2-(3-[3-fluoro-5-(4-methoxytetrahydro-4H-4-pyranyl)phenoxy]propyl)-8-methanesulfonyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole | 1236142-70-3

• 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: 2-(3-[3-fluoro-5-(4-methoxytetrahydro-4H-4-pyranyl)phenoxy]propyl)-8-methanesulfonyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
• CAS: 1236142-70-3
• 化学式: C₂₇H₃₃FN₂O₅S
• 分子量: 516.634
• InChiKey: JTAGDXZFMUQGGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  80.86
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(3-[3-fluoro-5-(4-methoxytetrahydro-4H-4-pyranyl)phenoxy]propyl)-8-methanesulfonyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 、 苯甲酰氯 在 4-二甲氨基吡啶 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 5-benzoyl-2-(3-[3-fluoro-5-(4-methoxytetrahydro-4H-4-pyranyl)phenoxy]propyl)-8-methanesulfonyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
  参考文献：
  名称：

  Synthesis and biological activity of N-aroyl-tetrahydro-γ-carbolines

  摘要：

  Research on dual inhibitors of both 5-LOX and COXs gained interest due to the overexpressions of these enzymes during the malignant state of the evolution of prostate cancer. In order to take part in this research, new N-aroyl-tetrahydro-gamma-carbolines issued from the modi. cation of Indomethacin have been synthesised. As for the NSAIDs, the compounds have been tested for their activity against COX1, COX2 plus against 5-LOX and against the proliferation of malignant prostate cancer. Interesting cytotoxic activities and selectivities of some tetrahydro-gamma-carboline derivatives have been obtained. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.034
• 作为产物：
  描述：

  8-methylsulfonyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 、 4-[3-(3-chloropropyloxy)-5-fluorophenyl]-4-methoxytetrahydro-4H-pyran 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以9%的产率得到2-(3-[3-fluoro-5-(4-methoxytetrahydro-4H-4-pyranyl)phenoxy]propyl)-8-methanesulfonyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
  参考文献：
  名称：

  Synthesis and biological activity of N-aroyl-tetrahydro-γ-carbolines

  摘要：

  Research on dual inhibitors of both 5-LOX and COXs gained interest due to the overexpressions of these enzymes during the malignant state of the evolution of prostate cancer. In order to take part in this research, new N-aroyl-tetrahydro-gamma-carbolines issued from the modi. cation of Indomethacin have been synthesised. As for the NSAIDs, the compounds have been tested for their activity against COX1, COX2 plus against 5-LOX and against the proliferation of malignant prostate cancer. Interesting cytotoxic activities and selectivities of some tetrahydro-gamma-carboline derivatives have been obtained. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.034