IE41808L - Acyl derivatives of clavulanic acid - Google Patents
Acyl derivatives of clavulanic acidInfo
- Publication number
- IE41808L IE41808L IE752200A IE220075A IE41808L IE 41808 L IE41808 L IE 41808L IE 752200 A IE752200 A IE 752200A IE 220075 A IE220075 A IE 220075A IE 41808 L IE41808 L IE 41808L
- Authority
- IE
- Ireland
- Prior art keywords
- radical
- cor
- hydrogenation
- carboxylic acid
- group
- Prior art date
Links
- HZZVJAQRINQKSD-UHFFFAOYSA-N Clavulanic acid Natural products OC(=O)C1C(=CCO)OC2CC(=O)N21 HZZVJAQRINQKSD-UHFFFAOYSA-N 0.000 title 1
- 125000002252 acyl group Chemical group 0.000 title 1
- 229960003324 clavulanic acid Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 238000005984 hydrogenation reaction Methods 0.000 abstract 2
- 108090000204 Dipeptidase 1 Proteins 0.000 abstract 1
- 102000006635 beta-lactamase Human genes 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
- 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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Cephalosporin Compounds (AREA)
Abstract
Compounds of formula III <IMAGE> wherein COR<2> is an acyl radical of a carboxylic acid and R<8> is hydrogen, an organic radical or a cation of a pharmaceutically tolerated salt are prepared by reacting a carboxylic acid of formula R<2>-CO2-H (V> or its reactive functional acylating derivative with a compound corresponding to formula III but containing a hydrogen atom instead of COR<2>. Uses of the process according to the invention are directed to the removal of a radical R<8> cleavable by hydrogenation, and to the hydrogenation of the group -CH2OC-OR<2> to give a CH3 group. The compounds prepared find pharmacological applications since they inhibit beta -lactamase. They are also suitable for use as intermediates for the preparation of other pharmacologically useful substances.
[GB1529434A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB45738/74A GB1529434A (en) | 1974-10-22 | 1974-10-22 | Acyl derivatives of clavulanic acid methods for their preparation and compositions containing them |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE41808L true IE41808L (en) | 1976-04-22 |
| IE41808B1 IE41808B1 (en) | 1980-03-26 |
Family
ID=10438383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2200/75A IE41808B1 (en) | 1974-10-22 | 1975-10-08 | Acyl derivatives of clyvulanic acid, methods for their preparation and compositions containing them |
Country Status (15)
| Country | Link |
|---|---|
| JP (1) | JPS5165794A (en) |
| AU (1) | AU497089B2 (en) |
| BE (1) | BE834645A (en) |
| CA (1) | CA1053681A (en) |
| CH (1) | CH623822A5 (en) |
| DE (1) | DE2546243A1 (en) |
| DK (1) | DK473875A (en) |
| ES (1) | ES441965A1 (en) |
| FR (1) | FR2288520A1 (en) |
| GB (1) | GB1529434A (en) |
| IE (1) | IE41808B1 (en) |
| IL (1) | IL48265A (en) |
| NL (1) | NL7512348A (en) |
| SE (1) | SE428563B (en) |
| ZA (1) | ZA756473B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1091113B (en) * | 1976-10-25 | 1985-06-26 | Glaxo Lab Ltd | THERAPEUTIC COMPOSITIONS BASED ON N-ACYL-DERIVATIVES OF CLAVULANIC ACID AND PROCEDURE TO PRODUCE THEM |
| US4647457A (en) * | 1983-12-16 | 1987-03-03 | Hoffmann-La Roche Inc. | Penicillanic acid derivatives |
-
1974
- 1974-10-22 GB GB45738/74A patent/GB1529434A/en not_active Expired
-
1975
- 1975-10-07 IL IL48265A patent/IL48265A/en unknown
- 1975-10-08 CA CA237,296A patent/CA1053681A/en not_active Expired
- 1975-10-08 IE IE2200/75A patent/IE41808B1/en unknown
- 1975-10-14 ZA ZA00756473A patent/ZA756473B/en unknown
- 1975-10-15 DE DE19752546243 patent/DE2546243A1/en not_active Withdrawn
- 1975-10-17 SE SE7511693A patent/SE428563B/en unknown
- 1975-10-17 BE BE161057A patent/BE834645A/en not_active IP Right Cessation
- 1975-10-17 FR FR7531781A patent/FR2288520A1/en active Granted
- 1975-10-20 JP JP50126835A patent/JPS5165794A/ja active Pending
- 1975-10-21 NL NL7512348A patent/NL7512348A/en not_active Application Discontinuation
- 1975-10-21 DK DK473875A patent/DK473875A/en unknown
- 1975-10-21 ES ES441965A patent/ES441965A1/en not_active Expired
- 1975-10-21 AU AU85909/75A patent/AU497089B2/en not_active Expired
- 1975-10-22 CH CH1368875A patent/CH623822A5/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CA1053681A (en) | 1979-05-01 |
| ES441965A1 (en) | 1977-08-01 |
| CH623822A5 (en) | 1981-06-30 |
| SE7511693L (en) | 1976-04-23 |
| ZA756473B (en) | 1976-09-29 |
| DK473875A (en) | 1976-04-23 |
| NL7512348A (en) | 1976-04-26 |
| IE41808B1 (en) | 1980-03-26 |
| FR2288520A1 (en) | 1976-05-21 |
| AU497089B2 (en) | 1978-11-30 |
| DE2546243A1 (en) | 1976-05-06 |
| GB1529434A (en) | 1978-10-18 |
| AU8590975A (en) | 1977-05-05 |
| FR2288520B1 (en) | 1978-11-10 |
| SE428563B (en) | 1983-07-11 |
| IL48265A0 (en) | 1975-12-31 |
| JPS5165794A (en) | 1976-06-07 |
| IL48265A (en) | 1979-01-31 |
| BE834645A (en) | 1976-04-20 |
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