6-methoxy-2-{[(2-trimethylsilyl)ethoxy]methyl}-2H-indazole | 1210745-31-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 6-methoxy-2-{[(2-trimethylsilyl)ethoxy]methyl}-2H-indazole
• CAS: 1210745-31-5
• 化学式: C₁₄H₂₂N₂O₂Si
• 分子量: 278.426
• InChiKey: ZRGFVTXALKDXFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-methoxy-2-{[(2-trimethylsilyl)ethoxy]methyl}-2H-indazole 、 氰基甲酸乙酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以72%的产率得到ethyl 6-methoxy-2-{[(2-trimethylsilyl)ethoxy]methyl}-2H-indazole-3-carboxylate
  参考文献：
  名称：

  Toward Biophysical Probes for the 5-HT₃ Receptor: Structure−Activity Relationship Study of Granisetron Derivatives

  摘要：

  This report describes the synthesis and biological characterization of novel granisetron derivatives that are antagonists of the human serotonin (5-HT(3)A) receptor. Some of these substituted granisetron derivatives showed low nanomolar binding affinity and allowed the identification of positions on the granisetron core that might be used as attachment points for biophysical tags. A BODIPY fluorophore was appended to one Such position and specifically bound to 5-HT(3)A receptors in mammalian cells.

  DOI：

  10.1021/jm901827x
• 作为产物：
  描述：

  6-甲氧基-1H-吲唑 、 2-(三甲基硅烷基)乙氧甲基氯 在 N-甲基二环己基胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以88%的产率得到6-methoxy-2-{[(2-trimethylsilyl)ethoxy]methyl}-2H-indazole
  参考文献：
  名称：

  Toward Biophysical Probes for the 5-HT₃ Receptor: Structure−Activity Relationship Study of Granisetron Derivatives

  摘要：

  This report describes the synthesis and biological characterization of novel granisetron derivatives that are antagonists of the human serotonin (5-HT(3)A) receptor. Some of these substituted granisetron derivatives showed low nanomolar binding affinity and allowed the identification of positions on the granisetron core that might be used as attachment points for biophysical tags. A BODIPY fluorophore was appended to one Such position and specifically bound to 5-HT(3)A receptors in mammalian cells.

  DOI：

  10.1021/jm901827x