IE42144L - Cephalosporin compounds. - Google Patents

Cephalosporin compounds.

Info

Publication number
IE42144L
IE42144L IE742639A IE263974A IE42144L IE 42144 L IE42144 L IE 42144L IE 742639 A IE742639 A IE 742639A IE 263974 A IE263974 A IE 263974A IE 42144 L IE42144 L IE 42144L
Authority
IE
Ireland
Prior art keywords
compound
syn
isomer
compounds
ceph
Prior art date
Application number
IE742639A
Other versions
IE42144B1 (en
Original Assignee
Glaxo Lab 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
Priority claimed from GB59517/73A external-priority patent/GB1496757A/en
Application filed by Glaxo Lab Ltd filed Critical Glaxo Lab Ltd
Publication of IE42144L publication Critical patent/IE42144L/en
Publication of IE42144B1 publication Critical patent/IE42144B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)

Abstract

Novel, antibiotically active compounds of the formula I <IMAGE> in which the symbols B, R, R<a>, R<b>, m, n and Z have the meaning given in Patent Claim 1, are prepared in the form of the syn-isomer or of a mixture of syn- and anti-isomers, the content of the syn-isomer being at least 90%, by N-acylating an appropriate 7 beta -amino compound or an acid derivative of this compound by reaction with an acylating agent donating the appropriate acyl group and in the form of the syn-isomer or of a mixture of syn- and anti-isomers, carboxyl protective groups present being removed and, if a ceph-2-em compound has been used as a starting compound, the ceph-2-em compound obtained is isomerised to the corresponding ceph-3-em compound. Compounds of the formula I obtained, in which B denotes &rdurule& S->O, can then be reduced to the corresponding, preferred compounds, in which B denotes &rdurule& S. The novel compounds are distinguished by an antibiotic activity having a broad spectrum of action, in particular by a high activity against Gram-negative microorganisms, including those which form beta -lactamases, and also have a high stability against beta -lactamases which are produced by some Gram-negative organisms. [FR2255076A1]
IE2639/74A 1973-12-21 1974-12-20 Improvements in or relating to antibiotics IE42144B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB59517/73A GB1496757A (en) 1973-12-21 1973-12-21 Cephalosporin derivatives
GB4300574 1974-10-03

Publications (2)

Publication Number Publication Date
IE42144L true IE42144L (en) 1975-06-21
IE42144B1 IE42144B1 (en) 1980-06-18

Family

ID=26265028

Family Applications (1)

Application Number Title Priority Date Filing Date
IE2639/74A IE42144B1 (en) 1973-12-21 1974-12-20 Improvements in or relating to antibiotics

Country Status (15)

Country Link
JP (1) JPS5844675B2 (en)
AT (1) AT344888B (en)
CH (1) CH617703A5 (en)
DE (1) DE2460537C2 (en)
DK (1) DK674674A (en)
ES (2) ES433226A1 (en)
FI (1) FI65258C (en)
FR (1) FR2255076B1 (en)
HU (1) HU172234B (en)
IE (1) IE42144B1 (en)
IL (1) IL46302A (en)
LU (1) LU71550A1 (en)
NL (1) NL7416665A (en)
NO (1) NO744621L (en)
SE (1) SE7416195L (en)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4144392A (en) 1973-12-21 1979-03-13 Glaxo Laboratories Limited Cephalosporins having at position-7 a carboxy substituted α-etherified hydroxyimino-arylacetamido group and at position-3 the residue of a sulphur nucleophile
US4144393A (en) 1973-12-21 1979-03-13 Glaxo Laboratories Limited 3-Acetoxymethyl cephalosporins having at position-7 a carboxy substituted α-etherified hydroxyiminoarylacetamido group
GB1555471A (en) * 1975-06-19 1979-11-14 Glaxo Lab Ltd 7 carbamoylalkoxyimino acetamido 3 em 4 carboxylic acidsand derivatives thereof
CA1093549A (en) * 1976-02-16 1981-01-13 Michael Gregson Cephalosporin antibiotics
US4165430A (en) 1976-03-19 1979-08-21 Glaxo Laboratories Limited Cephalosporins having a 7-carboxy substituted α-etherified oximinoarylacetamido) group
US4304770A (en) 1976-04-12 1981-12-08 Fujisawa Pharmaceutical Co., Ltd. Syn-isomer of 3,7-disubstituted-3-cephem-4-carboxylic acid compounds and processes for the preparation thereof
US4066762A (en) * 1976-07-12 1978-01-03 Smithkline Corporation Derivatives of 7-(2-substituted-2-hydroxyiminoacetamido)-3-(1-substituted tetrazol-5-ylthiomethyl-3-cephem-4-carboxylic acid
US4278670A (en) * 1976-07-12 1981-07-14 Smithkline Corporation 7-Alpha-oxyiminoacylcephalosporins
GB1591439A (en) 1976-10-01 1981-06-24 Glaxo Operations Ltd 7-syn (oxyimino -acylamido) cephalosporins
GB1596278A (en) 1976-11-30 1981-08-26 Glaxo Operations Ltd 7-(-oxyimino-acetamino)cephalosporin derivatives
PH17188A (en) 1977-03-14 1984-06-14 Fujisawa Pharmaceutical Co New cephem and cepham compounds and their pharmaceutical compositions and method of use
SE439312B (en) * 1977-03-25 1985-06-10 Roussel Uclaf SET TO MAKE NEW OXIME DERIVATIVES OF 3-ACETOXIMETHYL-7-AMINOTIAZOLYLACETAMIDO CEPHALOSPORANIC ACID
DE2943427A1 (en) * 1978-10-27 1980-05-08 Glaxo Group Ltd CEPHALOSPORINE COMPOUNDS
FR2457296A1 (en) * 1979-05-23 1980-12-19 Rhone Poulenc Ind NOVEL VINYL-3 CEPHALOSPORINS DERIVATIVES AND THEIR PREPARATION
FR2552432B2 (en) * 1983-09-27 1985-10-25 Roussel Uclaf NOVEL OXIMES DERIVED FROM 2-AMINO THIAZOL-4-YL ACETIC ACID, PROCESS FOR PREPARATION
US20040166434A1 (en) 2003-02-21 2004-08-26 Dammel Ralph R. Photoresist composition for deep ultraviolet lithography

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3641021A (en) * 1969-04-18 1972-02-08 Lilly Co Eli 3 7-(ring-substituted) cephalosporin compounds
GB1348984A (en) * 1970-06-16 1974-03-27 Merck & Co Inc Antibiotics and processes for their production
GB1399086A (en) * 1971-05-14 1975-06-25 Glaxo Lab Ltd Cephalosporin compounds

Also Published As

Publication number Publication date
NO744621L (en) 1975-07-21
IE42144B1 (en) 1980-06-18
FI65258B (en) 1983-12-30
DE2460537C2 (en) 1987-01-22
NL7416665A (en) 1975-06-24
AT344888B (en) 1978-08-10
FI65258C (en) 1984-04-10
FI371374A (en) 1975-06-22
ATA1020174A (en) 1977-12-15
ES451604A1 (en) 1977-12-16
IL46302A (en) 1978-09-29
AU7673574A (en) 1976-06-24
CH617703A5 (en) 1980-06-13
HU172234B (en) 1978-07-28
IL46302A0 (en) 1975-03-13
LU71550A1 (en) 1976-04-13
JPS50105689A (en) 1975-08-20
FR2255076A1 (en) 1975-07-18
DE2460537A1 (en) 1975-07-03
DK674674A (en) 1975-09-08
ES433226A1 (en) 1977-07-01
FR2255076B1 (en) 1978-11-10
SE7416195L (en) 1975-09-22
JPS5844675B2 (en) 1983-10-04

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