N-({1-[(4-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)ethanamine | 1381767-09-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N-({1-[(4-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)ethanamine
• 英文别名: N-[[1-(4-methylphenyl)sulfonyl-5-phenylpyrrol-3-yl]methyl]ethanamine
• CAS: 1381767-09-4
• 化学式: C₂₀H₂₂N₂O₂S
• 分子量: 354.473
• InChiKey: RVIRIGUKYXBDCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-苯基-1H-吡咯-3-羧酸乙酯 在 四丙基高钌酸铵 、 sodium hydride 、 二异丁基氢化铝 、 sodium cyanoborohydride 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 、 mineral oil 为溶剂， 反应 5.0h， 生成 N-({1-[(4-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)ethanamine
  参考文献：
  名称：

  Discovery, synthesis, and biological evaluation of novel pyrrole derivatives as highly selective potassium-competitive acid blockers

  摘要：

  To discover a gastric antisecretory agent more potent than existing proton pump inhibitors, novel pyrrole derivatives were synthesized, and their H+, K+-ATPase inhibitory activities and inhibitory action on histamine-stimulated gastric acid secretion in rats were evaluated. Among the compounds synthesized, compound 17a exhibited selective and potent H+, K+-ATPase inhibitory activity through reversible and K+-competitive ionic binding; furthermore, compound 17c exhibited potent inhibitory action on histamine-stimulated gastric acid secretion in rats and Heidenhain pouch dogs. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.04.014

文献信息

• Discovery, synthesis, and biological evaluation of novel pyrrole derivatives as highly selective potassium-competitive acid blockers
  作者：Haruyuki Nishida、Atsushi Hasuoka、Yasuyoshi Arikawa、Osamu Kurasawa、Keizo Hirase、Nobuhiro Inatomi、Yasunobu Hori、Fumihiko Sato、Naoki Tarui、Akio Imanishi、Mitsuyo Kondo、Terufumi Takagi、Masahiro Kajino

  DOI：10.1016/j.bmc.2012.04.014

  日期：2012.6

  To discover a gastric antisecretory agent more potent than existing proton pump inhibitors, novel pyrrole derivatives were synthesized, and their H+, K+-ATPase inhibitory activities and inhibitory action on histamine-stimulated gastric acid secretion in rats were evaluated. Among the compounds synthesized, compound 17a exhibited selective and potent H+, K+-ATPase inhibitory activity through reversible and K+-competitive ionic binding; furthermore, compound 17c exhibited potent inhibitory action on histamine-stimulated gastric acid secretion in rats and Heidenhain pouch dogs. (C) 2012 Elsevier Ltd. All rights reserved.