GB1086494A - New penicillins - Google Patents

New penicillins

Info

Publication number
GB1086494A
GB1086494A GB4035764A GB4035764A GB1086494A GB 1086494 A GB1086494 A GB 1086494A GB 4035764 A GB4035764 A GB 4035764A GB 4035764 A GB4035764 A GB 4035764A GB 1086494 A GB1086494 A GB 1086494A
Authority
GB
United Kingdom
Prior art keywords
hal
radical
atom
general formula
same
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
GB4035764A
Inventor
Hans-Bodo Konig
Richard Wegler
Dieter Borrmann
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB1086494A publication Critical patent/GB1086494A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention relates to compounds of the general formula <FORM:1086494/C2/1> and their salts with non-toxic inorganic and organic bases. In the general formula, R1 and R2, which may be the same or different, are selected from (a), (b) and (c) and R3 and R4, which may also be the same or different, are selected from (a) and (d) wherein: (a) is a hydrogen atom or an alkyl, substituted alkyl, cycloalkyl (the ring of which may be interrupted by heteroatoms), aralkyl, aryl or heterocyclic radical; (b) is a F, Cl or Br atom or a radical of the general formula -OR, -O-CO-R, -O-CS-R, -O-CO-N(R)2, -SR, -S-CO-R, -S-CS-R, -S-CO-N(R2)2, -SO-R, -S-CS-N(R)2, -SO2-R, or -SO2-N(R)2, R having the same meaning as (a); (c) is a radical of the general formula -CO-R, -C(R)=N-R, -COOR, -COSR, -CSSR, -CO-N(R)2, -CS-N(R)2, -CN, <FORM:1086494/C2/2> <FORM:1086494/C2/3> -C (Halogen)3, -N(R)-CO-R, -N(CO-R), N(R)-COOR, -N(R)-CSOR, -N(R)-CSSR, -PO(X)Y or -C(OR)3, X and Y which may be the same or different being halogen atoms or radicals of the general formula -OR, -NH-R, -N(R2) or -SR, R having the same meaning as (a) except it must not be a H atom; and (d) is a radical of general formula -CH2-Hal, -CH(Hal)2, -C(Hal)3, -C(R11)2-Hal, CH (R11)-Hal or -C(R11)(Hal)2, Hal being a F, Cl or Br atom or a radical of group (c) wherein, when one C atom has more than one halogen atom attached to it, these can be the same or different, R11 is an alkyl, aralkyl or aryl radical containing up to 10 C atoms and when two R11 are attached to one C atom, they can be joined up to form a cycloaliphatic or heterocyclic ring. The compounds are prepared by reaction of 6 amino penicillanic acid with a b -lactone in the presence of a basic material. The reaction may be carried out in a diluent, e.g. water or aqueous organic or anhydrous organic solvents. The 6-amino penicillanic acid may be used in the form of a salt, or the carboxyl and/or amino group is first silylated and after the reaction the silyl radical is split off.
GB4035764A 1963-10-02 1964-10-02 New penicillins Expired GB1086494A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0040893 1963-10-02

Publications (1)

Publication Number Publication Date
GB1086494A true GB1086494A (en) 1967-10-11

Family

ID=7098423

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4035764A Expired GB1086494A (en) 1963-10-02 1964-10-02 New penicillins

Country Status (2)

Country Link
BE (1) BE653862A (en)
GB (1) GB1086494A (en)

Also Published As

Publication number Publication date
BE653862A (en) 1965-04-02

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