New 5-HT_3 (Serotonin-3) Receptor Antagonists. V. Synthesis and Structure-Activity Relationships of Pyrrolo[2,1-c][1,4]benzoxazine-6-carboxamides
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概要
- 論文の詳細を見る
This paper describes the discovery of structurally novel heterocyclic carboxamides which are highly potent 5-HT_3 (serotonin-3) receptor antagonists. Pyrrolo[2,1-c][1,4]benzoxazine-6-carboxamides (12 and 20) were found to possess potent 5-HT_3 receptor antagonist activity on the von Bezold-Jarisch reflex in anesthetized rats. Structure-activity studies showed that compounds with small and lipophilic substituents such as chloro and methyl at the 8-position of the aromatic ring portion retained high potency, whereas those with bulky substituents showed essentially no activity. A dimethyl group at the 4-position slightly decreased the potency. 1-Azabicyclo[2.2.2]octan-3-amine as the amine part afforded the most potent activity. From this series, 20a was found to be the most potent 5-HT_3 receptor antagonist, being 40-fold more potent than ondansetron (1).
- 社団法人日本薬学会の論文
- 1995-08-15
著者
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伊藤 清隆
New Drug Research Laboratories Fujisawa Pharmaceutical Co. Ltd.
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高杉 寿
New Drug Research Laboratories Fujisawa Pharmaceutical Co., Ltd.,
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西野 重孝
New Drug Research Laboratories
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高杉 寿
New Drug Research Laboratories Fujisawa Pharmaceutical Co. Ltd.
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加藤 眞行
New Drug Research Laboratories Fujisawa Pharmaceutical Co. Ltd.
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加藤 昌子
Div. Of Chemistry Fac. And Graduate School Of Sci. Hokkaido Univ.
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山国 尚志
New Drug Research Laboratories, Fujisawa Pharmaceutical Co., Ltd.,
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Takasugi H
New Drug Research Laboratories Fujisawa Pharmaceutical Co. Ltd
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Takasugi H
New Drug Research Laboratories Fujisawa Pharmaceutical Co. Ltd.
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西野 重孝
New Drug Research Laboratories Fujisawa Pharmaceutical Co. Ltd.
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Nishino S
Fujisawa Pharmaceutical Co. Ltd. Osaka Jpn
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山国 尚志
New Drug Research Laboratories Fujisawa Pharmaceutical Co. Ltd.
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Kato M
Department Of Pharmacotherapeutics Showa Pharmaceutical University
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Kako M
Suzuka Univ. Medical Sci. And Technol. Mie Jpn
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