4-trifluoromethyl-2-[3'-(N-toluenesulfonyl-6'-methoxyindolyl)]pyridine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-trifluoromethyl-2-[3'-(N-toluenesulfonyl-6'-methoxyindolyl)]pyridine
• 英文别名: 6-Methoxy-1-(4-methylphenyl)sulfonyl-3-[4-(trifluoromethyl)pyridin-2-yl]indole；6-methoxy-1-(4-methylphenyl)sulfonyl-3-[4-(trifluoromethyl)pyridin-2-yl]indole
• 化学式: C₂₂H₁₇F₃N₂O₃S
• 分子量: 446.45
• InChiKey: TYCYMIOQTGGBKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-(trifluoromethyl)pyridine N-oxide 在 四(三苯基膦)钯 、 氯化亚砜 、 sodium carbonate 作用下， 以 甲醇 、 苯 为溶剂， 反应 3.0h， 生成 4-trifluoromethyl-2-[3'-(N-toluenesulfonyl-6'-methoxyindolyl)]pyridine
  参考文献：
  名称：

  Synthesis and antitumor evaluation of novel monoindolyl-4-trifluoromethylpyridines and bisindolyl-4-trifluoromethylpyridines

  摘要：

  A series of novel monoindolyl-4-trifluoromethylpyridines and bisindolyl-4-trifluoromethylpyridines was designed and synthesized as potential antitumor agents. They were evaluated for preliminary cytotoxic activity against P388 and A-549 cells with IC50 values. 4-Trifluoromethyl-2,6-bis[3'-(N-tosyl-6'-methoxyl-indolyl)] pyridine was identified as the most potent in this series. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00704-6

文献信息

• Synthesis of Novel Analogues of Marine Indole Alkaloids: Mono(indolyl)-4-trifluoromethylpyridines and Bis(indolyl)-4-trifluoromethylpyridines as Potential Anticancer Agents
  作者：Wen-Nan Xiong、Cai-Guang Yang、Biao Jiang

  DOI：10.1016/s0968-0896(01)00070-0

  日期：2001.7

  Mono(indolyl)-4-trifluoromethylpyridines and bis(indolyl)-4-trifluoromethylpyridines were synthesized using Suzuki cross-coupling reaction between 2-chloro-4-trifluoromethylpyridine 9, 2,6-dichloro-4-trifluoromethylpyridine 6 or 2,6-dichloro-3-cyano-4-trifluoromethylpyridine 23 and N-tosyl-3-indolylboronic acid 10. They were evaluated for cytotoxic activity against P388 and A-549 cells with IC50 values. 4-Trifluoromethyl-2,6-bis[3'-(N-tosyl-6'-methoxylindolyl)]pyridine 18 was identified as the most potent in this series. (C) 2001 Elsevier Science Ltd. All rights reserved.