3-[(E)-3-anilino-3-oxoprop-1-enyl]-N-hydroxybenzamide | 1440210-09-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-[(E)-3-anilino-3-oxoprop-1-enyl]-N-hydroxybenzamide
• CAS: 1440210-09-2
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: XEHCHKBXLKRMMJ-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 3-[(E)-3-anilino-3-oxoprop-1-enyl]benzoate 在 羟胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 3-[(E)-3-anilino-3-oxoprop-1-enyl]-N-hydroxybenzamide
  参考文献：
  名称：

  Discovery of the First Histone Deacetylase 6/8 Dual Inhibitors

  摘要：

  We disclose the first small molecule histone deacetylase (HDAC) inhibitor (3, BRD73954) capable of potently and selectively inhibiting both HDAC6 and HDAC8 despite the fact that these isoforms belong to distinct phylogenetic classes within the HDAC family of enzymes. Our data demonstrate that meta substituents of phenyl hydroxamic acids are readily accommodated upon binding to HDAC6 and, furthermore, are necessary for the potent inhibition of HDAC8.

  DOI：

  10.1021/jm400390r

文献信息

• Discovery of the First Histone Deacetylase 6/8 Dual Inhibitors
  作者：David E. Olson、Florence F. Wagner、Taner Kaya、Jennifer P. Gale、Nadia Aidoud、Emeline L. Davoine、Fanny Lazzaro、Michel Weïwer、Yan-Ling Zhang、Edward B. Holson

  DOI：10.1021/jm400390r

  日期：2013.6.13

  We disclose the first small molecule histone deacetylase (HDAC) inhibitor (3, BRD73954) capable of potently and selectively inhibiting both HDAC6 and HDAC8 despite the fact that these isoforms belong to distinct phylogenetic classes within the HDAC family of enzymes. Our data demonstrate that meta substituents of phenyl hydroxamic acids are readily accommodated upon binding to HDAC6 and, furthermore, are necessary for the potent inhibition of HDAC8.