2-(o-methoxyphenyl)indene

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2-(o-methoxyphenyl)indene
• 英文别名: 2-(2-methoxyphenyl)-1H-indene
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: APOFCYAJMPJCJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲氧基苯乙烯 在 lithium aluminium tetrahydride 、 niobium pentachloride 、 sodium acetate 、 palladium diacetate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-(o-methoxyphenyl)indene
  参考文献：
  名称：

  Low-valent Niobium-mediated Synthesis of Indenes: Intramolecular Coupling Reaction of CF₃Group with Alkene C–H Bond

  摘要：

  CF3取代的o-烯烃-α,α,α-三氟甲苯在NbCl5/LiAlH4体系下与烯烃C–H键发生了分子内偶联反应。获得了产率良好的取代茚类化合物。

  DOI：

  10.1246/cl.2007.24

文献信息

• ‘Bridged’ stilbene derivatives as selective cyclooxygenase-1 inhibitors
  作者：Norbert Handler、Gerda Brunhofer、Christian Studenik、Klaus Leisser、Walter Jaeger、Stephanie Parth、Thomas Erker

  DOI：10.1016/j.bmc.2007.06.030

  日期：2007.9

  Resveratrol ((E)-3,4',5-ti-ihydroxy-stilbene), a phytoalexin found in various plants, shows non-selective cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) inhibition. In order to find more selective COX inhibitors a series of bridged stilbene derivatives was synthesized and evaluated for their ability to inhibit both COX- 1 and COX-2 in vitro. The compounds showed a high rate of COX-1 inhibition with the most potent compounds exhibiting submicromolar IC50 values and high selectivity indices. A prediction model for COX-inhibiting activity was also developed using the classical LIE approach resulting in consistent docking data for our molecule sample. Phenyl substituted 1,2-dihydronaphthalene derivatives and 1H-indene derivatives therefore represent a novel class of highly selective COX-1 inhibitors and land promising candidates for in vivo studies. (c) 2007 Elsevier Ltd. All rights reserved.
• Low-valent Niobium-mediated Synthesis of Indenes: Intramolecular Coupling Reaction of CF₃Group with Alkene C–H Bond
  作者：Kohei Fuchibe、Ken Mitomi、Takahiko Akiyama

  DOI：10.1246/cl.2007.24

  日期：2007.1

  CF3 group of o-alkenyl-α,α,α-trifluorotoluenes underwent intramolecular coupling reaction with the alkene C–H bond under NbCl5/LiAlH4 system. Substituted indenes were obtained in good yields.

  CF3取代的o-烯烃-α,α,α-三氟甲苯在NbCl5/LiAlH4体系下与烯烃C–H键发生了分子内偶联反应。获得了产率良好的取代茚类化合物。