2-(2-oxo-2-pyridin-4-yl-ethyl)-malononitrile | 610270-72-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-oxo-2-pyridin-4-yl-ethyl)-malononitrile
• 英文别名: 2-(2-Oxo-2-(pyridin-4-YL)ethyl)malononitrile；2-(2-oxo-2-pyridin-4-ylethyl)propanedinitrile
• CAS: 610270-72-9
• 化学式: C₁₀H₇N₃O
• mdl: MFCD06656200
• 分子量: 185.185
• InChiKey: CAEFGNHLGCCXCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-oxo-2-pyridin-4-yl-ethyl)-malononitrile 在 甲酸 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 7-(4-fluorophenyl)-6-(pyridin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  参考文献：
  名称：

  Design and Synthesis of 4-Azaindoles as Inhibitors of p38 MAP Kinase

  摘要：

  Inhibition of the biosynthesis of proinflammatory cytokines such as tumor necrosis factor and interleukin-1 via p38 has been an approach toward the development of a disease modifying agent for the treatment of chronic inflammation and autoimmune diseases. The development of a new core structure of p38 inhibitors, 3-(4-fluorophenyl)-2-(pyridin-4-yl)-1H-pyrrolo[3,2-b] pyridine, is described. X-ray crystallographic data of the lead bound to the active site of p38 was used to guide the optimization of the series. Specific focus was placed on modulating the physical properties of the core while maintaining potent inhibition of p38. These efforts identified 42c as a potent inhibitor of p38, which also possessed the required physical properties worthy of advanced studies.

  DOI：

  10.1021/jm0301787
• 作为产物：
  描述：

  4-乙酰吡啶 在 sodium hydroxide 、 氢溴酸 、 溴 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 2-(2-oxo-2-pyridin-4-yl-ethyl)-malononitrile
  参考文献：
  名称：

  Design and Synthesis of 4-Azaindoles as Inhibitors of p38 MAP Kinase

  摘要：

  Inhibition of the biosynthesis of proinflammatory cytokines such as tumor necrosis factor and interleukin-1 via p38 has been an approach toward the development of a disease modifying agent for the treatment of chronic inflammation and autoimmune diseases. The development of a new core structure of p38 inhibitors, 3-(4-fluorophenyl)-2-(pyridin-4-yl)-1H-pyrrolo[3,2-b] pyridine, is described. X-ray crystallographic data of the lead bound to the active site of p38 was used to guide the optimization of the series. Specific focus was placed on modulating the physical properties of the core while maintaining potent inhibition of p38. These efforts identified 42c as a potent inhibitor of p38, which also possessed the required physical properties worthy of advanced studies.

  DOI：

  10.1021/jm0301787

文献信息

• Design and Synthesis of 4-Azaindoles as Inhibitors of p38 MAP Kinase
  作者：Alejandra Trejo、Humberto Arzeno、Michelle Browner、Sushmita Chanda、Soan Cheng、Daniel D. Comer、Stacie A. Dalrymple、Pete Dunten、JoAnn Lafargue、Brett Lovejoy、Jose Freire-Moar、Julie Lim、Joel Mcintosh、Jennifer Miller、Eva Papp、Deborah Reuter、Rick Roberts、Florentino Sanpablo、John Saunders、Kyung Song、Armando Villasenor、Stephen D. Warren、Mary Welch、Paul Weller、Phyllis E. Whiteley、Lu Zeng、David M. Goldstein

  DOI：10.1021/jm0301787

  日期：2003.10.1

  Inhibition of the biosynthesis of proinflammatory cytokines such as tumor necrosis factor and interleukin-1 via p38 has been an approach toward the development of a disease modifying agent for the treatment of chronic inflammation and autoimmune diseases. The development of a new core structure of p38 inhibitors, 3-(4-fluorophenyl)-2-(pyridin-4-yl)-1H-pyrrolo[3,2-b] pyridine, is described. X-ray crystallographic data of the lead bound to the active site of p38 was used to guide the optimization of the series. Specific focus was placed on modulating the physical properties of the core while maintaining potent inhibition of p38. These efforts identified 42c as a potent inhibitor of p38, which also possessed the required physical properties worthy of advanced studies.