A1 (en) 1995-10-17 1997-05-07 KATAYAMA SEIYAKUSYO CO. Ltd. Pyrazolo(1,5-a)pyrimidinium substituted cephem derivatives, their preparation and their use as antimicrobial agents

Also Published As

Publication number Publication date
JPS5989686A (en) 1984-05-23
MY8200219A (en) 1982-12-31
JPS5822039B2 (en) 1983-05-06
AT344894B (en) 1978-08-10
JPS51149296A (en) 1976-12-22
GB1536281A (en) 1978-12-20
HU172304B (en) 1978-07-28
ATA517177A (en) 1978-05-15
SE444809B (en) 1986-05-12
SE7713233L (en) 1977-11-23
AT347587B (en) 1979-01-10
ATA967775A (en) 1977-12-15
JPS6155905B2 (en) 1986-11-29
JPS61143388A (en) 1986-07-01
JPS58185553A (en) 1983-10-29
JPH0346474B2 (en) 1991-07-16
JPS5858353B2 (en) 1983-12-24
HK2282A (en) 1982-01-22

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