Structure-Activity Relationship Study of TXA_2 Receptor Antagonists. 4-[2-(4-Substituted Phenylsulfonylamino)ethylthio]phenoxyacetic Acids and Related Compounds
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概要
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We have recently reported that 4-[2-(4-substituted phenylsulfonylamino)ethylthio]phenoxyacetic acids and related compounds showed potent thromboxane A_2 (TXA_2) receptor antagonist activity. To understand how substituents affect the biological activity, the quantitative structure-activity relationship (QSAR) was analyzed by using the Hansch-Fujita method for 36 compounds, including newly synthesized compounds. The positive coefficient for π_R and F_R in the results of the QSAR study suggested that a hydrophobic and σ electron-withdrawing substituent R at the para-position of the phenylsulfonyl moiety is required to improve the activity. Further, a substituent R which is long and moderately wide, was suggested to be preferable for the activity. The positive coefficients for π_<X, Y, W-COOH> and ΣQ_<(1)-(6)> may indicate that the introduction of a hydrophobic and electron-withdrawing group on the benzene ring of the phenoxy acetic acid moiety enhances the activity. The length of the W-COOH moiety may also be important. On the other hand, the effect of the presence of methylene (n=1) was not clear.
- 社団法人日本薬学会の論文
- 1995-07-15
著者
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佐藤 正和
成均館大学校
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佐藤 正和
大正製薬
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川島 豊
Research Center, Taisho Pharmaceutical Co., Ltd.
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佐藤 正和
Research Center, Taisho Pharmaceutical Co., Ltd.
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岩田 宙造
Faculty of Pharmaceutical Sciences, Osaka University
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山本 智子
Research Center, Taisho Pharmaceutical Co., Ltd.,
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島崎 由起
Research Center, Taisho Pharmaceutical Co., Ltd.,
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千葉 義行
Central Research Laboratory, Nihon Suisan Kaisha, Ltd.,
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佐竹 幹雄
Central Research Laboratory, Nihon Suisan Kaisha, Ltd.,
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畑山 勝男
Research Center, Taisho Pharmaceutical Co., Ltd.,
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川島 豊
Research Center Taisho Pharmaceutical Co. Ltd.
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川島 豊
大正製薬・総合研
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畑山 勝男
Research Center Taisho Pharmaceutical Co. Ltd.
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山本 智子
Research Center Taisho Pharmaceutical Co. Ltd.
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岩田 宙造
Faculty Of Pharmaceutical Sciences Osaka University
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佐竹 幹雄
日本水産
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佐藤 正和
Research Center Taisho Pharmaceutical Co. Ltd.
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千葉 義行
Central Research Laboratory Nihon Suisan Kaisha Ltd.
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Hatayama K
Research Center Taisho Pharmaceutical Co. Ltd.
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島崎 由起
Research Center Taisho Pharmaceutical Co. Ltd.
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