FR2424921A1 - Acide 3-(2-aminoethylthio)-6-(1-hydroxyethyl) - 7 - oxo - 1 - azabicyclo (3.2.0.) hept - 2- ene - 2 - carboxylique utile comme antibiotique - Google Patents
Acide 3-(2-aminoethylthio)-6-(1-hydroxyethyl) - 7 - oxo - 1 - azabicyclo (3.2.0.) hept - 2- ene - 2 - carboxylique utile comme antibiotiqueInfo
- Publication number
- FR2424921A1 FR2424921A1 FR7734585A FR7734585A FR2424921A1 FR 2424921 A1 FR2424921 A1 FR 2424921A1 FR 7734585 A FR7734585 A FR 7734585A FR 7734585 A FR7734585 A FR 7734585A FR 2424921 A1 FR2424921 A1 FR 2424921A1
- Authority
- FR
- France
- Prior art keywords
- aminoethylthio
- azabicyclo
- hept
- ene
- oxo
- 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.)
- Granted
Links
- OTTZHAVKAVGASB-UHFFFAOYSA-N hept-2-ene Chemical compound CCCCC=CC OTTZHAVKAVGASB-UHFFFAOYSA-N 0.000 title abstract 3
- -1 2-AMINOETHYLTHIO Chemical class 0.000 title abstract 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical class C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 title abstract 2
- 239000003242 anti bacterial agent Substances 0.000 title abstract 2
- 239000002253 acid Substances 0.000 title 1
- 230000003115 biocidal effect Effects 0.000 title 1
- 238000000034 method Methods 0.000 abstract 2
- WKDDRNSBRWANNC-ATRFCDNQSA-N Thienamycin Chemical class C1C(SCCN)=C(C(O)=O)N2C(=O)[C@H]([C@H](O)C)[C@H]21 WKDDRNSBRWANNC-ATRFCDNQSA-N 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000006257 total synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
- C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
- C07D477/16—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hetero atoms or carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 3
- C07D477/20—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/39—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups
- C07C205/42—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by esterified hydroxy groups having nitro groups or esterified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
- C07D477/26—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hetero atoms or carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (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 Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74336576A | 1976-11-19 | 1976-11-19 | |
| US79207177A | 1977-04-28 | 1977-04-28 | |
| US83321077A | 1977-09-15 | 1977-09-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2424921A1 true FR2424921A1 (fr) | 1979-11-30 |
| FR2424921B1 FR2424921B1 (enrdf_load_stackoverflow) | 1982-09-10 |
Family
ID=27419293
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7734585A Granted FR2424921A1 (fr) | 1976-11-19 | 1977-11-17 | Acide 3-(2-aminoethylthio)-6-(1-hydroxyethyl) - 7 - oxo - 1 - azabicyclo (3.2.0.) hept - 2- ene - 2 - carboxylique utile comme antibiotique |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5365892A (enrdf_load_stackoverflow) |
| DE (1) | DE2751597A1 (enrdf_load_stackoverflow) |
| DK (1) | DK488077A (enrdf_load_stackoverflow) |
| FR (1) | FR2424921A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1589896A (enrdf_load_stackoverflow) |
| NL (1) | NL7712093A (enrdf_load_stackoverflow) |
| SE (1) | SE436034B (enrdf_load_stackoverflow) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU4061378A (en) * | 1977-10-19 | 1980-04-17 | Merck & Co., Inc. | 1-azabicyclo (3.2.0) hept-2-enes |
| AU531084B2 (en) * | 1977-10-19 | 1983-08-11 | Merck & Co., Inc. | Azetidine derivatives |
| DE2862419D1 (en) * | 1977-11-12 | 1984-07-26 | Beecham Group Plc | Derivatives of 7-oxo-1-azabicyclo(3.2.0)-hept-2-ene-2-carboxylic acid, their preparation, pharmaceutical compositions containing them and intermediates |
| DE2966187D1 (en) * | 1978-08-23 | 1983-10-27 | Beecham Group Plc | Beta-lactam antibacterial compounds, their preparation and pharmaceutical compositions containing them |
| DK165280A (da) * | 1979-04-19 | 1980-10-20 | Merck & Co Inc | Fremgangsmaade til fremstilling af 2- og 6-substituerede 1-carbadethiapen-2-em-3-carboxylsyrer og mellemprodukter til brug ved udoevelse af fremgangsmaaden |
| EP0018594B1 (en) * | 1979-04-27 | 1985-08-21 | Merck & Co. Inc. | Process for the preparation of 3-(1-hydroxyethyl)-azetidinones |
| US4386029A (en) | 1979-10-29 | 1983-05-31 | Beecham Group Limited | Process for the preparation of antibiotics |
| EP0028151A1 (en) * | 1979-10-29 | 1981-05-06 | Beecham Group Plc | Process for the preparation of antibiotics |
| US4309346A (en) * | 1980-03-27 | 1982-01-05 | Merck & Co., Inc. | Process for the preparation of 1-carbapenems and intermediates via trithioorthoacetates |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK143712C (da) * | 1975-11-21 | 1982-03-22 | Merck & Co Inc | Fremgangsmaade til fremstilling af de antibiotiske stoffer 890a1 og 890a3 |
-
1977
- 1977-11-02 DK DK488077A patent/DK488077A/da not_active Application Discontinuation
- 1977-11-02 NL NL7712093A patent/NL7712093A/xx not_active Application Discontinuation
- 1977-11-03 SE SE7712431A patent/SE436034B/xx not_active IP Right Cessation
- 1977-11-14 GB GB47326/77A patent/GB1589896A/en not_active Expired
- 1977-11-17 FR FR7734585A patent/FR2424921A1/fr active Granted
- 1977-11-17 JP JP13735777A patent/JPS5365892A/ja active Granted
- 1977-11-18 DE DE19772751597 patent/DE2751597A1/de not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| SE436034B (sv) | 1984-11-05 |
| NL7712093A (nl) | 1978-05-23 |
| DE2751597A1 (de) | 1978-05-24 |
| JPS6319514B2 (enrdf_load_stackoverflow) | 1988-04-22 |
| FR2424921B1 (enrdf_load_stackoverflow) | 1982-09-10 |
| DK488077A (da) | 1978-05-20 |
| SE7712431L (sv) | 1978-05-20 |
| GB1589896A (en) | 1981-05-20 |
| JPS5365892A (en) | 1978-06-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |