3-硝基-6-[2-(三甲基甲硅烷基)乙氧基]吡啶-2-乙腈 | 361456-00-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 3-硝基-6-[2-(三甲基甲硅烷基)乙氧基]吡啶-2-乙腈
• 英文名称: [3-Nitro-6-(2-trimethylsilanyl-ethoxy)-pyridin-2-yl]-acetonitrile
• 英文别名: 3-Nitro-6-[2-(trimethylsilyl)ethoxy]pyridine-2-acetonitrile；2-[3-nitro-6-(2-trimethylsilylethoxy)pyridin-2-yl]acetonitrile
• CAS: 361456-00-0
• 化学式: C₁₂H₁₇N₃O₃Si
• 分子量: 279.371
• InChiKey: ZELXOZMZOFEIFO-UHFFFAOYSA-N

物化性质

• 熔点：
  74-78°C
• 沸点：
  393.2±42.0 °C(Predicted)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  91.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-硝基-6-[2-(三甲基甲硅烷基)乙氧基]吡啶-2-乙腈 在 palladium on activated charcoal (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 N-碘代丁二酰亚胺 、 氢气 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 5.0h， 生成 3-(4-Methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxy)-1H-pyrrolo[3,2-b]pyridine
  参考文献：
  名称：

  Cell permeability as a parameter for lead generation in the protein Tyrosine kinase inhibition field

  摘要：

  Based on the inverse relationship between polar surface area and cell permeability and capitalizing on the properties of pyrrolopyrimidines 1 as protein tyrosine kinase inhibitors, pyrrolopyridones 2 were designed and synthesized as potential leads for the development of novel inhibitors with improved cell permeability properties. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00022-1
• 作为产物：
  描述：

  2-(三甲硅基)乙醇 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 3-硝基-6-[2-(三甲基甲硅烷基)乙氧基]吡啶-2-乙腈
  参考文献：
  名称：

  Cell permeability as a parameter for lead generation in the protein Tyrosine kinase inhibition field

  摘要：

  Based on the inverse relationship between polar surface area and cell permeability and capitalizing on the properties of pyrrolopyrimidines 1 as protein tyrosine kinase inhibitors, pyrrolopyridones 2 were designed and synthesized as potential leads for the development of novel inhibitors with improved cell permeability properties. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00022-1

文献信息

• Cell permeability as a parameter for lead generation in the protein Tyrosine kinase inhibition field
  作者：Christos Papageorgiou、Gian Camenisch、Xaver Borer

  DOI：10.1016/s0960-894x(01)00022-1

  日期：2001.6

  Based on the inverse relationship between polar surface area and cell permeability and capitalizing on the properties of pyrrolopyrimidines 1 as protein tyrosine kinase inhibitors, pyrrolopyridones 2 were designed and synthesized as potential leads for the development of novel inhibitors with improved cell permeability properties. (C) 2001 Elsevier Science Ltd. All rights reserved.