3-amino-4-((6-(4-cyanophenoxy)pyridin-3-yl)ethynyl)benzonitrile | 1162684-42-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-amino-4-((6-(4-cyanophenoxy)pyridin-3-yl)ethynyl)benzonitrile
• CAS: 1162684-42-5
• 化学式: C₂₁H₁₂N₄O
• 分子量: 336.352
• InChiKey: HDRTWKSQQQKOMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.72
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-amino-4-((6-(4-cyanophenoxy)pyridin-3-yl)ethynyl)benzonitrile 在 palladium dichloride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 24.0h， 以32%的产率得到2-(6-(4-cyanophenoxy)pyridin-3-yl)-1H-indole-6-carbonitrile
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Inhibitors of Botulinum Neurotoxin Metalloprotease

  摘要：

  Based on the lead therapeutic agent NSC 240898, a new series of heterocyclic inhibitors of the BoNT serotype A metalloprotease has been generated. Highlights of the synthetic sequences include Sonogashira couplings of polysubstituted building blocks and gold-catalyzed indole formations. Preliminary structure-activity relationship studies afford detailed insights into the steric and electrostatic properties of the pharmacophore of this molecular scaffold.

  DOI：

  10.3987/com-08-s(d)8
• 作为产物：
  描述：

  4-(5-ethynylpyridin-2-yloxy)benzonitrile 、 3-氨基-4-碘苯腈 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以98%的产率得到3-amino-4-((6-(4-cyanophenoxy)pyridin-3-yl)ethynyl)benzonitrile
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Inhibitors of Botulinum Neurotoxin Metalloprotease

  摘要：

  Based on the lead therapeutic agent NSC 240898, a new series of heterocyclic inhibitors of the BoNT serotype A metalloprotease has been generated. Highlights of the synthetic sequences include Sonogashira couplings of polysubstituted building blocks and gold-catalyzed indole formations. Preliminary structure-activity relationship studies afford detailed insights into the steric and electrostatic properties of the pharmacophore of this molecular scaffold.

  DOI：

  10.3987/com-08-s(d)8