Development of Potent Serotonin-3 (5-HT_3) Receptor Antagonists. I. Structure-Activity Relationships of 2-Alkoxy-4-amino-5-chlorobenzamide Derivatives

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概要

• 論文の詳細を見る

• A new series of 2-alkoxy-4-amino-5-chlorobenzamide derivatives bearing five- to seven-membered heteroalicyclic rings in the amine moiety was synthesized and evaluated for serotonin-3 (5-HT_3) receptor antagonistic activity by assaying the ability to antagonize the von Bezold-Jarisch reflex in rats. The five- to seven-membered heteroalicycles comprise pyrrolidine, morpholine, 1,4-thiazine, piperidine, piperazine, 1,4-oxazepine, 1,4-thiazepine, azepine, and 1,4-diazepine rings. Among them, some benzamide derivatives having a 1,4-diazepine ring showed a potent 5-HT_3 receptor antagonistic activity. In particular, 4-amino-5-chloro-N-(1,4-dimethylhexahydro-1H-1,4-diazepin-6-yl)-2-ethoxybenzamide (96) and the 1-benzyl-4-methylhexahydro-1H-1,4-diazepine analogue 103 showed potent 5-HT_3 receptor antagonistic activity without 5-HT_4 receptor binding affinity.

• 社団法人日本薬学会の論文
• 1995-08-15

著者

• 原田 博史

  Dainippon Pharmaceutical Co. Ltd.

• 原田 博史

  Exploratory Research Laboratories, Dainippon Pharmaceutical Co., Ltd.,

• 森江 俊哉

  Exploratory Research Laboratories, Dainippon Pharmaceutical Co., Ltd.,

• 広川 美視

  Exploratory Research Laboratories, Dainippon Pharmaceutical Co., Ltd.,

• 吉田 直之

  Exploratory Research Laboratories, Dainippon Pharmaceutical Co., Ltd.,

• 賀登 志朗

  Exploratory Research Laboratories, Dainippon Pharmaceutical Co., Ltd.,

• 森江 俊哉

  大日本製薬株式会社創薬研究所

• 吉田 直之

  大日本製薬(株)薬理研究所

• Kato Satoru

  Kanazawa Univ. Kanazawa Jpn

• 賀登 志朗

  大日本製薬株式会社創薬研究所

• Yoshida Naoko

  Institute For Medical And Dental Engineering Tokyo Medical And Dental University

• Kato S

  Discovery Research Laboratories I Dainippon Pharmaceutical Co. Ltd.

• Kato S

  Chemistry Research Laboratories Dainippon Pharmaceutical Co. Ltd.

• 吉田 直之

  大日本製薬株式会社創薬研究所第一薬理研究部

• Yoshida Naotoshi

  Medicinal Plant Garden Faculty Of Pharmaceutical Sciences Hokkaido University

• 吉田 直之

  大日本製薬株式会社創薬研究所

• 広川 美視

  Dainippon Pharmaceutical Co. Ltd.

• Harada H

  Institute For Drug Discovery Research Yamanouchi Pharmaceutical Co. Ltd.

• Hirokawa Y

  Medicinal Chemistry Group Chemistry Research Laboratories Dainippon Pharmaceutical Co. Ltd.

• Kato Satoru

  Department Of Molecular Neurobiology Graduate School Of Medicine University Of Kanazawa

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