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IE800338L - Penem compounds - Google Patents

Penem compounds

Info

Publication number
IE800338L
IE800338L IE800338A IE33880A IE800338L IE 800338 L IE800338 L IE 800338L IE 800338 A IE800338 A IE 800338A IE 33880 A IE33880 A IE 33880A IE 800338 L IE800338 L IE 800338L
Authority
IE
Ireland
Prior art keywords
lower alkyl
esters
penem
compounds
formula
Prior art date
Application number
IE800338A
Other versions
IE49407B1 (en
Original Assignee
Erba Farmitalia
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 Erba Farmitalia filed Critical Erba Farmitalia
Priority to IE234184A priority Critical patent/IE49410B1/en
Priority to IE2340/84A priority patent/IE49409B1/en
Priority to IE2339/84A priority patent/IE49408B1/en
Publication of IE800338L publication Critical patent/IE800338L/en
Publication of IE49407B1 publication Critical patent/IE49407B1/en

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
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

There are provided penem- carboxylic acids and esters of the general formula <IMAGE> In the formula, n=0 or 1; R''=H, lower alkyl, CCl3CH2-, p.nitrobenzyl, p.methoxybenzyl, phenyl, p.nitrophenyl or benzhydryl or a residue known to undergo metabolic activation in vivo and having favourable pharmacokinetic properties; Z=H, halogen, OH, NH2, NH2COO, SH or pyridinium or OR1, OCOR1, NHCOR1 or SR1 wherein R1=lower alkyl, aryl or a heterocyclic ring, each of which may be substituted or unsubstituted; R'=H, lower alkyl, lower alkoxy cycloalkyl or hydroxyalkyl (the hydroxy group of which is free or protected). Pharmaceutically acceptable salts of these compounds, which are antibacterial agents and beta -lactamase inhibitors, are included in the invention, as is a process for their preparation from penicillanic acid S-oxide esters. [GB2043639A]
IE338/80A 1979-02-24 1980-02-20 Antibacterial agents and beta-lactamase inhibitors IE49407B1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
IE234184A IE49410B1 (en) 1979-02-24 1980-02-20 Azetidinone derivatives
IE2340/84A IE49409B1 (en) 1979-02-24 1980-02-20 Azetidinone derivatives
IE2339/84A IE49408B1 (en) 1979-02-24 1980-02-20 Azetidinone derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB7906634 1979-02-24
GB7932591 1979-09-20

Publications (2)

Publication Number Publication Date
IE800338L true IE800338L (en) 1980-08-24
IE49407B1 IE49407B1 (en) 1985-10-02

Family

ID=26270697

Family Applications (1)

Application Number Title Priority Date Filing Date
IE338/80A IE49407B1 (en) 1979-02-24 1980-02-20 Antibacterial agents and beta-lactamase inhibitors

Country Status (24)

Country Link
AT (1) AT368506B (en)
AU (1) AU535080B2 (en)
CA (2) CA1154010A (en)
CH (2) CH654831A5 (en)
CS (1) CS226010B2 (en)
DE (1) DE3006273A1 (en)
DK (1) DK159448C (en)
ES (2) ES8200685A1 (en)
FI (1) FI75163C (en)
FR (1) FR2449690B1 (en)
GB (1) GB2043639B (en)
GR (1) GR73623B (en)
HK (1) HK74487A (en)
HU (1) HU182664B (en)
IE (1) IE49407B1 (en)
IT (1) IT1193922B (en)
LU (1) LU82192A1 (en)
NL (1) NL192265C (en)
NO (1) NO161000C (en)
NZ (1) NZ192949A (en)
PT (1) PT70849A (en)
SE (1) SE449489B (en)
UA (1) UA6041A1 (en)
YU (1) YU42964B (en)

Families Citing this family (23)

* 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
DE3121510A1 (en) * 1980-07-04 1982-06-16 Farmitalia Carlo Erba S.p.A., 20159 Milano 6-Alkyl-2-subst. penems and process for their preparation
JPS588084A (en) * 1981-07-08 1983-01-18 Takeda Chem Ind Ltd (6r)-substituted-(5r)-penem-3-carboxylic acid derivative and its preparation
EP0180252B1 (en) * 1981-07-15 1989-04-26 Sumitomo Pharmaceuticals Company, Limited Process of preparing azetidinone compounds
SU1389680A3 (en) * 1981-12-11 1988-04-15 Фармиталия Карло Эрба С.П.А. (Фирма) Method of producing optically-active penems or salts thereof with alkali metals
NO831160L (en) * 1982-04-08 1983-10-10 Erba Farmitalia PREPARATION OF SUBSTITUTED PENEM DERIVATIVES
PH21930A (en) * 1982-11-16 1988-04-08 Ciba Geigy Ag 6-hydroxy-lower alkylpenem compounds,pharmaceutical composition containing same and method of use thereof
EP0112283B1 (en) * 1982-11-16 1987-08-12 Ciba-Geigy Ag Heterocyclyl-thio compounds, process for their preparation, pharmaceutical compositions containing them and their use
GB8300295D0 (en) * 1983-01-06 1983-02-09 Erba Farmitalia Penem esters
JPS59152387A (en) * 1983-02-10 1984-08-31 Shionogi & Co Ltd Novel penem compound
GB8321677D0 (en) * 1983-08-11 1983-09-14 Erba Farmitalia Preparation of penems
US4656165A (en) * 1983-09-02 1987-04-07 Ciba-Geigy Corporation Aminomethyl penem compounds
US4711886A (en) * 1984-07-02 1987-12-08 Merck & Co., Inc. β-lactam derivatives as anti-inflammatory and antidegenerative agents
US4761408A (en) * 1984-11-02 1988-08-02 Ciba-Geigy Corporation Crystalline aminomethyl compound
DE3882730D1 (en) * 1987-02-11 1993-09-09 Ciba Geigy Ag BICYCLIC BETA LACTAM CARBON ACIDS.
US5364768A (en) * 1987-07-07 1994-11-15 Farmitalia Carlo Erba S.R.L. Process for the preparation of penems
GB2206578B (en) * 1987-07-07 1991-07-03 Erba Carlo Spa Process for the preparation of penems
IT1286558B1 (en) * 1996-02-27 1998-07-15 Menarini Farma Ind PROCESS FOR THE PREPARATION OF 2-HALOGENOMETHYL-PENEMS AND THEIR USE FOR THE PREPARATION OF ANTIBACTERIAL PENEMS
DE69805975T2 (en) 1997-12-29 2002-12-19 Research Corp. Technologies, Inc. 2-BETA-SUBSTITUTED-6-ALKYLIDENPENICILIC ACID DERIVATIVES AS BETA LACTAMASE INHIBITORS
US6407091B1 (en) 1999-04-15 2002-06-18 Research Corporation Technologies, Inc. β-lactamase inhibiting compounds
US6720445B2 (en) 2000-12-21 2004-04-13 Beacon Laboratories, Inc. Acetyloxymethyl esters and methods for using the same
DE60214740T2 (en) 2001-07-24 2007-10-04 Southern Methodist University Foundation for Research, Dallas 3-SUBSTITUTED 7-ALKYLIDENE-3-CEPHEM-4-CARBOXYLIC ACIDS AS BETA-LACTAMASE INHIBITORS
US7022691B2 (en) 2002-04-04 2006-04-04 John D. Buynak Inhibitors of serine and metallo-β-lactamases

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU77306A1 (en) * 1977-05-09 1979-01-18
AU3796278A (en) * 1977-07-13 1980-01-17 Glaxo Group Ltd Penams and azetidinones
US4168314A (en) * 1977-11-17 1979-09-18 Merck & Co., Inc. 6-(1'-Hydroxyethyl)-2-aminoethylthio-pen-2-em-3-carboxylic acid
US4155912A (en) * 1977-12-14 1979-05-22 Bristol-Myers Company 2-Methylpenem-3-carboxylic acid antibiotics
EP0003415A3 (en) * 1978-01-20 1979-08-22 Glaxo Group Limited Beta-lactam compounds, processes for their preparation,compositions containing them and intermediates of use in their preparation
EP0042026B1 (en) * 1978-02-02 1986-01-08 Ciba-Geigy Ag 3,4-disubstituted azetidin-2-on compounds and process for their preparation
EP0010358A1 (en) * 1978-09-20 1980-04-30 Glaxo Group Limited Beta-lactam compounds, processes for their preparation, compositions containing them, intermediates of use in their preparation and methods for the production thereof
JPS5625110A (en) * 1978-12-18 1981-03-10 Bristol Myers Co Antibacterial
EP0013067A1 (en) * 1978-12-22 1980-07-09 Beecham Group Plc Bicyclic beta-lactam antibacterial agents, their use in pharmaceutical compositions, processes for their preparation and intermediates for use in such processes

Also Published As

Publication number Publication date
FR2449690A1 (en) 1980-09-19
CS226010B2 (en) 1984-03-19
ES495977A0 (en) 1981-10-01
IT1193922B (en) 1988-08-31
CH651570A5 (en) 1985-09-30
IT8020021A0 (en) 1980-02-19
DK159448C (en) 1991-03-04
NZ192949A (en) 1984-03-16
DE3006273A1 (en) 1980-09-04
AU535080B2 (en) 1984-03-01
ATA91980A (en) 1982-02-15
FI75163B (en) 1988-01-29
SE449489B (en) 1987-05-04
CH654831A5 (en) 1986-03-14
FI75163C (en) 1988-05-09
GB2043639A (en) 1980-10-08
SE8001424L (en) 1980-08-25
PT70849A (en) 1980-03-01
YU42964B (en) 1989-02-28
FI800493A (en) 1980-08-25
ES8107224A1 (en) 1981-10-01
HU182664B (en) 1984-02-28
FR2449690B1 (en) 1986-06-13
GB2043639B (en) 1983-07-20
AU5567080A (en) 1980-09-11
NL192265B (en) 1996-12-02
IT8020021A1 (en) 1981-08-19
LU82192A1 (en) 1980-06-06
DK77580A (en) 1980-08-25
AT368506B (en) 1982-10-25
NO161000B (en) 1989-03-13
HK74487A (en) 1987-10-23
NO161000C (en) 1989-06-21
ES488886A0 (en) 1981-11-16
IE49407B1 (en) 1985-10-02
NL192265C (en) 1997-04-03
UA6041A1 (en) 1994-12-29
NL8001012A (en) 1980-08-26
GR73623B (en) 1984-03-26
YU46180A (en) 1983-02-28
DK159448B (en) 1990-10-15
CA1212665B (en) 1986-10-14
NO800501L (en) 1980-08-25
CA1154010A (en) 1983-09-20
ES8200685A1 (en) 1981-11-16

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Legal Events

Date Code Title Description
MM4A Patent lapsed