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 THEREOF

Info

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Withdrawn
Application number
FR8008137A
Other languages
French (fr)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sankyo Co Ltd
Original Assignee
Sankyo Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sankyo Co Ltd filed Critical Sankyo Co Ltd
Publication of FR2453862A1 publication Critical patent/FR2453862A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic 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
    • C07D499/88Compounds 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D205/00Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06Heterocyclic 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
    • C07D205/08Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D205/00Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06Heterocyclic 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
    • C07D205/08Heterocyclic 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
    • C07D205/09Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/568Four-membered rings
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design 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.

FR8008137A 1979-04-11 1980-04-11 PENEME-3- CARBOXYLIC ACID DERIVATIVES, PREPARATION METHODS THEREOF AND THERAPEUTIC APPLICATION THEREOF Withdrawn FR2453862A1 (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Patent Citations (5)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

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