1-(2-methylphenyl)-4-chloro-6-methoxy-2,3-dihydropyrrolo<3,2-c>quinoline | 140633-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(2-methylphenyl)-4-chloro-6-methoxy-2,3-dihydropyrrolo<3,2-c>quinoline
• 英文别名: 4-chloro-6-methoxy-1-(2-methylphenyl)-2,3-dihydropyrrolo[3,2-c]quinoline
• CAS: 140633-35-8
• 化学式: C₁₉H₁₇ClN₂O
• 分子量: 324.81
• InChiKey: UKIWHPMOVYBZDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  25.36
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-methylphenyl)-4-chloro-6-methoxy-2,3-dihydropyrrolo<3,2-c>quinoline 、 甲胺 以 乙醇 为溶剂， 反应 16.0h， 以48%的产率得到1-(2-methylphenyl)-4-(methylamino)-6-methoxy-2,3-dihydropyrrolo<3,2-c>quinoline
  参考文献：
  名称：

  Reversible inhibitors of the gastric (H+/K+)-ATPase. 2. 1-Arylpyrrolo[3,2-c]quinolines: effect of the 4-substituent

  摘要：

  Further work on compounds 1 has identified the 4-position as a site where substantial modifications are tolerated, leading to analogues which are more potent and less toxic than those described previously. The best compound in the series is 13a (SK&F 96356), which is a potent inhibitor of gastric acid secretion in both the pentagastrin-stimulated rat and the histamine-stimulated dog. This compound shows reversible, K+-competitive binding to the enzyme. Because of its fluorescent properties, it is also proving useful in vitro as a probe of the structure and function of the (H+/K+)-ATPase.

  DOI：

  10.1021/jm00088a021
• 作为产物：
  描述：

  2-(2-ethoxyethyl)-N,N'-bis(2-methylphenyl)malonodiamide 在 三氯氧磷 作用下， 以 二苯醚 为溶剂， 反应 13.0h， 生成 1-(2-methylphenyl)-4-chloro-6-methoxy-2,3-dihydropyrrolo<3,2-c>quinoline
  参考文献：
  名称：

  Reversible inhibitors of the gastric (H+/K+)-ATPase. 2. 1-Arylpyrrolo[3,2-c]quinolines: effect of the 4-substituent

  摘要：

  Further work on compounds 1 has identified the 4-position as a site where substantial modifications are tolerated, leading to analogues which are more potent and less toxic than those described previously. The best compound in the series is 13a (SK&F 96356), which is a potent inhibitor of gastric acid secretion in both the pentagastrin-stimulated rat and the histamine-stimulated dog. This compound shows reversible, K+-competitive binding to the enzyme. Because of its fluorescent properties, it is also proving useful in vitro as a probe of the structure and function of the (H+/K+)-ATPase.

  DOI：

  10.1021/jm00088a021