{4-[(methylamino)methyl]-2-phenyl-1H-pyrrol-1-yl}-(phenyl)methanone fumarate | 1381767-21-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: {4-[(methylamino)methyl]-2-phenyl-1H-pyrrol-1-yl}-(phenyl)methanone fumarate
• CAS: 1381767-21-0
• 化学式: C₄H₄O₄*C₁₉H₁₈N₂O
• 分子量: 406.438
• InChiKey: SEKTUNNFBOCDBG-WLHGVMLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  108.63
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-[(methylamino)methyl]-2-phenyl-1H-pyrrol 在 盐酸 、 15-冠醚-5 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 、 乙腈 、 mineral oil 为溶剂， 反应 6.5h， 生成 {4-[(methylamino)methyl]-2-phenyl-1H-pyrrol-1-yl}-(phenyl)methanone fumarate
  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