ethyl 3-(2-chloroethyl)-4-chloro-8-methoxyquinoline-2-carboxylate | 140633-25-6

• 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: ethyl 3-(2-chloroethyl)-4-chloro-8-methoxyquinoline-2-carboxylate
• 英文别名: ethyl 4-chloro-3-(2-chloroethyl)-8-methoxyquinoline-2-carboxylate
• CAS: 140633-25-6
• 化学式: C₁₅H₁₅Cl₂NO₃
• 分子量: 328.195
• InChiKey: FVKUGQGTQJLTNQ-UHFFFAOYSA-N

物化性质

• 沸点：
  473.9±45.0 °C(Predicted)
• 密度：
  1.305±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  48.42
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-甲基苯胺 盐酸盐 、 ethyl 3-(2-chloroethyl)-4-chloro-8-methoxyquinoline-2-carboxylate 以 various solvent(s) 为溶剂， 反应 120.0h， 以7%的产率得到1,N-bis(2-methylphenyl)-6-methoxy-2,3-dihydropyrrolo<3,2-c>quinoline-4-carboxamide
  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：

  ethyl N-(2-methoxyphenyl)-2-(2-oxotetrahydro-3-furanylidene)glycinate 在 三氯氧磷 作用下， 反应 0.5h， 以18%的产率得到ethyl 3-(2-chloroethyl)-4-chloro-8-methoxyquinoline-2-carboxylate
  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