4-(4-oxo-2,3-dihydro-1H-carbazol-9-yl)-3-(trifluoromethyl)benzonitrile | 1163304-55-9

• 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: 4-(4-oxo-2,3-dihydro-1H-carbazol-9-yl)-3-(trifluoromethyl)benzonitrile
• CAS: 1163304-55-9
• 化学式: C₂₀H₁₃F₃N₂O
• 分子量: 354.331
• InChiKey: OWGOZATYICYHHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-oxo-2,3-dihydro-1H-carbazol-9-yl)-3-(trifluoromethyl)benzonitrile 在 水 、 双氧水 、 potassium hydroxide 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 生成 4-(4-Oxo-1,2,3,4-tetrahydro-carbazol-9-yl)-3-trifluoromethyl-benzamide
  参考文献：
  名称：

  Novel carbazole and acyl-indole antimitotics

  摘要：

  In the course of our Heat Shock 90 program, certain carbazole compounds were identified which had an off-target antiproliferative activity. To understand the off-target activity, we studied one analog with strong activity. We discovered that it had an effect on tubulin polymerization kinetics and was competitive with colchicine. Additional analogs were made, and a number of potent compounds were identified. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.010
• 作为产物：
  描述：

  四氢咔唑酮 、 4-氟-3-三氟甲基苯腈 在 sodium hydride 作用下， 反应 0.08h， 生成 4-(4-oxo-2,3-dihydro-1H-carbazol-9-yl)-3-(trifluoromethyl)benzonitrile
  参考文献：
  名称：

  Novel carbazole and acyl-indole antimitotics

  摘要：

  In the course of our Heat Shock 90 program, certain carbazole compounds were identified which had an off-target antiproliferative activity. To understand the off-target activity, we studied one analog with strong activity. We discovered that it had an effect on tubulin polymerization kinetics and was competitive with colchicine. Additional analogs were made, and a number of potent compounds were identified. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.010