ES473414A1 - Un proceso para la preparacion de eteres del acido clavula- nico - Google Patents
Un proceso para la preparacion de eteres del acido clavula- nicoInfo
- Publication number
- ES473414A1 ES473414A1 ES473414A ES473414A ES473414A1 ES 473414 A1 ES473414 A1 ES 473414A1 ES 473414 A ES473414 A ES 473414A ES 473414 A ES473414 A ES 473414A ES 473414 A1 ES473414 A1 ES 473414A1
- Authority
- ES
- Spain
- Prior art keywords
- hydrogen atom
- preparation
- pharmaceutical compositions
- compositions containing
- group
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title 2
- HZZVJAQRINQKSD-UHFFFAOYSA-N Clavulanic acid Natural products OC(=O)C1C(=CCO)OC2CC(=O)N21 HZZVJAQRINQKSD-UHFFFAOYSA-N 0.000 title 1
- HZZVJAQRINQKSD-PBFISZAISA-N clavulanic acid Chemical compound OC(=O)[C@H]1C(=C/CO)/O[C@@H]2CC(=O)N21 HZZVJAQRINQKSD-PBFISZAISA-N 0.000 title 1
- 229960003324 clavulanic acid Drugs 0.000 title 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 108090000204 Dipeptidase 1 Proteins 0.000 abstract 1
- 229960003022 amoxicillin Drugs 0.000 abstract 1
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 abstract 1
- 229960000723 ampicillin Drugs 0.000 abstract 1
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 102000006635 beta-lactamase Human genes 0.000 abstract 1
- 230000036765 blood level Effects 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000002485 urinary effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/16—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with acylated ring nitrogen atoms
- C07D203/20—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with acylated ring nitrogen atoms by carbonic acid, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- 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
- 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Saccharide Compounds (AREA)
Abstract
Un proceso para la preparación de éteres del ácido clavulánico de fórmula (I) **fórmula** o una sal o éster del mismo dónde R1 es un átomo de hidrógeno o un grupo metilo, R2 es un átomo de hidrógeno o un grupo metilo y R3 es un átomo de hidrógeno o un grupo COR4, CO2R4 o CONR4R5 donde R4 es un grupo alquilo de hasta 6 átomos de carbono o un grupo fenilo o bencilo y R5 es un átomo de hidrógeno o un grupo alquilo de hasta seis átomos de carbono, cuyo proceso comprende la reacción de un éster de ácido clavulánico en presencia de un catalizador con un derivado de la aziridina de la fórmula (VI) **fórmula ** donde R1 y R2 son los definidos con relación a la fórmula (I) y R6 es un grupo CO.R4 , CO2R4 o CONR5 donde R4 y R5 son los definidos con relación a la fórmula (I) y después si se desea, realizar una o varias de las fases opcionales siguientes. (A) someter un compuesto de la fórmula (I) o un éster del mismo donde R3 es un grupo benciloxicarbonilo a hidrogenólisis para producir un compuesto dela fórmula (I) donde R3 es un átomo de hidrógeno. (B) escindir el éster para formar una sal o ácido. © esterificar una sal o ácido producido por la fase opcional (b).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3864977 | 1977-09-16 | ||
| GB2404778 | 1978-05-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES473414A1 true ES473414A1 (es) | 1979-11-01 |
Family
ID=26256866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES473414A Expired ES473414A1 (es) | 1977-09-16 | 1978-09-15 | Un proceso para la preparacion de eteres del acido clavula- nico |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS5452093A (es) |
| AR (1) | AR218504A1 (es) |
| AT (1) | ATA664078A (es) |
| AU (1) | AU3974778A (es) |
| CA (1) | CA1121821A (es) |
| CH (1) | CH640536A5 (es) |
| DE (1) | DE2839426A1 (es) |
| DK (1) | DK410378A (es) |
| ES (1) | ES473414A1 (es) |
| FI (1) | FI782791A7 (es) |
| FR (1) | FR2403343A1 (es) |
| GB (1) | GB2004541B (es) |
| GR (1) | GR65657B (es) |
| IT (1) | IT7851089A0 (es) |
| LU (1) | LU80244A1 (es) |
| NL (1) | NL7809400A (es) |
| NO (1) | NO783132L (es) |
| PT (1) | PT68513A (es) |
| SE (1) | SE7809747L (es) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL51267A (en) * | 1976-01-31 | 1979-12-30 | Beecham Group Ltd | Clavulanic acid thioethers their preparation and pharmaceutical compositions containing them |
| GB1587612A (en) * | 1976-10-30 | 1981-04-08 | Beecham Group Ltd | Isoclavulanic acid derivatives |
| GB1595176A (en) * | 1976-12-03 | 1981-08-12 | Beecham Group Ltd | Clavulanic acid ethers |
-
1978
- 1978-08-23 GB GB7834334A patent/GB2004541B/en not_active Expired
- 1978-09-05 PT PT68513A patent/PT68513A/pt unknown
- 1978-09-07 AR AR273614A patent/AR218504A1/es active
- 1978-09-11 GR GR57194A patent/GR65657B/el unknown
- 1978-09-11 AU AU39747/78A patent/AU3974778A/en active Pending
- 1978-09-11 DE DE19782839426 patent/DE2839426A1/de not_active Withdrawn
- 1978-09-12 FI FI782791A patent/FI782791A7/fi unknown
- 1978-09-12 FR FR7826106A patent/FR2403343A1/fr active Granted
- 1978-09-14 IT IT7851089A patent/IT7851089A0/it unknown
- 1978-09-14 AT AT0664078A patent/ATA664078A/de not_active Application Discontinuation
- 1978-09-14 JP JP11400778A patent/JPS5452093A/ja active Pending
- 1978-09-15 DK DK410378A patent/DK410378A/da unknown
- 1978-09-15 CA CA000311405A patent/CA1121821A/en not_active Expired
- 1978-09-15 LU LU80244A patent/LU80244A1/xx unknown
- 1978-09-15 SE SE7809747A patent/SE7809747L/xx unknown
- 1978-09-15 ES ES473414A patent/ES473414A1/es not_active Expired
- 1978-09-15 NL NL7809400A patent/NL7809400A/xx not_active Application Discontinuation
- 1978-09-15 CH CH967178A patent/CH640536A5/de not_active IP Right Cessation
- 1978-09-15 NO NO783132A patent/NO783132L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB2004541B (en) | 1982-05-12 |
| DK410378A (da) | 1979-03-17 |
| FR2403343B1 (es) | 1980-06-13 |
| DE2839426A1 (de) | 1979-03-29 |
| FI782791A7 (fi) | 1979-03-17 |
| SE7809747L (sv) | 1979-03-17 |
| JPS5452093A (en) | 1979-04-24 |
| GB2004541A (en) | 1979-04-04 |
| CH640536A5 (de) | 1984-01-13 |
| NL7809400A (nl) | 1979-03-20 |
| PT68513A (en) | 1978-10-01 |
| FR2403343A1 (fr) | 1979-04-13 |
| ATA664078A (de) | 1982-06-15 |
| AU3974778A (en) | 1980-03-20 |
| AR218504A1 (es) | 1980-06-13 |
| CA1121821A (en) | 1982-04-13 |
| GR65657B (en) | 1980-10-16 |
| LU80244A1 (fr) | 1979-03-07 |
| IT7851089A0 (it) | 1978-09-14 |
| NO783132L (no) | 1979-03-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3271269D1 (en) | Benzimidazole derivatives, process for the preparation thereof and pharmaceutical composition containing the same | |
| ES466539A1 (es) | Procedimiento de preparacion de nuevos derivados del acido tiazolil-iminoacetico. | |
| ES482918A1 (es) | Procedimiento para la preparacion de derivados de indanilo | |
| ES486824A1 (es) | Procedimiento para la preparacion de nuevos derivados de 4- (naftilmetil) piperidinas | |
| ES8106289A1 (es) | Procedimiento de preparacion de nuevos derivados del a-fe- nil-2-pirrolidin-metanol | |
| IE780778L (en) | 3-pyridazinones. | |
| GB2004541A (en) | Ether of clavulanic acid, a process for their preparation and pharmaceutical compositions containing them | |
| ES8403129A1 (es) | Procedimiento para la preparacion de nuevas tienobenzodiazepinonas sustituidas. | |
| ES8100249A1 (es) | Un metodo para la preparacion de un compuesto de acido hi- droxamico | |
| ES8301479A1 (es) | Un procedimiento para la preparacion de antibioticos de b-lactama. | |
| ES481602A1 (es) | Un procedimiento para la preparacion de derivados de la hi- dantoina. | |
| IE801382L (en) | Piperidines. | |
| ES8202556A1 (es) | Un procedimiento para la preparacion de nuevos derivados del acido clavulanico | |
| EP0037851A3 (en) | Carboxylates, a process for their production, an insecticidal and/or acaricidal composition and the use of the compounds as insecticides and/or acaricides | |
| ES480765A1 (es) | Procedimiento para la obtencion de 2-guanidinometil-indoli- nas. | |
| DE3066808D1 (en) | Clavulanic acid derivatives, their preparation and pharmaceutical compositions | |
| IE44999L (en) | Hydrazinopyridazine derivatives. | |
| EP0059554A3 (en) | Beta-lactam antibiotics, a process for their preparation and their use in pharmaceutical compositions | |
| ES8403130A1 (es) | Procedimiento para la preparacion de tienobenzodiazepinonas sustituidas. | |
| ES8105734A1 (es) | Un procedimiento para la preparacion de agentes antibacterianos beta-lactanicos. | |
| ES481416A1 (es) | Un procedimiento para la preparacion de un derivado monoami-da de acido tereftalico. | |
| ES8200112A1 (es) | Un procedimiento para la preparacion de un derivado del aci do clavulanico. | |
| ES8504699A1 (es) | Procedimiento para la obtencion de nuevos acidos aceticos heterociclicos | |
| JPS5430168A (en) | 2-(2-aminoethyl)-5-phenyloxazoles and their pharmaceutically acceptable acid salts | |
| ES472335A1 (es) | Un procedimiento para la preparacion de eteres del acido clavulanico |