SE8602193L - Beta-lactam antibiotics - Google Patents

Beta-lactam antibiotics

Info

Publication number
SE8602193L
SE8602193L SE8602193A SE8602193A SE8602193L SE 8602193 L SE8602193 L SE 8602193L SE 8602193 A SE8602193 A SE 8602193A SE 8602193 A SE8602193 A SE 8602193A SE 8602193 L SE8602193 L SE 8602193L
Authority
SE
Sweden
Prior art keywords
substd
beta
substit
opt
lactam antibiotics
Prior art date
Application number
SE8602193A
Other languages
Swedish (sv)
Other versions
SE8602193D0 (en
SE500216C2 (en
Inventor
R B Sykes
W L Parker
C M Cimarusti
W H Koster
W A Slusarchyk
A W Fritz
D M Floyd
Original Assignee
Squibb & Sons Inc
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 Squibb & Sons Inc filed Critical Squibb & Sons Inc
Publication of SE8602193L publication Critical patent/SE8602193L/en
Publication of SE8602193D0 publication Critical patent/SE8602193D0/en
Publication of SE500216C2 publication Critical patent/SE500216C2/en

Links

Classifications

    • 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
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/397—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having four-membered rings, e.g. azetidine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/425—Thiazoles
    • A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
    • 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
    • C07D205/085—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 nitrogen atom directly attached in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
    • 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
    • C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
    • 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
    • C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
    • C07F9/65583—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/10—Nitrogen as only ring hetero atom
    • 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)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Zoology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biochemistry (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Molecular Biology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oncology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Microbiology (AREA)
  • Communicable Diseases (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Beta lactams (I) having an SO3M substit. at 1-position and an opt. substd. or protected amino gp. or azido gp. at the 3-position are new. (M is hydrogen or a cation). They can also be substd. at the 4-position by alkyl, cycloalkyl, opt. substd. phenyl, alkoxycarbonyl, alken-1-yl, alkyn-1-yl, 2-phenylethenyl or 2-phenylethynyl. (I) having a 3-acylamino substit. are antibacterials effective against Gram negative and positive species, and useful therapeutically in human or veterinary medicine. The other new cpds. are intermediates.
SE8602193A 1980-02-07 1986-05-14 1-Sulpho-3-amino-2-oxo-azetidine salt derivs. - useful as antibacterials for human or veterinary use SE500216C2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US11927680A 1980-02-07 1980-02-07
US18889380A 1980-09-29 1980-09-29
SE8100861A SE457954B (en) 1980-02-07 1981-02-06 3-AMINO 1-AZETIDINE SULPHONIC ACID DERIVATIVES OR SALTS THEREOF, A B-LACTIC ANTIBIOTICS

Publications (3)

Publication Number Publication Date
SE8602193L true SE8602193L (en) 1986-05-14
SE8602193D0 SE8602193D0 (en) 1986-05-14
SE500216C2 SE500216C2 (en) 1994-05-09

Family

ID=26817179

Family Applications (3)

Application Number Title Priority Date Filing Date
SE8100861A SE457954B (en) 1980-02-07 1981-02-06 3-AMINO 1-AZETIDINE SULPHONIC ACID DERIVATIVES OR SALTS THEREOF, A B-LACTIC ANTIBIOTICS
SE8602194A SE8602194L (en) 1980-02-07 1986-05-14 Beta-lactam antibiotics
SE8602193A SE500216C2 (en) 1980-02-07 1986-05-14 1-Sulpho-3-amino-2-oxo-azetidine salt derivs. - useful as antibacterials for human or veterinary use

Family Applications Before (2)

Application Number Title Priority Date Filing Date
SE8100861A SE457954B (en) 1980-02-07 1981-02-06 3-AMINO 1-AZETIDINE SULPHONIC ACID DERIVATIVES OR SALTS THEREOF, A B-LACTIC ANTIBIOTICS
SE8602194A SE8602194L (en) 1980-02-07 1986-05-14 Beta-lactam antibiotics

Country Status (29)

Country Link
JP (3) JPS56125362A (en)
KR (1) KR860001289B1 (en)
AR (1) AR245932A1 (en)
AU (1) AU569407B2 (en)
CA (1) CA1338670C (en)
CH (2) CH651020A5 (en)
DD (1) DD156180A5 (en)
DE (1) DE3104145C2 (en)
DK (1) DK166280C (en)
ES (1) ES8205397A1 (en)
FI (1) FI80271C (en)
FR (1) FR2509299B1 (en)
GB (2) GB2071650B (en)
GR (1) GR74151B (en)
HK (1) HK57785A (en)
IE (2) IE51392B1 (en)
IL (1) IL62082A (en)
IT (1) IT1135360B (en)
KE (1) KE3539A (en)
LU (1) LU83117A1 (en)
MY (1) MY8600179A (en)
NL (1) NL192924C (en)
NO (2) NO161065C (en)
NZ (2) NZ205240A (en)
PH (3) PH24729A (en)
PT (1) PT72465B (en)
SE (3) SE457954B (en)
SG (1) SG39185G (en)
YU (1) YU44829B (en)

Families Citing this family (51)

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Publication number Priority date Publication date Assignee Title
EP0050965A1 (en) * 1980-10-23 1982-05-05 Takeda Chemical Industries, Ltd. Beta-lactamase inhibitory composition
WO1982001873A1 (en) * 1980-12-05 1982-06-10 Takeda Chemical Industries Ltd 1-sulfo-2-oxoazetidine derivatives and process for their preparation
WO1983000690A1 (en) * 1981-08-25 1983-03-03 Takeda Chemical Industries Ltd Azetidine derivatives and process for their preparation
MX7096E (en) * 1980-12-05 1987-06-19 Takeda Chemical Industries Ltd METHOD FOR PREPARATION OF 2-OXOAZETIDINE DERIVATIVES
US4673739A (en) * 1980-12-05 1987-06-16 Takeda Chemical Industries, Ltd. 4-carbamoyloxymethyl-1-sulfo-2-oxoazetidine derivatives and their production
JPS58210061A (en) * 1982-05-31 1983-12-07 Takeda Chem Ind Ltd 1-sulfo-2-oxoazetidine derivative, its preparation and use
US4675397A (en) * 1980-12-05 1987-06-23 Takeda Chemical Industries, Ltd. 1-sulfo-2-oxoazetidine derivatives and their production
JPS57131758A (en) * 1980-12-05 1982-08-14 Takeda Chem Ind Ltd 1-sulfo-2-oxoazetidine derivative, its preparation and use
US4782147A (en) * 1980-12-05 1988-11-01 Takeda Chemical Industries, Ltd. 1-sulfo-2-oxoazetidine derivatives and their production
US4572801A (en) * 1981-04-30 1986-02-25 Takeda Chemical Industries, Ltd. 4-Carbamoyloxymethyl-1-sulfo-2-oxoazetidine derivatives and their production
CA1181075A (en) * 1981-07-13 1985-01-15 David M. Floyd CRYSTALLINE ANHYDROUS FORM OF [3-S-[3.alpha.(Z),4 .beta.]]-3-[[(2-AMINO-4-THIAZOLYL) [(1-CARBOXY-1-METHYLETHOXY)IMINO]ACETYL] AMINO]-4-METHYL-2-OXO-1-AZETIDINESULFONIC ACID
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WO1983002942A1 (en) * 1982-02-19 1983-09-01 Yoshioka, Kouichi Process for preparing 2-azetidinone-1-sulfonic acids, and starting materials therefor
AU564150B2 (en) * 1982-04-30 1987-08-06 Takeda Chemical Industries Ltd. 1-sulfo-2-azetidinone derivatives
DE3372768D1 (en) * 1982-06-03 1987-09-03 Hoffmann La Roche 1-SULFO-2-OXOAZETIDINE DERIVATIVES
EP0096297B1 (en) * 1982-06-03 1988-06-15 F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft Process for the preparation of 1-sulfo-2-oxoazetidine derivatives
US4704457A (en) * 1982-06-21 1987-11-03 E. R. Squibb & Sons, Inc. Process for the preparation of (3S)-3-[[[2-(protected amino)-4-thiazolyl]-oxoacetyl]amino]-2-oxo-1-azetidinesulfonic acid and 4-substituted derivatives thereof
US4939253A (en) * 1982-08-04 1990-07-03 E. R. Squibb & Sons, Inc. 2-oxoazetidin-1-yloxy acetic acids and analogs
US4681937A (en) * 1982-09-27 1987-07-21 E. R. Squibb & Sons, Inc. 3-acylamino-2-oxo-1-azetidinyl esters of phosphonic acids, phosphoric acid and phosphoric acid esters
US4551276A (en) * 1982-10-06 1985-11-05 E. R. Squibb & Sons, Inc. 2-Oxoazetidin-1-yloxymethyl sulfonic acid and analogs
US4533495A (en) * 1982-12-30 1985-08-06 Takeda Chemical Industries, Ltd. Method of producing 2-azetidinone-1-sulfonic acid compounds
US4548747A (en) * 1983-05-02 1985-10-22 E. R. Squibb & Sons, Inc. 3-Acylamino-1-sulfonylaminocarbonylmethoxy-2-azetidinones
US4670554A (en) * 1983-05-31 1987-06-02 E. R. Squibb & Sons, Inc. ((3-Acylamino-2-oxo-1-azetidinyl)oxy)methyl)phosphinic acids
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JPS601162A (en) * 1983-06-17 1985-01-07 Dai Ichi Seiyaku Co Ltd Azetidine-1-sulfonic acid derivative
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US4596777A (en) * 1983-08-10 1986-06-24 E. R. Squibb & Sons, Inc. Process for preparing (3S)-3-[[[2-(protected or unprotected amino)-4-thiazolyl]acetyl]amino]-2-oxo-1-azetidinesulfonic acid and 4-substituted derivatives thereof
US4551277A (en) * 1983-11-09 1985-11-05 E. R. Squibb & Sons, Inc. 4-(3-Acylamino-2-oxo-1-azetidinyl)-4-oxo-2-butenoic acid
JPS60112789A (en) * 1983-11-21 1985-06-19 Otsuka Chem Co Ltd 3-acylamino-4-alkyl-2-azetidinone-1-sulfonic acid derivative, tis preparation, and drug containing it
JPS60226855A (en) * 1984-04-26 1985-11-12 Nippon Kayaku Co Ltd N-benzyloxycarbonyl-l-threoninamide hemihydrate and preparation thereof
US4918185A (en) * 1984-05-22 1990-04-17 Eli Lilly And Company Process for carbon-carbon bond formation at the C-4 position of 3-acylaminoazetidinones and products and starting materials therefor
US4771135A (en) * 1984-05-22 1988-09-13 Eli Lilly And Company Process for carbon-carbon bond formation at the C-4 position of 3-acylaminoazetidinones and products and starting materials therefor
US4680409A (en) * 1984-10-09 1987-07-14 E. R. Squibb & Sons, Inc. Hydrazide containing derivatives of 2-amino-4-thiazole-acetic acid
US4610824A (en) * 1984-10-09 1986-09-09 E. R. Squibb & Sons, Inc. Hydrazide derivatives of monocyclic beta-lactam antibiotics
US4647660A (en) * 1985-05-02 1987-03-03 E. R. Squibb & Sons, Inc. 3-acylamino-2-oxo-1-azetidinesulfonic acids
US4632985A (en) * 1985-06-03 1986-12-30 E. R. Squibb & Sons, Inc. 3-acylamino-2-oxo-1-azetidinesulfonic acids
US4638062A (en) * 1985-06-17 1987-01-20 E. R. Squibb & Sons, Inc. 3-acylamino-2-oxo-1-azetidinesulfonic acids
US4754041A (en) * 1985-06-17 1988-06-28 E. R. Squibb & Sons, Inc. 3-acylamino-2-oxo-1-azetidinesulfonic acids
FR2588867B1 (en) * 1985-10-23 1988-12-09 Roussel Uclaf NOVEL PRODUCTS DERIVED FROM THE 3-AMINO 2-OXO AZETIDINE SERIES, THEIR PREPARATION PROCESS AND THEIR APPLICATION
WO2006122253A1 (en) * 2005-05-09 2006-11-16 Sicor, Inc. Process for making aztreonam
JP5648250B2 (en) * 2007-11-21 2015-01-07 国立大学法人東京工業大学 Polymer organic compounds and organic compounds having sulfonated nitrogen-containing heterocycles, methods for producing them, ion exchangers, electrolyte membranes, pharmaceuticals, catalysts, membrane electrode assemblies, fuel cells using them
WO2013109217A1 (en) 2012-01-16 2013-07-25 Mahmut Bilgic Pharmaceutical formulations comprising aztreonam
SI3122745T1 (en) 2014-03-24 2019-05-31 Novartis Ag Monobactam organic compounds for the treatment of bacterial infections
SI3353175T1 (en) 2015-09-23 2020-11-30 Novartis Ag Salts and solid forms of a monobactam antibiotic
CA3063649A1 (en) 2017-08-02 2019-02-07 Novartis Ag Chemical process for manufacturing monobactam antibiotic and intermediates thereof

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JPS55164672A (en) * 1979-06-08 1980-12-22 Takeda Chem Ind Ltd Azetidine derivative and its preparation
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JPS57131758A (en) * 1980-12-05 1982-08-14 Takeda Chem Ind Ltd 1-sulfo-2-oxoazetidine derivative, its preparation and use

Also Published As

Publication number Publication date
JPS56125362A (en) 1981-10-01
FR2509299A1 (en) 1983-01-14
NO170015B (en) 1992-05-25
DE3104145A1 (en) 1981-12-17
ES499171A0 (en) 1982-06-01
GB8333191D0 (en) 1984-01-18
JPH02160764A (en) 1990-06-20
NO161065B (en) 1989-03-20
DE3104145C2 (en) 1999-05-12
DD156180A5 (en) 1982-08-04
IE51392B1 (en) 1986-12-24
PT72465A (en) 1981-03-01
NO170015C (en) 1992-09-02
JPH0623188B2 (en) 1994-03-30
IE810230L (en) 1981-08-07
PH24729A (en) 1990-10-01
NL192924B (en) 1998-01-05
NO810410L (en) 1981-08-10
SG39185G (en) 1985-12-13
LU83117A1 (en) 1982-09-10
GB2139618B (en) 1985-05-01
CH651020A5 (en) 1985-08-30
SE8602194D0 (en) 1986-05-14
GB2139618A (en) 1984-11-14
CH653993A5 (en) 1986-01-31
PH23316A (en) 1989-07-14
GB2071650B (en) 1984-12-05
AU569407B2 (en) 1988-01-28
AR245932A1 (en) 1994-03-30
SE8602193D0 (en) 1986-05-14
MY8600179A (en) 1986-12-31
IL62082A (en) 1986-08-31
AU6698581A (en) 1981-08-13
IL62082A0 (en) 1981-03-31
JPH0670006B2 (en) 1994-09-07
YU31981A (en) 1984-02-29
AU548896B2 (en) 1986-01-09
KE3539A (en) 1985-07-12
FI810352L (en) 1981-08-08
YU44829B (en) 1991-04-30
JPH0586023A (en) 1993-04-06
GB2071650A (en) 1981-09-23
DK52381A (en) 1981-08-08
PH23317A (en) 1989-07-14
CA1338670C (en) 1996-10-22
NL8100571A (en) 1981-09-01
IT1135360B (en) 1986-08-20
SE8602194L (en) 1986-05-14
SE8100861L (en) 1981-08-08
IE862297L (en) 1981-08-07
SE500216C2 (en) 1994-05-09
NO161065C (en) 1989-06-28
SE457954B (en) 1989-02-13
NZ205240A (en) 1984-07-31
ES8205397A1 (en) 1982-06-01
FR2509299B1 (en) 1985-08-30
KR830005131A (en) 1983-08-03
IE51393B1 (en) 1986-12-24
AU4574885A (en) 1985-11-07
IT8119587A0 (en) 1981-02-06
NZ196202A (en) 1984-07-31
FI80271C (en) 1990-05-10
KR860001289B1 (en) 1986-09-10
PT72465B (en) 1982-02-04
NO860225L (en) 1981-08-10
DK166280C (en) 1993-08-30
FI80271B (en) 1990-01-31
NL192924C (en) 1998-05-07
GR74151B (en) 1984-06-06
DK166280B (en) 1993-03-29
HK57785A (en) 1985-08-09

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