Studies of Antitumor-Active 5-Fluorouracil Derivatives. I. Synthesis of N-Phthalidyl 5-Fluorouracil Derivatives

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概要

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• Several 5-fluorouracil derivatives in which the phthalidyl (1,3-dihydro-3-oxoisobenzofuran-1-yl) group, appropriately substituted on its benzene ring, is substituted at the N (1)-or N (3)-position or at both positions were synthesized, and their antitumor activities were evaluated. Among these compounds, 1-(1,3-dihydro-3-oxoisobenzofuran-1-yl)-5-fluorouracil (3a, 590-S) was shown to be markedly active against several experimental tumor systems. Several methods for a simple and efficient large-scale preparation of 3a were examined. The large-scale preparation of 3a was effected most efficiently by the condensation of 5-fluorouracil with the quaternary ammonium salt of 3-bromophthalide in the presence of a base. The synthesis of (+)- and (-)-3a is also described.

• 社団法人日本薬学会の論文
• 1985-08-25

著者

• 永田 亘

  Shionogi Research Laboratory, Shionogi & Co., Ltd.

• 松井 武明

  Shionogi Research Laboratories, Shionogi & Co., Ltd.,

• 芳賀 展弘

  Shionogi Research Laboratories, Shionogi & Co., Ltd.,

• 鎌田 進

  Shionogi Research Laboratories, Shionogi & Co., Ltd.,

• 鎌田 進

  Shionogi Research Laboratories Shionogi & Co. Ltd.

• 永田 亘

  塩野義製薬株式会社研究所

• 永田 亘

  Shionogi Research Laboratories Shionogi & Co. Ltd.

• 芳賀 展弘

  Shionogi Research Laboratories Shionogi & Co. Ltd.

• 松井 武明

  Shionogi Research Laboratories Shionogi & Co. Ltd.

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