Optically Active Antifungal Azoles. IV. Synthesis and Antifungal Activity of (2R, 3R)-3-Azolyl-2-(substituted phenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanols

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概要

• 論文の詳細を見る

• (2R, 3R)-3-Azolyl-2-(substituted phenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanols (III) were prepared from (2R, 3S)-3-methyl-2-(substituted phenyl)-2-(1H-1,2,4-triazol-1-yl)methyloxiranes (21a-f) by a ring-opening reaction with 1H-1,2,3-triazole and 1H-tetrazole and evaluated for antifungal activity against Candida albicans in vitro and in vivo. The optically active oxiranes (21a-f), which serve as the key synthetic intermediates, were synthesized from 1-[(2R)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxypropanoyl]morpholine (24) and substituted phenylmagnesium bromide (23) via six steps in a stereocontrolled manner. The 3-(1H-1,2,3,-triazol-1-yl)-(IIIa) and 3-(2H-2-tetrazolyl)-2-butanol (IIId) derivatives showed strong protective effects against candidosis in mice.

• 公益社団法人日本薬学会の論文
• 1995-03-15

著者

• 伊藤 克己

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• Tasaka A

  Medicinal Chemistry Research Laboratories Pharmaceutical Research Division: Takeda Chemical Industri

• 田坂 昭弘

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• Tasaka Akihiro

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• Itoh K

  Medicinal Chemistiy Research Laboratories I Pharmaceutical Research Division Takeda Chemical Industr

• Itoh K

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• 松下 義弘

  Pharmaceutical Research Laboratory III, Pharmaceutical Research Division, Takeda Chemical Industries

• 田村 典一

  Pharmaceutical Research Laboratory III, Pharmaceutical Research Division, Takeda Chemical Industries

• 林 良吾

  Pharmaceutical Research Laboratory III, Pharmaceutical Research Division, Takeda Chemical Industries

• 小此木 研二

  Pharmaceutical Research Laboratory III, Pharmaceutical Research Division, Takeda Chemical Industries

• 田村 典一

  武田薬品工業(株)

• 北崎 智幸

  Pharmaceutical Research Laboratories III, Pharmaceutical Research Division, Takeda Chemical Industri

• 小此木 研二

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• Itoh Kinuyo

  Department Of Materials Chemistry & Frontier Research Center Graduate School Of Engineering. Osa

• Itoh Kunihiko

  Dept. Pharmaceutical Sciences Akita University

• Hayashi R

  Pharmacology Research Laboratories Ii Pharmaceutical Research Division Takeda Chemical Industries Lt

• 松下 義弘

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• Kitazaki T

  Pharmaceutical Research Division Takeda Pharmaceutical Company Limited

• 北崎 智幸

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• 北崎 智幸

  Pharmaceutical Research Division, Takeda Pharmaceutical Company Limited

• 松下 義弘

  Pharmaceutical Research Division, Takeda Chemical Industries, Ltd.

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