IE42370L - Isoclavulanic acid derivatives - Google Patents

Isoclavulanic acid derivatives

Info

Publication number
IE42370L
IE42370L IE752645A IE264575A IE42370L IE 42370 L IE42370 L IE 42370L IE 752645 A IE752645 A IE 752645A IE 264575 A IE264575 A IE 264575A IE 42370 L IE42370 L IE 42370L
Authority
IE
Ireland
Prior art keywords
hydrogen
group
carbon atoms
hydrocarbon group
derivatives
Prior art date
Application number
IE752645A
Other versions
IE42370B1 (en
Original Assignee
Beecham Group 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
Priority claimed from GB54788/74A external-priority patent/GB1534508A/en
Application filed by Beecham Group Ltd filed Critical Beecham Group Ltd
Publication of IE42370L publication Critical patent/IE42370L/en
Publication of IE42370B1 publication Critical patent/IE42370B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D503/00—Heterocyclic compounds containing 4-oxa-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxapenicillins, clavulanic acid derivatives; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

Isoclavulanic acid and derivatives of it are disclosed which have .beta.-lactamase inhibitory and antibacterial properties, the preferred compounds being of the formula (I) wherein R is hydrogen or wherein n is 0 or an integer from 1 to 6; R1 is a hydrogen or a phenol or phenoxy group and R2 is a hydrogen or halogen atom or a C1-4 alkyl, C1-4 alkoxy, -CO2R3 group where R3 is a hydrocarbon group of 1-8 carbon atoms or ; or pharmaceutically acceptable salts thereof of the group of sodium, potassium, calcium, magnesium and aluminum; or pharmaceutically acceptable esters thereof of the formula . wherein A is a hydrocarbon group of 1 to 9 carbon atoms or a hydrocarbon group of 1 to 9 carbon atoms substituted by one or more halogen, lower alkyl, lower acyl, lower etherified or acylated hydroxy groups. These compounds are prepared by isomerization of clavulanic acid or derivatives, for example in the presence of a transition metal catalyst and hydrogen, or by ultra-violet irradiation. [CA1064039A]
IE2645/75A 1974-12-18 1975-12-04 Isoclavulanic acid derivatives IE42370B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB54788/74A GB1534508A (en) 1974-12-18 1974-12-18 Isoclavulanic acid derivatives
GB1521175 1975-04-14

Publications (2)

Publication Number Publication Date
IE42370L true IE42370L (en) 1976-06-18
IE42370B1 IE42370B1 (en) 1980-07-30

Family

ID=26251138

Family Applications (1)

Application Number Title Priority Date Filing Date
IE2645/75A IE42370B1 (en) 1974-12-18 1975-12-04 Isoclavulanic acid derivatives

Country Status (11)

Country Link
JP (1) JPS51138693A (en)
AU (1) AU500572B2 (en)
CA (1) CA1064039A (en)
CH (1) CH619230A5 (en)
DE (1) DE2555626A1 (en)
DK (1) DK142702B (en)
FR (1) FR2294701A1 (en)
IE (1) IE42370B1 (en)
IL (1) IL48607A (en)
NL (1) NL7514545A (en)
SE (1) SE428564B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK471577A (en) * 1976-10-25 1978-04-26 Glaxo Lab Ltd PROCEDURE FOR PREPARING CLAVAM DERIVATIVES
GB1587612A (en) * 1976-10-30 1981-04-08 Beecham Group Ltd Isoclavulanic acid derivatives

Also Published As

Publication number Publication date
NL7514545A (en) 1976-06-22
CA1064039A (en) 1979-10-09
IE42370B1 (en) 1980-07-30
CH619230A5 (en) 1980-09-15
SE7514029L (en) 1976-06-21
DK574875A (en) 1976-06-19
FR2294701B1 (en) 1982-07-23
SE428564B (en) 1983-07-11
IL48607A (en) 1979-07-25
IL48607A0 (en) 1976-02-29
DE2555626A1 (en) 1976-07-01
DK142702C (en) 1981-08-10
JPS51138693A (en) 1976-11-30
DK142702B (en) 1980-12-22
FR2294701A1 (en) 1976-07-16
AU8752175A (en) 1977-06-16
AU500572B2 (en) 1979-05-24

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