YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
cis-1-[2-Phenyl-4-(phenoxy or Phenylthio)methyl-1,3-dioxolan-2-ylmethyl]-1H-imidazole誘導体の合成とその抗菌作用について
竹内 烈杉浦 道治山本 和子伊藤 富由濱田 喜樹
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1985 年 105 巻 6 号 p. 554-561

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Ketalization of a few acetophenones with glycerol was performed with azeotropic removal of water. These ketals were benzoylated and cis compounds (1) were isolated by crystallization from methanol and condensed with imidazole, pyrazole and triazole. They were hydrolyzed to alcohols (3) and converted to the methanesulfonates (4). Imidazole derivatives (5) similar to ketoconazole were obtained from 4 by condensation of phenols and thiophenols. Antimicrobial test of the synthesized compounds (5d, fα), jα)) showed strong antimicrobial activities against Penicillium chrysogenum and Trichophyton rubrum. Most compounds synthesized had strong preventive effects against downy mildew and sheath blight. Triazole derivatives (5m, n) showed similar effects against not only such diseases but gray mould rot.

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