ES459479A1 - Clavulanic acid derivatives - Google Patents
Clavulanic acid derivativesInfo
- Publication number
- ES459479A1 ES459479A1 ES459479A ES459479A ES459479A1 ES 459479 A1 ES459479 A1 ES 459479A1 ES 459479 A ES459479 A ES 459479A ES 459479 A ES459479 A ES 459479A ES 459479 A1 ES459479 A1 ES 459479A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- acid derivatives
- carboxylic acid
- free carboxylic
- exchangeable
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
-
- 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
- C07D503/00—Heterocyclic compounds containing 4-oxa-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxapenicillins, clavulanic acid derivatives; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Clavamic acid derivatives of the formula < IMAGE > in which R is -NH2 and R<3> is -COOH or an esterified carboxyl group, are prepared from corresponding azides, R = -N3 in the above formula, by reduction. The free carboxylic acid can be in the form of a zwitterion or a salt with acids or bases it can be esterified. The starting material with R = -N3 is advantageously prepared from an ester of the formula II in which R is an exchangeable atom or an exchangeable group by reaction with an azide. The products (II), especially the free carboxylic acid, have antibacterial activity on various Gram-negative and Gram-positive microorganisms and they inhibit beta -lactamase they can be used alone as antibiotics or in combination with beta -lactam antibiotics for the treatment of infectious diseases.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB23268/76A GB1585124A (en) | 1976-06-04 | 1976-06-04 | Clavulanic acid derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES459479A1 true ES459479A1 (en) | 1978-11-16 |
Family
ID=10192928
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES459479A Expired ES459479A1 (en) | 1976-06-04 | 1977-06-03 | Clavulanic acid derivatives |
| ES470333A Expired ES470333A1 (en) | 1976-06-04 | 1978-05-30 | Clavulanic acid derivatives |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES470333A Expired ES470333A1 (en) | 1976-06-04 | 1978-05-30 | Clavulanic acid derivatives |
Country Status (15)
| Country | Link |
|---|---|
| JP (1) | JPS5321193A (en) |
| AT (1) | AT356814B (en) |
| AU (1) | AU517897B2 (en) |
| BE (1) | BE855375A (en) |
| CH (1) | CH628055A5 (en) |
| DE (1) | DE2725203A1 (en) |
| DK (1) | DK247877A (en) |
| ES (2) | ES459479A1 (en) |
| FI (1) | FI771772A (en) |
| FR (1) | FR2353556A1 (en) |
| GB (1) | GB1585124A (en) |
| IL (1) | IL52244A0 (en) |
| NL (1) | NL7706119A (en) |
| SE (1) | SE7706518L (en) |
| ZA (1) | ZA773348B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1604822A (en) * | 1977-04-22 | 1981-12-16 | Beecham Group Ltd | N-monosubstituted-9-amino-9-deoxyclavulanic acid derivative |
| FR2388814A1 (en) * | 1977-04-27 | 1978-11-24 | Beecham Group Ltd | 9-Amino-de:oxy-clavulanic acid and acylated derivs. - antibacterials and beta-lactamase inhibitors |
| JPS54117459A (en) * | 1978-01-20 | 1979-09-12 | Glaxo Group Ltd | Novel lactam compound |
| EP0028083B1 (en) * | 1979-10-26 | 1984-02-08 | Beecham Group Plc | Derivatives of clavulanic acid, a process for their preparation and pharmaceutical compositions containing them |
| NZ199061A (en) * | 1980-12-09 | 1984-10-19 | Beecham Group Ltd | 9-(n-tetrazolyl)-deoxyclavulanic acids,salts,esters,and pharmaceutical compositions |
| EP0068609A1 (en) * | 1981-06-11 | 1983-01-05 | Beecham Group Plc | Derivatives of clavulanic acid, a process for their preparation and their use |
| GB8521516D0 (en) * | 1985-08-29 | 1985-10-02 | Beecham Group Plc | Compounds |
| GB9518917D0 (en) * | 1995-09-15 | 1995-11-15 | Smithkline Beecham Plc | Compounds |
-
1976
- 1976-06-04 GB GB23268/76A patent/GB1585124A/en not_active Expired
-
1977
- 1977-06-03 BE BE178181A patent/BE855375A/en not_active IP Right Cessation
- 1977-06-03 DK DK247877A patent/DK247877A/en unknown
- 1977-06-03 IL IL52244A patent/IL52244A0/en unknown
- 1977-06-03 SE SE7706518A patent/SE7706518L/en unknown
- 1977-06-03 CH CH687277A patent/CH628055A5/en not_active IP Right Cessation
- 1977-06-03 AT AT395477A patent/AT356814B/en not_active IP Right Cessation
- 1977-06-03 ZA ZA00773348A patent/ZA773348B/en unknown
- 1977-06-03 FI FI771772A patent/FI771772A/fi not_active Application Discontinuation
- 1977-06-03 NL NL7706119A patent/NL7706119A/en not_active Application Discontinuation
- 1977-06-03 JP JP6568077A patent/JPS5321193A/en active Granted
- 1977-06-03 AU AU25804/77A patent/AU517897B2/en not_active Expired
- 1977-06-03 FR FR7717099A patent/FR2353556A1/en active Granted
- 1977-06-03 DE DE19772725203 patent/DE2725203A1/en not_active Withdrawn
- 1977-06-03 ES ES459479A patent/ES459479A1/en not_active Expired
-
1978
- 1978-05-30 ES ES470333A patent/ES470333A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES470333A1 (en) | 1979-01-01 |
| FR2353556A1 (en) | 1977-12-30 |
| CH628055A5 (en) | 1982-02-15 |
| DE2725203A1 (en) | 1977-12-22 |
| DK247877A (en) | 1977-12-05 |
| SE7706518L (en) | 1978-01-23 |
| NL7706119A (en) | 1977-12-06 |
| FR2353556B1 (en) | 1980-04-04 |
| BE855375A (en) | 1977-12-05 |
| AU2580477A (en) | 1978-12-07 |
| AU517897B2 (en) | 1981-09-03 |
| ZA773348B (en) | 1978-06-28 |
| AT356814B (en) | 1980-05-27 |
| JPS6135994B2 (en) | 1986-08-15 |
| JPS5321193A (en) | 1978-02-27 |
| FI771772A (en) | 1977-12-05 |
| ATA395477A (en) | 1979-10-15 |
| IL52244A0 (en) | 1977-08-31 |
| GB1585124A (en) | 1981-02-25 |
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