[3-(Hydroxymethyl)-1-benzofuran-5-yl] acetate | 1150103-28-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: [3-(Hydroxymethyl)-1-benzofuran-5-yl] acetate
• 英文别名: [3-(hydroxymethyl)-1-benzofuran-5-yl] acetate
• CAS: 1150103-28-8
• 化学式: C₁₁H₁₀O₄
• 分子量: 206.198
• InChiKey: DOHIMMCRKIPKLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [3-(Hydroxymethyl)-1-benzofuran-5-yl] acetate 在 pyridinium chlorochromate 作用下， 以78%的产率得到(3-Formyl-1-benzofuran-5-yl) acetate
  参考文献：
  名称：

  Synthesis, discovery and preliminary SAR study of benzofuran derivatives as angiogenesis inhibitors

  摘要：

  A series of benzofuran derivatives were synthesized and evaluated against HUVEC proliferation. Among these compounds, compound 32 exhibited good inhibitory activity and remarkable selectivity to HUVEC. Our current data suggested that array order of methyl, acrylate and carboxylate groups in benzofuran scaffold is the basic requirement for inhibitory activity against HUVEC proliferation. These results demonstrated that benzofuran scaffold represents a promising structural core to discover a new class of active and selective angiogenesis inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.082
• 作为产物：
  描述：

  [3-(Bromomethyl)-1-benzofuran-5-yl] acetate 在 potassium iodide 、 碳酸氢钠 作用下， 以 丙酮 、 水 为溶剂， 以40%的产率得到[3-(Hydroxymethyl)-1-benzofuran-5-yl] acetate
  参考文献：
  名称：

  Synthesis, discovery and preliminary SAR study of benzofuran derivatives as angiogenesis inhibitors

  摘要：

  A series of benzofuran derivatives were synthesized and evaluated against HUVEC proliferation. Among these compounds, compound 32 exhibited good inhibitory activity and remarkable selectivity to HUVEC. Our current data suggested that array order of methyl, acrylate and carboxylate groups in benzofuran scaffold is the basic requirement for inhibitory activity against HUVEC proliferation. These results demonstrated that benzofuran scaffold represents a promising structural core to discover a new class of active and selective angiogenesis inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.082

文献信息

• Synthesis, discovery and preliminary SAR study of benzofuran derivatives as angiogenesis inhibitors
  作者：Yuan Chen、Shaopeng Chen、Xin Lu、Hao Cheng、Yingyong Ou、Huimin Cheng、Guo-Chun Zhou

  DOI：10.1016/j.bmcl.2009.02.082

  日期：2009.4

  A series of benzofuran derivatives were synthesized and evaluated against HUVEC proliferation. Among these compounds, compound 32 exhibited good inhibitory activity and remarkable selectivity to HUVEC. Our current data suggested that array order of methyl, acrylate and carboxylate groups in benzofuran scaffold is the basic requirement for inhibitory activity against HUVEC proliferation. These results demonstrated that benzofuran scaffold represents a promising structural core to discover a new class of active and selective angiogenesis inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.