ES8202015A1 - Penem-3-carboxylic acid derivatives, their preparation and use - Google Patents

Penem-3-carboxylic acid derivatives, their preparation and use

Info

Publication number
ES8202015A1
ES8202015A1 ES490510A ES490510A ES8202015A1 ES 8202015 A1 ES8202015 A1 ES 8202015A1 ES 490510 A ES490510 A ES 490510A ES 490510 A ES490510 A ES 490510A ES 8202015 A1 ES8202015 A1 ES 8202015A1
Authority
ES
Spain
Prior art keywords
penem
carboxylic acid
preparation
acid derivatives
aminoethyl
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
Application number
ES490510A
Other languages
Spanish (es)
Other versions
ES490510A0 (en
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 ES490510A0 publication Critical patent/ES490510A0/en
Publication of ES8202015A1 publication Critical patent/ES8202015A1/en
Expired legal-status Critical Current

Links

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)
  • Communicable Diseases (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (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

2-[(2-Aminoethyl)thio]-6-(1- hydroxyethyl)penem-3-carboxylic acid, its salts and esters are valuable antibiotics effective against a wide range of Gram-positive and Gram- negative bacteria, even including bacteria of the genus Pseudomonas. These compounds may be prepared by the heat-induced cyclization of a phosphorus-ylide compound followed, if necessary, by removal of protecting groups and salification or esterification. The compounds exist as a variety of stereoisomers, of which (5R, 6S)-2-[(2-aminoethyl)thio]-6- [(R)-1-hydroxyethyl]penem-3- carboxylic acid and its salts and esters are preferred.
ES490510A 1979-04-11 1980-04-11 Penem-3-carboxylic acid derivatives, their preparation and use Expired ES8202015A1 (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 (2)

Publication Number Publication Date
ES490510A0 ES490510A0 (en) 1981-04-16
ES8202015A1 true ES8202015A1 (en) 1981-04-16

Family

ID=12680777

Family Applications (1)

Application Number Title Priority Date Filing Date
ES490510A Expired ES8202015A1 (en) 1979-04-11 1980-04-11 Penem-3-carboxylic acid derivatives, their preparation and use

Country Status (16)

Country Link
JP (1) JPS55153789A (en)
AU (1) AU5729180A (en)
BE (1) BE882764A (en)
DD (1) DD152561A5 (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)

Families Citing this family (16)

* 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
EP0041768B1 (en) * 1980-04-24 1987-11-11 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
US4508649A (en) * 1981-12-11 1985-04-02 Farmitalia Carlo Erba Process for preparing optically active penems
US4431654A (en) * 1982-04-05 1984-02-14 Schering Corporation 6-(Hydroxyethyl)-2-[(heterocyclyl or aryl)thioalkylthio]-penem-3-carboxylates
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
US4610823A (en) * 1983-01-25 1986-09-09 Merck & Co., Inc. 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
GB9103034D0 (en) * 1991-02-13 1991-03-27 Fujisawa Pharmaceutical Co Processes for preparing carbapenem derivatives
GB9913932D0 (en) * 1999-06-15 1999-08-18 Pfizer Ltd Purine derivatives

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3950357A (en) * 1974-11-25 1976-04-13 Merck & Co., Inc. Antibiotics
US4168314A (en) * 1977-11-17 1979-09-18 Merck & Co., Inc. 6-(1'-Hydroxyethyl)-2-aminoethylthio-pen-2-em-3-carboxylic acid
EP0003960B1 (en) * 1978-02-02 1983-06-29 Ciba-Geigy Ag 6-substituted thia-aza-compounds, their preparation and pharmaceutical compositions containing them
IL59081A0 (en) * 1979-01-10 1980-05-30 Schering Corp 2-penem compounds and a method for preparing them

Also Published As

Publication number Publication date
IT8067576A0 (en) 1980-04-11
PL223390A1 (en) 1981-01-30
NL8002147A (en) 1980-10-14
DD152561B2 (en) 1981-12-02
ES490510A0 (en) 1981-04-16
FI801168A (en) 1980-10-12
DE3013997A1 (en) 1980-10-30
JPS55153789A (en) 1980-11-29
BE882764A (en) 1980-10-13
FR2453862A1 (en) 1980-11-07
DD152561A5 (en) 1981-12-02
JPH0372630B2 (en) 1991-11-19
DK154180A (en) 1980-10-12
ZA802155B (en) 1981-05-27
SE8002708L (en) 1980-10-12
NO801046L (en) 1980-10-13
AU5729180A (en) 1980-10-16
GB2048261A (en) 1980-12-10

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