3-azido-8-methyl-2-oxo-2H-chromen-7-yl acetate | 1238847-99-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-azido-8-methyl-2-oxo-2H-chromen-7-yl acetate
• CAS: 1238847-99-8
• 化学式: C₁₂H₉N₃O₄
• 分子量: 259.221
• InChiKey: IDRSDKDDRFOZHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  105.27
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-((trimethylsilyl)ethynyl)-1H-indole 、 3-azido-8-methyl-2-oxo-2H-chromen-7-yl acetate 在 四丁基氟化铵 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 [3-[4-(1H-indol-3-yl)triazol-1-yl]-8-methyl-2-oxochromen-7-yl] acetate
  参考文献：
  名称：

  Click chemistry to probe Hsp90: Synthesis and evaluation of a series of triazole-containing novobiocin analogues

  摘要：

  A series of triazole-containing novobiocin analogues has been designed, synthesized and their inhibitory activity determined. These compounds contain a triazole ring in lieu of the amide moiety present in the natural product. The anti-proliferative effects of these compounds were evaluated against two breast cancer cell lines ( SKBr-3 and MCF-7), and manifested activities similar to their amide-containing counterparts. In addition, Hsp90-dependent client protein degradation was observed via Western blot analyses, supporting a common mode of Hsp90 inhibition for both structural classes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.140
• 作为产物：
  描述：

  3-azido-7-hydroxy-8-methyl-2H-chromen-2-one 、 乙酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到3-azido-8-methyl-2-oxo-2H-chromen-7-yl acetate
  参考文献：
  名称：

  Click chemistry to probe Hsp90: Synthesis and evaluation of a series of triazole-containing novobiocin analogues

  摘要：

  A series of triazole-containing novobiocin analogues has been designed, synthesized and their inhibitory activity determined. These compounds contain a triazole ring in lieu of the amide moiety present in the natural product. The anti-proliferative effects of these compounds were evaluated against two breast cancer cell lines ( SKBr-3 and MCF-7), and manifested activities similar to their amide-containing counterparts. In addition, Hsp90-dependent client protein degradation was observed via Western blot analyses, supporting a common mode of Hsp90 inhibition for both structural classes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.140