FR2453862A1 - PENEME-3- CARBOXYLIC ACID DERIVATIVES, PREPARATION METHODS THEREOF AND THERAPEUTIC APPLICATION THEREOF - Google Patents
PENEME-3- CARBOXYLIC ACID DERIVATIVES, PREPARATION METHODS THEREOF AND THERAPEUTIC APPLICATION THEREOFInfo
- Publication number
- FR2453862A1 FR2453862A1 FR8008137A FR8008137A FR2453862A1 FR 2453862 A1 FR2453862 A1 FR 2453862A1 FR 8008137 A FR8008137 A FR 8008137A FR 8008137 A FR8008137 A FR 8008137A FR 2453862 A1 FR2453862 A1 FR 2453862A1
- Authority
- FR
- France
- Prior art keywords
- peneme
- carboxylic acid
- acid derivatives
- preparation methods
- therapeutic application
- 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.)
- Withdrawn
Links
- 238000002360 preparation method Methods 0.000 title 1
- 230000001225 therapeutic effect Effects 0.000 title 1
- -1 2-AMINOETHYL Chemical class 0.000 abstract 2
- 241000894006 Bacteria Species 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical class C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 241000589516 Pseudomonas Species 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D499/88—Compounds with a double bond between positions 2 and 3 and 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
-
- 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
- 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
- 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
- C07D205/09—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 with a sulfur atom directly attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/568—Four-membered rings
-
- 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)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
L'INVENTION A POUR OBJET L'ACIDE 2-(2-AMINOETHYL)-THIO-6-(1-HYDROXYETHYL)PENEME-3-CARBOXYLIQUE, SES SELS ET ESTERS, QUI SONT DES ANTIBIOTIQUES PRECIEUX, EFFICACES CONTRE UNE GAMME ETENDUE DE BACTERIES GRAM-POSITIVES ET GRAM-NEGATIVES, Y COMPRIS DES BACTERIES DU GENRE PSEUDOMONAS. ON PEUT PREPARER CES COMPOSES PAR CYCLISATION INDUITE PAR LA CHALEUR D'UN YLURE PHOSPHORE SUIVIE, SI NECESSAIRE, D'ELIMINATION DES GROUPES PROTECTEURS ET DE SALIFICATION OU ESTERIFICATION. LES COMPOSES EXISTENT SOUS FORME DE DIVERS STEREOSIOMERES, PARMI LESQUELS L'ACIDE (5R,6S)-2-(2-AMINOETHYL)THIO-6- (R)-1-HYDROXYETHYL-PENEME-3-CARBOXYLIQUE AINSI QUE SES SELS ET ESTERS SONT PREFERABLES.THE INVENTION AIMS AT THE ACID 2- (2-AMINOETHYL) -THIO-6- (1-HYDROXYETHYL) PENEME-3-CARBOXYLIQUE, ITS SALTS AND ESTERS, WHICH ARE PRECIOUS ANTIBIOTICS AGAINST AN EXTENDED RANGE OF BACTERIA GRAM-POSITIVES AND GRAM-NEGATIVES, INCLUDING BACTERIA OF THE GENUS PSEUDOMONAS. THESE COMPOUNDS MAY BE PREPARED BY CYCLISATION INDUCED BY THE HEAT OF A FOLLOWED PHOSPHORUS YLURE, IF NECESSARY, OF REMOVAL OF PROTECTIVE GROUPS AND OF SALIFICATION OR ESTERIFICATION. COMPOUNDS EXIST IN VARIOUS STEREOSIOMERS, AMONG WHICH ACID (5R, 6S) -2- (2-AMINOETHYL) THIO-6- (R) -1-HYDROXYETHYL-PENEME-3-CARBOXYLIC AS WELL AS ITS SALTS AND ESTERS ARE PREFERABLE.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4405079A JPS55153789A (en) | 1979-04-11 | 1979-04-11 | Penem-3-carboxylic acid derivative and its preparation |
Publications (1)
Publication Number | Publication Date |
---|---|
FR2453862A1 true FR2453862A1 (en) | 1980-11-07 |
Family
ID=12680777
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR8008137A Withdrawn FR2453862A1 (en) | 1979-04-11 | 1980-04-11 | PENEME-3- CARBOXYLIC ACID DERIVATIVES, PREPARATION METHODS THEREOF AND THERAPEUTIC APPLICATION THEREOF |
Country Status (16)
Country | Link |
---|---|
JP (1) | JPS55153789A (en) |
AU (1) | AU5729180A (en) |
BE (1) | BE882764A (en) |
DD (1) | DD152561B2 (en) |
DE (1) | DE3013997A1 (en) |
DK (1) | DK154180A (en) |
ES (1) | ES8202015A1 (en) |
FI (1) | FI801168A (en) |
FR (1) | FR2453862A1 (en) |
GB (1) | GB2048261A (en) |
IT (1) | IT8067576A0 (en) |
NL (1) | NL8002147A (en) |
NO (1) | NO801046L (en) |
PL (1) | PL223390A1 (en) |
SE (1) | SE8002708L (en) |
ZA (1) | ZA802155B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0499196A1 (en) * | 1991-02-13 | 1992-08-19 | Fujisawa Pharmaceutical Co., Ltd. | Intermediates and process for preparing carbapenem derivatives |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5625110A (en) * | 1978-12-18 | 1981-03-10 | Bristol Myers Co | Antibacterial |
DE3176517D1 (en) * | 1980-04-24 | 1987-12-17 | Beecham Group Plc | Beta-lactam compounds, their preparation and use |
JPS58198486A (en) * | 1982-05-14 | 1983-11-18 | Sankyo Co Ltd | Penem- or carbapenem-3-carboxylic acid derivative and its preparation |
JPS5835190A (en) | 1981-08-25 | 1983-03-01 | Sankyo Co Ltd | Penem-3-carboxylic acid derivative |
JPS5857360A (en) * | 1981-10-01 | 1983-04-05 | Ajinomoto Co Inc | Azetidinone derivative |
CA1190236A (en) | 1981-10-23 | 1985-07-09 | Edward J.J. Grabowski | Antibiotic synthesis |
NL8204720A (en) * | 1981-12-11 | 1983-07-01 | Erba Farmitalia | METHOD FOR PREPARING OPTICALLY ACTIVE PENEM COMPOUNDS |
US4431654A (en) * | 1982-04-05 | 1984-02-14 | Schering Corporation | 6-(Hydroxyethyl)-2-[(heterocyclyl or aryl)thioalkylthio]-penem-3-carboxylates |
US4610823A (en) * | 1983-01-25 | 1986-09-09 | Merck & Co., Inc. | Process for preparing substituted 2-thioxopenams and 2-substituted thiopenems |
EP0115308A3 (en) * | 1983-01-25 | 1984-10-10 | Merck & Co. Inc. | 2-unsaturated alkylthio-pen-2-em-3-carboxylic acids and process for preparing substituted 2-thioxopenams and 2-substituted thiopenems |
US4504485A (en) * | 1983-04-04 | 1985-03-12 | Schering Corporation | 5R,6S,8R-6-(1-Hydroxyethyl)-2-(2-carbamoyloxyethylthio)-penem-3-carboxylic acid |
GB8321004D0 (en) * | 1983-08-04 | 1983-09-07 | Erba Farmitalia | Azetidinones |
US5075439A (en) * | 1990-08-17 | 1991-12-24 | Pfizer Inc. | Processes for (3S,4R)-3-[1(R)-t-butyl-dimethylsilyloxy)-ethyl]-4-[1-oxo-3-thiolanylthio(thiocarbonyl)thio]azetidin-2-ones and intermediates therefor |
GB2252769A (en) * | 1991-01-18 | 1992-08-19 | Pfizer | Improved process for azetidin-2-ones and intermediates therefor |
GB9913932D0 (en) * | 1999-06-15 | 1999-08-18 | Pfizer Ltd | Purine derivatives |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2291748A1 (en) * | 1974-11-25 | 1976-06-18 | Merck & Co Inc | NEW USEFUL ANTIBIOTIC AGAINST GRAM-NEGATIVE AND GRAM-POSITIVE MICRO-ORGANISMS AND ITS PREPARATION PROCESS |
EP0002210A1 (en) * | 1977-11-17 | 1979-06-13 | Merck & Co. Inc. | 6- and 6,6- disubstituted-2-substituted-pen-2-em-3-carboxylic acids; processes for their preparation and pharmaceutical compositions containing such compounds |
GB2013674A (en) * | 1978-02-02 | 1979-08-15 | Ciba Geigy Ag | 6-substituted thia-aza compunds |
EP0013662A1 (en) * | 1979-01-10 | 1980-07-23 | Schering Corporation | 2-Penem compounds, a method for their preparation and pharmaceutical compositions comprising them |
-
1979
- 1979-04-11 JP JP4405079A patent/JPS55153789A/en active Granted
-
1980
- 1980-04-10 ZA ZA00802155A patent/ZA802155B/en unknown
- 1980-04-10 DK DK154180A patent/DK154180A/en not_active IP Right Cessation
- 1980-04-10 SE SE8002708A patent/SE8002708L/en unknown
- 1980-04-11 BE BE0/200208A patent/BE882764A/en unknown
- 1980-04-11 DD DD80220392A patent/DD152561B2/en unknown
- 1980-04-11 ES ES490510A patent/ES8202015A1/en not_active Expired
- 1980-04-11 IT IT8067576A patent/IT8067576A0/en unknown
- 1980-04-11 FI FI801168A patent/FI801168A/en not_active Application Discontinuation
- 1980-04-11 DE DE19803013997 patent/DE3013997A1/en not_active Withdrawn
- 1980-04-11 PL PL22339080A patent/PL223390A1/xx unknown
- 1980-04-11 AU AU57291/80A patent/AU5729180A/en not_active Abandoned
- 1980-04-11 NO NO80801046A patent/NO801046L/en unknown
- 1980-04-11 NL NL8002147A patent/NL8002147A/en not_active Application Discontinuation
- 1980-04-11 GB GB8012001A patent/GB2048261A/en not_active Withdrawn
- 1980-04-11 FR FR8008137A patent/FR2453862A1/en not_active Withdrawn
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2291748A1 (en) * | 1974-11-25 | 1976-06-18 | Merck & Co Inc | NEW USEFUL ANTIBIOTIC AGAINST GRAM-NEGATIVE AND GRAM-POSITIVE MICRO-ORGANISMS AND ITS PREPARATION PROCESS |
EP0002210A1 (en) * | 1977-11-17 | 1979-06-13 | Merck & Co. Inc. | 6- and 6,6- disubstituted-2-substituted-pen-2-em-3-carboxylic acids; processes for their preparation and pharmaceutical compositions containing such compounds |
US4168314A (en) * | 1977-11-17 | 1979-09-18 | Merck & Co., Inc. | 6-(1'-Hydroxyethyl)-2-aminoethylthio-pen-2-em-3-carboxylic acid |
GB2013674A (en) * | 1978-02-02 | 1979-08-15 | Ciba Geigy Ag | 6-substituted thia-aza compunds |
EP0013662A1 (en) * | 1979-01-10 | 1980-07-23 | Schering Corporation | 2-Penem compounds, a method for their preparation and pharmaceutical compositions comprising them |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0499196A1 (en) * | 1991-02-13 | 1992-08-19 | Fujisawa Pharmaceutical Co., Ltd. | Intermediates and process for preparing carbapenem derivatives |
US5306816A (en) * | 1991-02-13 | 1994-04-26 | Fujisawa Pharmaceutical Co., Ltd. | Processes for preparing carbapenem derivatives |
Also Published As
Publication number | Publication date |
---|---|
NL8002147A (en) | 1980-10-14 |
DD152561A5 (en) | 1981-12-02 |
AU5729180A (en) | 1980-10-16 |
BE882764A (en) | 1980-10-13 |
IT8067576A0 (en) | 1980-04-11 |
JPS55153789A (en) | 1980-11-29 |
SE8002708L (en) | 1980-10-12 |
DE3013997A1 (en) | 1980-10-30 |
ES490510A0 (en) | 1981-04-16 |
NO801046L (en) | 1980-10-13 |
JPH0372630B2 (en) | 1991-11-19 |
PL223390A1 (en) | 1981-01-30 |
ES8202015A1 (en) | 1981-04-16 |
DD152561B2 (en) | 1981-12-02 |
DK154180A (en) | 1980-10-12 |
ZA802155B (en) | 1981-05-27 |
FI801168A (en) | 1980-10-12 |
GB2048261A (en) | 1980-12-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |