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
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]
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) | DE2460537A1 (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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4095021A (en) | 1973-12-21 | 1978-06-13 | Glaxo Laboratories Limited | 3-Carbamoyloxymethyl or N-methyl-carbamoyloxymethyl-7-[2-carboxymethoxyimino-2-(fur-2-yl or thien-2-yl)acetamido]ceph-3-em-4-carboxylic acids and derivatives thereof |
| 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 |
| 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 |
| ES485441A1 (en) * | 1978-10-27 | 1980-07-01 | Glaxo Group Ltd | Cephalosporin 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)
| 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 |
-
1974
- 1974-12-20 DK DK674674A patent/DK674674A/da unknown
- 1974-12-20 DE DE19742460537 patent/DE2460537A1/en active Granted
- 1974-12-20 ES ES433226A patent/ES433226A1/en not_active Expired
- 1974-12-20 SE SE7416195A patent/SE7416195L/en unknown
- 1974-12-20 IE IE2639/74A patent/IE42144B1/en unknown
- 1974-12-20 LU LU71550A patent/LU71550A1/xx unknown
- 1974-12-20 CH CH1708674A patent/CH617703A5/en not_active IP Right Cessation
- 1974-12-20 JP JP49147519A patent/JPS5844675B2/en not_active Expired
- 1974-12-20 NO NO744621A patent/NO744621L/no unknown
- 1974-12-20 IL IL46302A patent/IL46302A/en unknown
- 1974-12-20 HU HU74GA00001174A patent/HU172234B/en unknown
- 1974-12-20 AT AT1020174A patent/AT344888B/en not_active IP Right Cessation
- 1974-12-20 FI FI3713/74A patent/FI65258C/en active
- 1974-12-20 NL NL7416665A patent/NL7416665A/en not_active Application Discontinuation
- 1974-12-23 FR FR7442541A patent/FR2255076B1/fr not_active Expired
-
1976
- 1976-09-16 ES ES451604A patent/ES451604A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH617703A5 (en) | 1980-06-13 |
| JPS50105689A (en) | 1975-08-20 |
| FR2255076B1 (en) | 1978-11-10 |
| NL7416665A (en) | 1975-06-24 |
| DE2460537A1 (en) | 1975-07-03 |
| FI371374A (en) | 1975-06-22 |
| ATA1020174A (en) | 1977-12-15 |
| NO744621L (en) | 1975-07-21 |
| ES433226A1 (en) | 1977-07-01 |
| DK674674A (en) | 1975-09-08 |
| SE7416195L (en) | 1975-09-22 |
| HU172234B (en) | 1978-07-28 |
| FR2255076A1 (en) | 1975-07-18 |
| FI65258C (en) | 1984-04-10 |
| FI65258B (en) | 1983-12-30 |
| LU71550A1 (en) | 1976-04-13 |
| ES451604A1 (en) | 1977-12-16 |
| IE42144B1 (en) | 1980-06-18 |
| IL46302A (en) | 1978-09-29 |
| AT344888B (en) | 1978-08-10 |
| IL46302A0 (en) | 1975-03-13 |
| AU7673574A (en) | 1976-06-24 |
| DE2460537C2 (en) | 1987-01-22 |
| JPS5844675B2 (en) | 1983-10-04 |
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