4-methyl-5-(2-methyl-3-oxo-2,3-dihydro-benzofuran-2-yl)-penta-2,4-dienoic acid hydroxamide | 1374843-52-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-methyl-5-(2-methyl-3-oxo-2,3-dihydro-benzofuran-2-yl)-penta-2,4-dienoic acid hydroxamide
• 英文别名: N-hydroxy-4-methyl-5-(2-methyl-3-oxo-1-benzofuran-2-yl)penta-2,4-dienamide
• CAS: 1374843-52-3
• 化学式: C₁₅H₁₅NO₄
• 分子量: 273.288
• InChiKey: HHWCDKMMZDIYCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 Amberlyst resin H(+) 作用下， 以 甲醇 为溶剂， 以82 mg的产率得到4-methyl-5-(2-methyl-3-oxo-2,3-dihydro-benzofuran-2-yl)-penta-2,4-dienoic acid hydroxamide
  参考文献：
  名称：

  Synthesis and Modeling of New Benzofuranone Histone Deacetylase Inhibitors that Stimulate Tumor Suppressor Gene Expression

  摘要：

  New benzofuranones were synthesized and evaluated toward NCI-H661 non-small cell lung cancer cells. Benzamide derivatives possessed micromolar anti proliferative and histone deacetylase inhibitory activities and modulate histone H4 acetylation. Hydroxamic acids were found to be potent nanomolar anti proliferative agents and HDAC inhibitors. Computational analysis presented a rationale for the activities of the hydroxamate derivatives. Impact of the HDAC inhibition on the expression of E-cadherin and the SEMA3F tumor suppressor genes revealed new promising compounds for lung cancer treatments.

  DOI：

  10.1021/jm9002439