Conformation Study of a Histamine H_2-Receptor Antagonist : Crystal Structures of 2-Acetoxy-N-[3-[m-(1-piperidinomethyl)-phenoxy]propyl]acetamide (Roxatidine Acetate) and Its Hydrochloride Salt

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概要

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• As a part of studies aimed at elucidating the stereostructure-inhibitory activity relationship of histamine H_2-receptor antagonists, the crystal structures of 2-acetoxy-N-[3-[m-(1-piperidinomethyl)phenoxy]propyl]acetamide (roxatidide acetate) and its hydrochloride salt have been analyzed by the X-ray diffraction method. The neutral and cationic molecules both have similar extended conformations, implying that the molecular conformation of roxatidine acetate is little affected by the hydrochloride salt formation. This is an important difference compared with other H_2-antagonists such as cimetidine and famotidine, where a drastic change has been observed between the neutral and cationic molecular conformations. Based on the present X-ray and related data, the possibility of multiple binding sites on the H_2-receptor is discussed.

• 社団法人日本薬学会の論文
• 1988-07-25

著者

• 土井 光暢

  大阪薬大

• 石田 寿昌

  大阪薬大

• 尹 康子

  大阪薬科大学

• 石田 寿昌

  Osaka University of Pharmaceutical Sciences

• 柴田 健雄

  Research Department Teikoku Hormone Mfg. Co. Ltd.

• 井上 正敏

  Osaka University of Pharmaceutical Sciences

• 井上 正敏

  大阪薬大

• 土井 光暢

  Osaka University of Pharmaceutical Sciences

• 尹 康子

  Osaka University of Pharmaceutical Sciences

• 柴田 健夫

  Chemical Reseach Department, Teikoku hormone Mfg. Co., Ltd.,

• 石田 寿晶

  大阪薬科大学

• Doi Mitsunobu

  Department Of Physical Chemistry Osaka University Of Pharmaceutical Sciences

• 井上 正敏

  Department Of Physical Chemistry Osaka University Of Pharmaceutical Sciences

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