ES8200685A1 - 3-optionally substituted methyl-2- penem derivatives - Google Patents

3-optionally substituted methyl-2- penem derivatives

Info

Publication number
ES8200685A1
ES8200685A1 ES488886A ES488886A ES8200685A1 ES 8200685 A1 ES8200685 A1 ES 8200685A1 ES 488886 A ES488886 A ES 488886A ES 488886 A ES488886 A ES 488886A ES 8200685 A1 ES8200685 A1 ES 8200685A1
Authority
ES
Spain
Prior art keywords
lower alkyl
optionally substituted
substituted methyl
esters
penem
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
ES488886A
Other languages
Spanish (es)
Other versions
ES488886A0 (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.)
Pfizer Italia SRL
Original Assignee
Farmitalia Carlo Erba SRL
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 Farmitalia Carlo Erba SRL filed Critical Farmitalia Carlo Erba SRL
Publication of ES8200685A1 publication Critical patent/ES8200685A1/en
Publication of ES488886A0 publication Critical patent/ES488886A0/en
Granted 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
    • 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 System
    • 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

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.
ES488886A 1979-02-24 1980-02-23 A PROCEDURE FOR THE PREPARATION OF DERIVATIVES PENEMCARBOXILICOS. Granted ES488886A0 (en)

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
ES8200685A1 true ES8200685A1 (en) 1981-11-16
ES488886A0 ES488886A0 (en) 1981-11-16

Family

ID=26270697

Family Applications (2)

Application Number Title Priority Date Filing Date
ES488886A Granted ES488886A0 (en) 1979-02-24 1980-02-23 A PROCEDURE FOR THE PREPARATION OF DERIVATIVES PENEMCARBOXILICOS.
ES495977A Expired ES8107224A1 (en) 1979-02-24 1980-10-16 3-optionally substituted methyl-2- penem derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES495977A Expired ES8107224A1 (en) 1979-02-24 1980-10-16 3-optionally substituted methyl-2- penem derivatives

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) ES488886A0 (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
AU8605382A (en) * 1981-07-15 1983-01-20 Sumitomo Chemical Company, Limited Penicillins and azetidinones
AU556854B2 (en) * 1981-12-11 1986-11-20 Farmitalia Carlo Erba S.P.A. Method for preparing penems derivatives
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
EP0278911B1 (en) * 1987-02-11 1993-08-04 Ciba-Geigy Ag Bicyclic beta-lactam carboxylic 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
ATE219085T1 (en) 1997-12-29 2002-06-15 Res Corp Technologies Inc 2-BETA-SUBSTITUTED-6-ALKYLIDENEPENICILLANIC 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
ES2272795T3 (en) 2001-07-24 2007-05-01 Southern Methodist University Foundation For Research 7-ALQUILDIEN-3-SUBSTITUTES-3-CEFEM-4-CARBOXYLATES AS BETA-LACTAMASA INHIBITORS.
AU2003224874A1 (en) 2002-04-04 2003-10-27 Alamx, L.L.C. INHIBITORS OF SERINE AND METALLO-ss-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
EP0000636A1 (en) * 1977-07-13 1979-02-07 Glaxo Group Limited Penem compounds, processes for their preparation, their use in pharmaceutical compositions and azetidinones used in their preparation
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
EP0003960B1 (en) * 1978-02-02 1983-06-29 Ciba-Geigy Ag 6-substituted thia-aza-compounds, their preparation and pharmaceutical compositions containing them
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
CA1154010A (en) 1983-09-20
YU42964B (en) 1989-02-28
IT1193922B (en) 1988-08-31
CH651570A5 (en) 1985-09-30
IT8020021A0 (en) 1980-02-19
GB2043639B (en) 1983-07-20
AT368506B (en) 1982-10-25
AU535080B2 (en) 1984-03-01
UA6041A1 (en) 1994-12-29
FI75163B (en) 1988-01-29
CA1212665B (en) 1986-10-14
GB2043639A (en) 1980-10-08
SE449489B (en) 1987-05-04
IE800338L (en) 1980-08-24
NL8001012A (en) 1980-08-26
NO161000C (en) 1989-06-21
ES495977A0 (en) 1981-10-01
DK159448C (en) 1991-03-04
NZ192949A (en) 1984-03-16
HK74487A (en) 1987-10-23
AU5567080A (en) 1980-09-11
PT70849A (en) 1980-03-01
CS226010B2 (en) 1984-03-19
FI75163C (en) 1988-05-09
CH654831A5 (en) 1986-03-14
IE49407B1 (en) 1985-10-02
DE3006273A1 (en) 1980-09-04
DK77580A (en) 1980-08-25
ATA91980A (en) 1982-02-15
NO161000B (en) 1989-03-13
NO800501L (en) 1980-08-25
IT8020021A1 (en) 1981-08-19
SE8001424L (en) 1980-08-25
DK159448B (en) 1990-10-15
HU182664B (en) 1984-02-28
FR2449690B1 (en) 1986-06-13
LU82192A1 (en) 1980-06-06
ES488886A0 (en) 1981-11-16
ES8107224A1 (en) 1981-10-01
NL192265C (en) 1997-04-03
GR73623B (en) 1984-03-26
YU46180A (en) 1983-02-28
FR2449690A1 (en) 1980-09-19
NL192265B (en) 1996-12-02
FI800493A (en) 1980-08-25

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Legal Events

Date Code Title Description
PC1A Transfer granted