Studies on Antidiabetic Agents. IV. Synthesis and Activity of the Metabolites of 5-[4-(1-Methylcyclohexylmethoxy) benzyl]-2,4-thiazolidinedione (Ciglitazone)

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概要

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• Compounds 2-9 possessing a hydroxy or an oxo moiety on the cyclohexane ring of 5-[4-(1-methylcyclohexylmethoxy) benzyl]-2,4-thiazolidinedione (1,ciglitazone) were synthesized to clarify the structure of the metabolites of 1 and for studies of their pharmacological properties. Of the metabolites identified, 5-[4-(t-3-hydroxy-1-methyl-r-1-cyclohexylmethoxy) benzyl]-2,4-thiazolidinedione (7) exhibited extremely potent antidiabetic activity compared to 1. Stereoselective syntheses of 3- or 4-hydroxy-1-methylcyclohexanecarboxylic acids required for the preparation of 3'- or 4'-hydroxylated compounds (6,7 or 3,4,respectively) are described.

• 公益社団法人日本薬学会の論文
• 1984-06-25

著者

• 川松 豊

  Central Research Division, Takeda Chemical Industries, Ltd.,

• 目黒 寛司

  浜理薬品工業株式会社

• 左右田 隆

  武田薬品工業株式会社医薬研究本部

• 川松 豊

  干寿製薬株式会社経営戦略室

• 目黒 寛司

  Central Research Division, Takeda Chemical Industries, Ltd.,

• 左右田 隆

  Central Research Division, Takeda Chemical Industries, Ltd.

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