1-(2-Methoxy-benzyl)-5-trifluoromethyl-1,3-dihydro-benzoimidazol-2-one | 181473-95-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(2-Methoxy-benzyl)-5-trifluoromethyl-1,3-dihydro-benzoimidazol-2-one
• 英文别名: 1,3-Dihydro-1-[(2-methoxyphenyl)methyl]-5-(trifluoromethyl)-2H-benzimidazol-2-one；3-[(2-methoxyphenyl)methyl]-6-(trifluoromethyl)-1H-benzimidazol-2-one
• CAS: 181473-95-0
• 化学式: C₁₆H₁₃F₃N₂O₂
• 分子量: 322.287
• InChiKey: XXOZUZKNZQKVJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2-Methoxy-benzyl)-5-trifluoromethyl-1,3-dihydro-benzoimidazol-2-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 3-[(2-hydroxyphenyl)methyl]-6-(trifluoromethyl)-1H-benzimidazol-2-one
  参考文献：
  名称：

  N-Benzylated benzimidazol-2-one derivatives: activators of large-conductance Ca2+-dependent K+ channels

  摘要：

  A series of benzimidazol-2-ones structurally homologous to the known maxi-g opener NS-004 (2) were synthesized and evaluated by electrophysiological techniques as openers of the cloned maxi-K channel mSlo expressed in Xenopus laevis oocytes, The structure-activity relationships reveal tolerance in the topological relationship between the heterocycle and the phenol hydroxy and indicate the importance of an electron withdrawing substituent on the heterocycle for expression of maxi-K opening properties. The most efficacious activators of this channel were the 5-Cl derivative 4f and the 5-NO2 analogue 4i. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00296-x
• 作为产物：
  描述：

  (氨基甲基)-苯酚 在 potassium carbonate 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 、 乙腈 为溶剂， 生成 1-(2-Methoxy-benzyl)-5-trifluoromethyl-1,3-dihydro-benzoimidazol-2-one
  参考文献：
  名称：

  N-Benzylated benzimidazol-2-one derivatives: activators of large-conductance Ca2+-dependent K+ channels

  摘要：

  A series of benzimidazol-2-ones structurally homologous to the known maxi-g opener NS-004 (2) were synthesized and evaluated by electrophysiological techniques as openers of the cloned maxi-K channel mSlo expressed in Xenopus laevis oocytes, The structure-activity relationships reveal tolerance in the topological relationship between the heterocycle and the phenol hydroxy and indicate the importance of an electron withdrawing substituent on the heterocycle for expression of maxi-K opening properties. The most efficacious activators of this channel were the 5-Cl derivative 4f and the 5-NO2 analogue 4i. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00296-x

文献信息

• N-Benzylated benzimidazol-2-one derivatives: activators of large-conductance Ca2+-dependent K+ channels
  作者：Nicholas A. Meanwell、Sing-Yuen Sit、Jinnian Gao、Christopher G. Boissard、Janet Lum-Ragan、Steven I. Dworetzky、Valentin K. Gribkoff

  DOI：10.1016/0960-894x(96)00296-x

  日期：1996.7

  A series of benzimidazol-2-ones structurally homologous to the known maxi-g opener NS-004 (2) were synthesized and evaluated by electrophysiological techniques as openers of the cloned maxi-K channel mSlo expressed in Xenopus laevis oocytes, The structure-activity relationships reveal tolerance in the topological relationship between the heterocycle and the phenol hydroxy and indicate the importance of an electron withdrawing substituent on the heterocycle for expression of maxi-K opening properties. The most efficacious activators of this channel were the 5-Cl derivative 4f and the 5-NO2 analogue 4i. Copyright (C) 1996 Elsevier Science Ltd