(E)-6,7-dichloro-3-(pyridin-4-ylmethylene)indolin-2-one | 1202868-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-6,7-dichloro-3-(pyridin-4-ylmethylene)indolin-2-one
• 英文别名: (3E)-6,7-dichloro-3-(pyridin-4-ylmethylidene)-1H-indol-2-one
• CAS: 1202868-13-0
• 化学式: C₁₄H₈Cl₂N₂O
• 分子量: 291.136
• InChiKey: PZTNREWJRCVTLK-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-吡啶甲醛 、 6,7-dichloro-1,3-dihydro-2H-indol-2-one 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以60%的产率得到(E)-6,7-dichloro-3-(pyridin-4-ylmethylene)indolin-2-one
  参考文献：
  名称：

  Novel 3-Arylideneindolin-2-ones as Inhibitors of NAD⁺-Dependent Histone Deacetylases (Sirtuins)

  摘要：

  Class III historic deacetylases (sirtuins) play pivotal roles in many cellular processes. They are linked to extended lifespan and to the pathogenesis of cancer and neuronal disorders. We present novel sirtuin inhibitors based oil it 6,7-dichloro-2-oxindole scaffold with low micromolar activity. In vitro activity was rationalized by docking studies, and hyperacetylation of sirtuin targets could be demonstrated in cell culture.

  DOI：

  10.1021/jm901055u

文献信息

• Novel 3-Arylideneindolin-2-ones as Inhibitors of NAD⁺-Dependent Histone Deacetylases (Sirtuins)
  作者：Kilian Huber、Jörg Schemies、Urszula Uciechowska、Julia M. Wagner、Tobias Rumpf、Felicitas Lewrick、Regine Süss、Wolfgang Sippl、Manfred Jung、Franz Bracher

  DOI：10.1021/jm901055u

  日期：2010.2.11

  Class III historic deacetylases (sirtuins) play pivotal roles in many cellular processes. They are linked to extended lifespan and to the pathogenesis of cancer and neuronal disorders. We present novel sirtuin inhibitors based oil it 6,7-dichloro-2-oxindole scaffold with low micromolar activity. In vitro activity was rationalized by docking studies, and hyperacetylation of sirtuin targets could be demonstrated in cell culture.