3,3'-isoxazole-3,5-diylbis(5-chloro-1-methyl-1H-indole) | 1237096-81-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,3'-isoxazole-3,5-diylbis(5-chloro-1-methyl-1H-indole)
• 英文别名: 3,5-Bis(5-chloro-1-methylindol-3-yl)-1,2-oxazole
• CAS: 1237096-81-9
• 化学式: C₂₁H₁₅Cl₂N₃O
• 分子量: 396.276
• InChiKey: DHTOGWVPBNKPJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-bis(5-chloro-1-methyl-1H-indole-3-yl)propane-1,3-dione 在 盐酸羟胺 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以40%的产率得到3,3'-isoxazole-3,5-diylbis(5-chloro-1-methyl-1H-indole)
  参考文献：
  名称：

  Synthesis and antitumor activity of 2,5-bis(3′-indolyl)-furans and 3,5-bis(3′-indolyl)-isoxazoles, nortopsentin analogues

  摘要：

  A series of novel 2,5-bis(3'-indolyl)furans and 3,5-bis(3'-indolyl) isoxazoles were synthesized as antitumor agents. The antiproliferative activity was evaluated in vitro toward diverse human tumor cell lines. Initially 5 isoxazoles and 3 furan derivatives were tested against a panel of 10 human tumor cell lines and the most active derivatives 3c and 4a were selected to be evaluated in an extended panel of 29 cell lines. By exhibiting mean IC(50) values of 17.4 mu g/mL (3a) and 20.5 mu g/mL (4c), in particular 4c showed a high level of tumor selectivity toward the 29 cell lines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.061

文献信息

• Synthesis and antitumor activity of 2,5-bis(3′-indolyl)-furans and 3,5-bis(3′-indolyl)-isoxazoles, nortopsentin analogues
  作者：Patrizia Diana、Anna Carbone、Paola Barraja、Gerhard Kelter、Heinz-Herbert Fiebig、Girolamo Cirrincione

  DOI：10.1016/j.bmc.2010.04.061

  日期：2010.6.15

  A series of novel 2,5-bis(3'-indolyl)furans and 3,5-bis(3'-indolyl) isoxazoles were synthesized as antitumor agents. The antiproliferative activity was evaluated in vitro toward diverse human tumor cell lines. Initially 5 isoxazoles and 3 furan derivatives were tested against a panel of 10 human tumor cell lines and the most active derivatives 3c and 4a were selected to be evaluated in an extended panel of 29 cell lines. By exhibiting mean IC(50) values of 17.4 mu g/mL (3a) and 20.5 mu g/mL (4c), in particular 4c showed a high level of tumor selectivity toward the 29 cell lines. (C) 2010 Elsevier Ltd. All rights reserved.