Studies on condensed-heterocyclic azolium cephalosporins. III. Synthesis and antibacterial activity of 7.BETA.-(2-(2-amino-5-substituted-thiazol-4-yl)-2(Z)-alkoxyiminoacetamido)-3-(condensed-heterocyclic azolium)methyl-3-cephem-4-carboxylates.
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- NISHIMURA TATSUO
- Chemistry Research Laboratories, Research and Development Division, Takeda Chemical Industries, Ltd.
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- YOSHIMURA YOSHINOBU
- Chemistry Research Laboratories, Research and Development Division, Takeda Chemical Industries, Ltd.
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- MIYAKE AKIO
- Chemistry Research Laboratories, Research and Development Division, Takeda Chemical Industries, Ltd.
書誌事項
- タイトル別名
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- III. SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 7β-[2-(2-AMINO-5-SUBSTITUTED-THIAZOL-4-YL)-2(<i>Z</i>)-ALKOXYIMINOACETAMIDO]-3-(CONDENSED-HETEROCYCLIC AZOLIUM)METHYL-3-CEPHEM-4-CARBOXYLATES
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説明
As a part of our research on the synthesis of cephalosporins bearing condensed-heterocyclic azolium groups at the 3 position in the cephalosporin nucleus, we describe herein the synthesis of 7β-[2-(2-amino-5-halogeno-, methylthio-, methylsulfinyl-, methylsulfonyl- and sulfothiazol-4-yl)-2(Z)-alkoxyiminoacetamido]cephalosporins and their antibacterial activity. Among the compounds prepared, 7β-[2-(2-amino-5-chlorothiazol-4-yl)-2(Z)-methoxyiminoacetamido]-3-(imidazo[1, 5-a]-pyridinium-1-yl)methyl-3-cephem-4-carboxylate (14) showed good antibacterial activity against both Staphylococcus aureus including methicillin-resistant Staphylococcus aureus (MRS A) and Pseudomonas aeruginosa, whereas the antibacterial activity against other Gram-negative bacteria was a slightly lower than that of 7β-[2-(2-aminothiazol-4-yl)-2(Z)-methoxyiminoacetamido]-3-(imidazo[1, 2-a]pyridinium (I-1) and imidazo[1, 5-a]pyridinium (I-4)-1-yl)methyl-3-cephem-4-carboxylates.
収録刊行物
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- The Journal of Antibiotics
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The Journal of Antibiotics 45 (4), 485-499, 1992
公益財団法人 日本感染症医薬品協会
