3,5-dimethoxy-7-(1-methyl-piperidin-4-yl)-benzofuran-3-one | 426842-08-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3,5-dimethoxy-7-(1-methyl-piperidin-4-yl)-benzofuran-3-one
• 英文别名: 4,6-Dimethoxy-7-(1-methylpiperidin-4-yl)-1-benzofuran-3-one
• CAS: 426842-08-2
• 化学式: C₁₆H₂₁NO₄
• 分子量: 291.347
• InChiKey: PCYPMQKFCZLGFY-UHFFFAOYSA-N

物化性质

• 熔点：
  203-209 °C
• 沸点：
  445.3±45.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,5-dimethoxy-7-(1-methyl-piperidin-4-yl)-benzofuran-3-one 在 氢氧化钾 、 吡啶盐酸盐 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 Benzofuranone deriv. 7
  参考文献：
  名称：

  Structure-Based Design and Synthesis of 2-Benzylidene-benzofuran-3-ones as Flavopiridol Mimics

  摘要：

  Novel 2-benzylidene-benzofuran-3-ones were designed and synthesized to mimic flavopiridol, a well-established inhibitor of cyclin-dependent kinases (CDKs) which is currently undergoing clinical evaluation. The underlying design concepts as well as the synthesis and structure-activity relationships (CDKs 1, 2, and 4 enzyme assays) of these mimics are described. Inhibitors of CDKs 1 and 2 that are more potent and selective than flavopiridol were obtained.

  DOI：

  10.1021/jm0108348
• 作为产物：
  描述：

  N-甲基-4-哌啶酮 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 48.5h， 生成 3,5-dimethoxy-7-(1-methyl-piperidin-4-yl)-benzofuran-3-one
  参考文献：
  名称：

  Structure-Based Design and Synthesis of 2-Benzylidene-benzofuran-3-ones as Flavopiridol Mimics

  摘要：

  Novel 2-benzylidene-benzofuran-3-ones were designed and synthesized to mimic flavopiridol, a well-established inhibitor of cyclin-dependent kinases (CDKs) which is currently undergoing clinical evaluation. The underlying design concepts as well as the synthesis and structure-activity relationships (CDKs 1, 2, and 4 enzyme assays) of these mimics are described. Inhibitors of CDKs 1 and 2 that are more potent and selective than flavopiridol were obtained.

  DOI：

  10.1021/jm0108348