(4-甲氧基-1H-苯并咪唑-2-基)乙腈 | 317817-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: (4-甲氧基-1H-苯并咪唑-2-基)乙腈
• 中文别名: 2-氰甲基-4-甲氧基苯并咪唑
• 英文名称: 2-(4-methoxy-1H-benzo[d]imidazol-2-yl)acetonitrile
• 英文别名: 2-(Cyanomethyl)-4-methoxybenzimidazole；2-(4-methoxy-1H-benzimidazol-2-yl)acetonitrile
• CAS: 317817-41-7
• 化学式: C₁₀H₉N₃O
• 分子量: 187.201
• InChiKey: PUVMVNRIJSTIGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-甲氧基-1H-苯并咪唑-2-基)乙腈 、 2-(4-甲酰基苯氧基)乙酰胺 在 哌啶 作用下， 以 乙醇 为溶剂， 以41%的产率得到(E,Z)-2-(4-(2-cyano-2-(4-methoxy-1H-benzo[d]imidazol-2-yl)vinyl)phenoxy)acetamide
  参考文献：
  名称：

  Inhibition of the cellular function of perforin by 1-amino-2,4-dicyanopyrido[1,2-a]benzimidazoles

  摘要：

  A high throughput screen showed the ability of a 1-amino-2,4-dicyanopyrido[1,2-a]benzimidazole analogue to directly inhibit the lytic activity of the pore-forming protein perforin. A series of analogues were prepared to study structure-activity relationships (SAR) for the this activity, either directly added to cells or released in situ by KHYG-1 NK cells, at non-toxic concentrations. These studies showed that the pyridobenzimidazole moiety was required for effective activity, with strongly basic centres disfavoured. This class of compounds was relatively unaffected by the addition of serum, which was not the case for a previous class of direct inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.013
• 作为产物：
  描述：

  2,3-二氨基苯甲醚 、 氰乙酰胺 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 15.0h， 以75%的产率得到(4-甲氧基-1H-苯并咪唑-2-基)乙腈
  参考文献：
  名称：

  Inhibition of the cellular function of perforin by 1-amino-2,4-dicyanopyrido[1,2-a]benzimidazoles

  摘要：

  A high throughput screen showed the ability of a 1-amino-2,4-dicyanopyrido[1,2-a]benzimidazole analogue to directly inhibit the lytic activity of the pore-forming protein perforin. A series of analogues were prepared to study structure-activity relationships (SAR) for the this activity, either directly added to cells or released in situ by KHYG-1 NK cells, at non-toxic concentrations. These studies showed that the pyridobenzimidazole moiety was required for effective activity, with strongly basic centres disfavoured. This class of compounds was relatively unaffected by the addition of serum, which was not the case for a previous class of direct inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.013

文献信息

• Inhibition of the cellular function of perforin by 1-amino-2,4-dicyanopyrido[1,2-a]benzimidazoles
  作者：Dani M. Lyons、Kristiina M. Huttunen、Kylie A. Browne、Annette Ciccone、Joseph A. Trapani、William A. Denny、Julie A. Spicer

  DOI：10.1016/j.bmc.2011.05.013

  日期：2011.7

  A high throughput screen showed the ability of a 1-amino-2,4-dicyanopyrido[1,2-a]benzimidazole analogue to directly inhibit the lytic activity of the pore-forming protein perforin. A series of analogues were prepared to study structure-activity relationships (SAR) for the this activity, either directly added to cells or released in situ by KHYG-1 NK cells, at non-toxic concentrations. These studies showed that the pyridobenzimidazole moiety was required for effective activity, with strongly basic centres disfavoured. This class of compounds was relatively unaffected by the addition of serum, which was not the case for a previous class of direct inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.