1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid tert-butyl ester | 1393734-52-5

• 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: 1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid tert-butyl ester
• CAS: 1393734-52-5
• 化学式: C₂₇H₃₅NO₄
• 分子量: 437.579
• InChiKey: PKNMOZNMLIMEDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  57.53
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  5-甲氧基-2-甲基-3-吲哚乙酸 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 15.0h， 生成 1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid tert-butyl ester
  参考文献：
  名称：

  ortho-Carbaborane derivatives of indomethacin as cyclooxygenase (COX)-2 selective inhibitors

  摘要：

  A series of novel indomethacin analogues with carbaboranes as three-dimensional substitutes for the chlorophenyl ring have been prepared. Their cyclooxygenase (COX) inhibition and enzyme selectivity has been tested and compared to the corresponding adamantyl analogues. Surprisingly, only the ortho-carbaborane derivatives were active compounds. Preliminary biological studies gave an interesting insight into the validity of employing carbaboranes as pharmacophores. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.063