ES467090A1 - Oxime derivatives of 3-thiadiazolylthiomethyl-7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions containing them - Google Patents
Oxime derivatives of 3-thiadiazolylthiomethyl-7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions containing themInfo
- Publication number
- ES467090A1 ES467090A1 ES467090A ES467090A ES467090A1 ES 467090 A1 ES467090 A1 ES 467090A1 ES 467090 A ES467090 A ES 467090A ES 467090 A ES467090 A ES 467090A ES 467090 A1 ES467090 A1 ES 467090A1
- Authority
- ES
- Spain
- Prior art keywords
- aminothiazolylacetamido
- thiadiazolylthiomethyl
- preparing
- pharmaceutical compositions
- compositions containing
- 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.)
- Expired
Links
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
- C07D501/14—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
-
- 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
-
- 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)
Abstract
The compounds correspond to the formula: < IMAGE > in which R1 represents hydrogen or certain protective groups, R2 represents certain alkyl radicals, R3 represents C1-C4 alkyl or alkoxy radicals and A represents hydrogen, an alkali metal, alkaline-earth metal, magnesium or amine cation or an ester group the preferred compounds have the syn configuration. The preparation is carried out by creating the amide bond from the carboxyl component and the substituted 7-aminocephem component, followed by an acid hydrolysis, a hydrogenolysis or a treatment with thiourea when it is desired to remove the protective groups R1 and A. The compounds are active with respect to gram (+) and (-) bacteri they can be used in the treatment of relevant infections.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7704745A FR2381053A1 (en) | 1977-02-18 | 1977-02-18 | NEW OXIMES DERIVED FROM 3-THIADIAZOLYL THIOMETHYL 7-AMINOTHIAZOLYL ACETAMIDO CEPHALOSPORANIC, THEIR PREPARATION PROCESS AND THEIR APPLICATION AS MEDICINAL PRODUCTS |
Publications (1)
Publication Number | Publication Date |
---|---|
ES467090A1 true ES467090A1 (en) | 1979-06-01 |
Family
ID=9186946
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES467090A Expired ES467090A1 (en) | 1977-02-18 | 1978-02-17 | Oxime derivatives of 3-thiadiazolylthiomethyl-7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions containing them |
ES475956A Expired ES475956A1 (en) | 1977-02-18 | 1978-12-13 | Oxime derivatives of 3-thiadiazolylthiomethyl-7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions containing them |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES475956A Expired ES475956A1 (en) | 1977-02-18 | 1978-12-13 | Oxime derivatives of 3-thiadiazolylthiomethyl-7-aminothiazolylacetamido-cephalosporanic acid processes for preparing them and pharmaceutical compositions containing them |
Country Status (23)
Country | Link |
---|---|
JP (1) | JPS53108996A (en) |
AT (1) | AT355722B (en) |
AU (1) | AU516076B2 (en) |
BE (1) | BE864074A (en) |
CA (1) | CA1132537A (en) |
CH (1) | CH633016A5 (en) |
DE (1) | DE2806226A1 (en) |
DK (1) | DK68978A (en) |
ES (2) | ES467090A1 (en) |
FI (1) | FI69468C (en) |
FR (1) | FR2381053A1 (en) |
GB (1) | GB1575180A (en) |
GR (1) | GR71703B (en) |
HU (1) | HU181961B (en) |
IE (1) | IE46651B1 (en) |
IL (1) | IL54043A (en) |
LU (1) | LU79080A1 (en) |
NL (1) | NL7801834A (en) |
PT (1) | PT67673B (en) |
SE (1) | SE434268B (en) |
SU (1) | SU841590A3 (en) |
YU (1) | YU41583B (en) |
ZA (1) | ZA78847B (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE878433A (en) * | 1978-08-31 | 1980-02-25 | Fujisawa Pharmaceutical Co | PROCESS FOR THE PREPARATION OF 3-CEPHEM-4-CARBOXYLIC ACID DERIVATIVES 3,7-DISUBSTITUTED, NOVEL PRODUCTS THUS OBTAINED AND THEIR USE FOR THEIR ANTIBACTERIAL ACTIVITY |
BE878514A (en) * | 1978-09-04 | 1980-02-29 | Fujisawa Pharmaceutical Co | PROCESS FOR THE PREPARATION OF 3-CEPHEM-4-CARBOXYLIC ACID COMPOUNDS WITH DISUBSTITUTION IN POSITIONS 3 AND 7, NOVEL PRODUCTS THUS OBTAINED AND THEIR USE FOR THEIR ANTIBACTERIAL ACTIVITY |
DE2714880A1 (en) * | 1977-04-02 | 1978-10-26 | Hoechst Ag | CEPHEMDER DERIVATIVES AND PROCESS FOR THEIR PRODUCTION |
US4341775A (en) * | 1978-09-11 | 1982-07-27 | Fujisawa Pharmaceutical Co., Ltd. | Cephem compounds |
DE2945248A1 (en) * | 1978-11-13 | 1980-05-22 | Fujisawa Pharmaceutical Co | CEPHEM COMPOUNDS, METHOD FOR THEIR PRODUCTION AND ANTIBACTERIAL PHARMACEUTICAL AGENTS CONTAINING THE SAME |
US4399132A (en) * | 1980-08-11 | 1983-08-16 | American Cyanamid Company | 7-Beta-[alpha-syn-methoxyimino-alpha-(2-aminothiazol-4-yl)-acetamido]-3-[(1,2,3-thiadiazol-5-ylthio)methyl]-3-cephem-4-carboxylic acid and C1 -C6 alkyl derivatives thereof |
US4761409A (en) * | 1984-08-16 | 1988-08-02 | Sumitomo Pharmaceuticals Company, Limited | Cephem derivatives |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1399086A (en) * | 1971-05-14 | 1975-06-25 | Glaxo Lab Ltd | Cephalosporin compounds |
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 |
DK162391C (en) * | 1976-04-12 | 1992-03-09 | Fujisawa Pharmaceutical Co | ANALOGY PROCEDURE FOR PREPARING SYN-ISOMERS OF 3,7-DISUBSTITUTED 3-CEPHEM-4-CARBOXYLIC ACID COMPOUNDS |
GR63088B (en) * | 1976-04-14 | 1979-08-09 | Takeda Chemical Industries Ltd | Preparation process of novel cephalosporins |
-
1977
- 1977-02-18 FR FR7704745A patent/FR2381053A1/en active Granted
-
1978
- 1978-01-23 SE SE7800790A patent/SE434268B/en not_active IP Right Cessation
- 1978-02-10 FI FI780444A patent/FI69468C/en not_active IP Right Cessation
- 1978-02-13 ZA ZA00780847A patent/ZA78847B/en unknown
- 1978-02-13 IL IL54043A patent/IL54043A/en unknown
- 1978-02-14 YU YU336/78A patent/YU41583B/en unknown
- 1978-02-14 SU SU782578251A patent/SU841590A3/en active
- 1978-02-14 DE DE19782806226 patent/DE2806226A1/en not_active Withdrawn
- 1978-02-16 GR GR55474A patent/GR71703B/el unknown
- 1978-02-16 DK DK68978A patent/DK68978A/en not_active Application Discontinuation
- 1978-02-17 LU LU79080A patent/LU79080A1/en unknown
- 1978-02-17 CH CH178978A patent/CH633016A5/en not_active IP Right Cessation
- 1978-02-17 CA CA297,248A patent/CA1132537A/en not_active Expired
- 1978-02-17 AU AU33375/78A patent/AU516076B2/en not_active Expired
- 1978-02-17 NL NL7801834A patent/NL7801834A/en not_active Application Discontinuation
- 1978-02-17 JP JP1666578A patent/JPS53108996A/en active Pending
- 1978-02-17 ES ES467090A patent/ES467090A1/en not_active Expired
- 1978-02-17 BE BE185267A patent/BE864074A/en not_active IP Right Cessation
- 1978-02-17 HU HU78RO963A patent/HU181961B/en unknown
- 1978-02-17 PT PT67673A patent/PT67673B/en unknown
- 1978-02-20 AT AT120978A patent/AT355722B/en not_active IP Right Cessation
- 1978-02-20 IE IE364/78A patent/IE46651B1/en unknown
- 1978-02-20 GB GB6621/78A patent/GB1575180A/en not_active Expired
- 1978-12-13 ES ES475956A patent/ES475956A1/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
AT355722B (en) | 1980-03-25 |
NL7801834A (en) | 1978-08-22 |
BE864074A (en) | 1978-08-17 |
PT67673A (en) | 1978-03-01 |
JPS53108996A (en) | 1978-09-22 |
IE780364L (en) | 1978-08-18 |
LU79080A1 (en) | 1978-09-28 |
IL54043A (en) | 1983-02-23 |
DE2806226A1 (en) | 1978-08-24 |
YU41583B (en) | 1987-10-31 |
FR2381053B1 (en) | 1979-06-01 |
GB1575180A (en) | 1980-09-17 |
FI69468B (en) | 1985-10-31 |
SU841590A3 (en) | 1981-06-23 |
SE434268B (en) | 1984-07-16 |
CA1132537A (en) | 1982-09-28 |
AU3337578A (en) | 1979-08-23 |
HU181961B (en) | 1983-11-28 |
FI780444A (en) | 1978-08-19 |
AU516076B2 (en) | 1981-05-14 |
DK68978A (en) | 1978-08-19 |
SE7800790L (en) | 1978-08-19 |
FR2381053A1 (en) | 1978-09-15 |
IL54043A0 (en) | 1978-04-30 |
ES475956A1 (en) | 1979-12-16 |
ATA120978A (en) | 1979-08-15 |
YU33678A (en) | 1983-01-21 |
FI69468C (en) | 1986-02-10 |
IE46651B1 (en) | 1983-08-10 |
GR71703B (en) | 1983-06-21 |
ZA78847B (en) | 1979-03-28 |
PT67673B (en) | 1980-03-03 |
CH633016A5 (en) | 1982-11-15 |
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