1-isopropoxy-4-(2-nitrovinyl)benzene | 6946-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-isopropoxy-4-(2-nitrovinyl)benzene
• 英文别名: 1-(2-Nitroethenyl)-4-propan-2-yloxybenzene
• CAS: 6946-32-3
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: MKAVWDRRDKUNDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-isopropoxy-4-(2-nitrovinyl)benzene 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.83h， 以75%的产率得到1-isopropoxy-4-(2-nitroethyl)benzene
  参考文献：
  名称：

  Total Synthesis of (±)-Armepavines and (±)-Nuciferines From (2-Nitroethenyl)benzene Derivatives

  摘要：

  A concise route to armepavine 1 and nuciferine 2 and 3, which can be isolated from the leaves of Nelumbo nucifera (Nymphaceae), has been achieved in which the longest linear sequence is only six steps from commercially available benzaldehyde in 28%, 21%, and 20% overall yield, respectively. The key transformations in the synthesis are the radical cyclization of aryl bromide with Bu3SnH and the Pictet-Spengler reaction of N-substituted amine with aldehyde.

  DOI：

  10.1080/00397910903435411
• 作为产物：
  描述：

  硝基甲烷 、 4-异丙氧基苯甲醛 在 ammonium acetate 、 溶剂黄146 作用下， 反应 4.08h， 以85%的产率得到1-isopropoxy-4-(2-nitrovinyl)benzene
  参考文献：
  名称：

  Total Synthesis of (±)-Armepavines and (±)-Nuciferines From (2-Nitroethenyl)benzene Derivatives

  摘要：

  A concise route to armepavine 1 and nuciferine 2 and 3, which can be isolated from the leaves of Nelumbo nucifera (Nymphaceae), has been achieved in which the longest linear sequence is only six steps from commercially available benzaldehyde in 28%, 21%, and 20% overall yield, respectively. The key transformations in the synthesis are the radical cyclization of aryl bromide with Bu3SnH and the Pictet-Spengler reaction of N-substituted amine with aldehyde.

  DOI：

  10.1080/00397910903435411

文献信息

• Selective Kv1.5 Blockers: Development of (<i>R</i>)-1-(Methylsulfonylamino)-3-[2-(4-methoxyphenyl)ethyl]-4-(4-methoxyphenyl)-2-imidazolidinone (KVI-020/WYE-160020) as a Potential Treatment for Atrial Arrhythmia
  作者：Benjamin E. Blass、Andrew Fensome、Eugene Trybulski、Ronald Magolda、Stephen J. Gardell、Kun Liu、Manoj Samuel、Irene Feingold、Christine Huselton、Chris M. Jackson、Laurent Djandjighian、Douglas Ho、James Hennan、John M. Janusz

  DOI：10.1021/jm901042m

  日期：2009.11.12

  Atrial fibrillation is the most prevalent form of cardiac arrhythmia. Current treatments extend the atrial effective refractory period by nonselective blockade of cardiac ion channels. An alternative approach selectively targeting the Kv1.5 ion channel offers the opportunity for therapeutic benefit with decreased risk of adverse cardiovascular events. KVI-020 (4g) successfully demonstrated antiarrhythmic efficacy in a canine arrhythmia model, and these findings support its utility as an antiarrhythmic agent.