2-(1H-Indol-3-yl)-6-nitro-4-phenylquinoline | 1580004-04-1

• 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-(1H-Indol-3-yl)-6-nitro-4-phenylquinoline
• 英文别名: 2-(1H-indol-3-yl)-6-nitro-4-phenylquinoline
• CAS: 1580004-04-1
• 化学式: C₂₃H₁₅N₃O₂
• 分子量: 365.391
• InChiKey: LQGHUZLZFHCQPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-乙酰吲哚 、 2-氨基-5-硝基二苯甲酮 在 三氟乙酸 作用下， 以 neat (no solvent) 为溶剂， 反应 0.1h， 以60%的产率得到2-(1H-Indol-3-yl)-6-nitro-4-phenylquinoline
  参考文献：
  名称：

  Synthesis and evaluation of 2-(1H-indol-3-yl)-4-phenylquinolines as inhibitors of cholesterol esterase

  摘要：

  A series of 2-(substituted) phenyl and 2-indolyl quinoline derivatives (10a-l) was synthesized by an efficient microwave-assisted, trifluoroacetic acid-catalyzed, solvent-free method. Evaluation of the inhibitory activity led to the identification of two quinoline inhibitors of cholesterol esterase. 2-(1H-Indol- 3-yl)-6-nitro-4-phenylquinoline (10l; IC50 = 1.98 mu M) was characterized as a mixed-type inhibitor with a pronounced competitive binding mode. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.081

文献信息

• Synthesis and evaluation of 2-(1H-indol-3-yl)-4-phenylquinolines as inhibitors of cholesterol esterase
  作者：Gisela C. Muscia、Stephanie Hautmann、Graciela Y. Buldain、Silvia E. Asís、Michael Gütschow

  DOI：10.1016/j.bmcl.2014.01.081

  日期：2014.3

  A series of 2-(substituted) phenyl and 2-indolyl quinoline derivatives (10a-l) was synthesized by an efficient microwave-assisted, trifluoroacetic acid-catalyzed, solvent-free method. Evaluation of the inhibitory activity led to the identification of two quinoline inhibitors of cholesterol esterase. 2-(1H-Indol- 3-yl)-6-nitro-4-phenylquinoline (10l; IC50 = 1.98 mu M) was characterized as a mixed-type inhibitor with a pronounced competitive binding mode. (C) 2014 Elsevier Ltd. All rights reserved.