3-(2-cyanoacrylonitrile)-6-(3-oxo-3,4-dihydro-2H-benzo-1,4-oxazin)-6-yl-carbonyl-4-dimethylaminopyridinium methylide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3-(2-cyanoacrylonitrile)-6-(3-oxo-3,4-dihydro-2H-benzo-1,4-oxazin)-6-yl-carbonyl-4-dimethylaminopyridinium methylide
• 化学式: C₂₁H₁₇N₅O₃
• 分子量: 387.398
• InChiKey: WNPQTYSAFGYSGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  6-氯乙酰基-2H-1,4-苯并恶嗪-3(4H)-酮 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 48.0h， 生成 3-(2-cyanoacrylonitrile)-6-(3-oxo-3,4-dihydro-2H-benzo-1,4-oxazin)-6-yl-carbonyl-4-dimethylaminopyridinium methylide
  参考文献：
  名称：

  Synthesis and biological evaluation of a new series of N-ylides as protein farnesyltransferase inhibitors

  摘要：

  A new family of 30 benzoylated N-ylides 4 and 5 was synthesized and evaluated for the inhibitory activity on human protein farnesyltransferase. Most of these novel compounds possessed in vitro inhibition potencies in the micromolar range. The nature of the substituents on the pyridine and phenyl units proved to be important in determining inhibitory activity and generally, the replacement of the cyanoacrylonitrile function by a cyanoethylacrylate group decreased the biological potential on farnesyltransferase. These results completed our SAR study on this original class of N-ylides. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.088

文献信息

• Synthesis and biological evaluation of a new series of N-ylides as protein farnesyltransferase inhibitors
  作者：Cristina-Maria Abuhaie、Alina Ghinet、Amaury Farce、Joëlle Dubois、Benoît Rigo、Elena Bîcu

  DOI：10.1016/j.bmcl.2013.08.088

  日期：2013.11

  A new family of 30 benzoylated N-ylides 4 and 5 was synthesized and evaluated for the inhibitory activity on human protein farnesyltransferase. Most of these novel compounds possessed in vitro inhibition potencies in the micromolar range. The nature of the substituents on the pyridine and phenyl units proved to be important in determining inhibitory activity and generally, the replacement of the cyanoacrylonitrile function by a cyanoethylacrylate group decreased the biological potential on farnesyltransferase. These results completed our SAR study on this original class of N-ylides. (C) 2013 Elsevier Ltd. All rights reserved.