1-sulfo-2-oxoazetidine derivatives and their production

C - Chemistry – Metallurgy – 07 – D

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C07D 205/085 (2006.01) A61K 31/395 (2006.01) C07D 205/095 (2006.01) C07D 403/12 (2006.01) C07D 495/04 (2006.01) C07F 7/08 (2006.01)

Patent

CA 1338538

Novel 1-sulfo-2-oxoazetidine derivatives of the formula: Image (wherein R1 is amino, acylated amino or protected amino and X is hydrogen or methoxy) are of value as medicines in the treatment of bacterial infections or intermediates thereof. When R1 is the acylated amino, the acyl is for example a group of the formula, (a) R6-CO- (in which R6 is alkyl or heterocyclic group), (b) Image (in which R7 is hydrogen, amino acid residue, R8-(CH2)n-CO- [wherein R8 is heterocyclic group, phenyl, alkyl, phenylthio or alkylthio and n is 0 - 4], R8'R8''N-CO- [wherein R8' and R8'' are each hydrogen, alkyl, etc.] or R8'''-SO2- [wherein R8''' is alkyl] and R9 is hydrogen, alkyl, phenyl, heterocyclic group, cycloalkenyl or heterocyclecarbonylamino). (c) R10-R11-CO- (in which R10 is Image [wherein R12 is heterocyclic ring or phenyl and R13 ls hydrogen, acyl, alkyl, etc.] and R11 is chemical bond or Image [wherein R16 is alkyl, phenyl or heterocyclic group], (d) Image in which R17 is hydroxyl, sulfoxy, carboxyl, etc. and R18 is hydrogen, alkyl, etc.), or (e) R19-R20-CH2-CO-(in whlch R19 is cyano, phenyl, etc. and R20 is chemical bond or -S-).

353545

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