2-(4'-bromo-2'-chloroanilino)quinoline | 1356928-12-5

• 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: 2-(4'-bromo-2'-chloroanilino)quinoline
• 英文别名: N-(4-bromo-2-chloro-phenyl)quinolin-2-amine；N-(4-bromo-2-chlorophenyl)quinolin-2-amine
• CAS: 1356928-12-5
• 化学式: C₁₅H₁₀BrClN₂
• 分子量: 333.615
• InChiKey: TYXMXGVFJXFKAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氯喹啉 、 4-溴-2-氯苯胺 以 乙醇 为溶剂， 以40%的产率得到2-(4'-bromo-2'-chloroanilino)quinoline
  参考文献：
  名称：

  Synthesis and anti-HCV activity evaluation of anilinoquinoline derivatives

  摘要：

  Hepatitis C virus (HCV) infection is a main cause of chronic liver disease, leading to liver cirrhosis and hepatocellular carcinoma (HCC). The objective of our research was to develop effective agents against viral replication. Here, we have synthesized a series of anilinoquinoline derivatives. Based on a cell-based HCV replicon system, we observed that 2-(3'-nitroanilino)quinoline (18) exhibited anti-HCV activity with a 50% effective concentration (EC50) value of 7 mu M and a selective index (SI) value of 10. In addition, compound 18 possessed the inhibitory effect on HCV NS3/4A protease activity. Therefore, we concluded that the compound 18 possessed a potent activity against HCV replication and could provide as a new lead compound as anti-HCV inhibitor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.121

文献信息

• Synthesis and anti-HCV activity evaluation of anilinoquinoline derivatives
  作者：Huang-Kai Peng、Chun-Kuang Lin、Shiang-Yu Yang、Chin-Kai Tseng、Cherng-Chyi Tzeng、Jin-Ching Lee、Shyh-Chyun Yang

  DOI：10.1016/j.bmcl.2011.11.121

  日期：2012.1

  Hepatitis C virus (HCV) infection is a main cause of chronic liver disease, leading to liver cirrhosis and hepatocellular carcinoma (HCC). The objective of our research was to develop effective agents against viral replication. Here, we have synthesized a series of anilinoquinoline derivatives. Based on a cell-based HCV replicon system, we observed that 2-(3'-nitroanilino)quinoline (18) exhibited anti-HCV activity with a 50% effective concentration (EC50) value of 7 mu M and a selective index (SI) value of 10. In addition, compound 18 possessed the inhibitory effect on HCV NS3/4A protease activity. Therefore, we concluded that the compound 18 possessed a potent activity against HCV replication and could provide as a new lead compound as anti-HCV inhibitor. (C) 2011 Elsevier Ltd. All rights reserved.