2-(2-Ethoxyphenyl)-1-ethyl-1H-benzimidazole | 819074-39-0

• 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: 2-(2-Ethoxyphenyl)-1-ethyl-1H-benzimidazole
• 英文别名: 2-(2-ethoxyphenyl)-1-ethylbenzimidazole
• CAS: 819074-39-0
• 化学式: C₁₇H₁₈N₂O
• 分子量: 266.343
• InChiKey: VDCQNFLVVPSKDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-Ethoxyphenyl)-1-ethyl-1H-benzimidazole 在 盐酸 作用下， 以 吡啶 为溶剂， 反应 1.0h， 生成 Phenol, 2-(1-ethyl-1H-benzimidazol-2-yl)-, hydrochloride (1:1)
  参考文献：
  名称：

  两种具有芳香族 N,O-螯合酚配体的二聚 Zn(II) 化合物的合成、结构、光致发光和理论研究

  摘要：

  摘要 两种中性和二聚体 Zn(II) 配合物 [Zn2(epbm)4] (1) 和 [Zn2(bpbm)4] (2) (Hepbm = 3-ethyl-2-(2-hydroxyphenyl)-3H-benzimidazole, Hbpbm = 3-n-丁基-2-(2-羟基苯基)-3H-苯并咪唑) 已制备并通过 X 射线晶体学和光致发光研究进行表征。瞬态密度泛函理论 (TDDFT) 能级计算和分子轨道计算表明它们的吸收和发光特性是以配体为中心的。还讨论了由去质子化/络合和取代/二聚化的影响引起的光谱偏移。1 和 2 都显示蓝色发射性质。

  DOI：

  10.1016/j.molstruc.2006.04.037
• 作为产物：
  描述：

  邻甲基苄醇 在 sodium disulfite 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.01h， 生成 2-(2-Ethoxyphenyl)-1-ethyl-1H-benzimidazole
  参考文献：
  名称：

  Design, microwave-assisted synthesis, and spasmolytic activity of 2-(alkyloxyaryl)-1H-benzimidazole derivatives as constrained stilbene bioisosteres

  摘要：

  A simple, fast, and efficient method for the preparation of several 2-(alkyloxyaryl)-1H-benzimidazole derivatives is reported. Compounds were synthesized through a rapid one-pot three component reaction via microwave irradiation, starting from commercially available aldehydes and o-phenylenediamine, in the presence of Na2S2O5 and solvent-free conditions. The design of these compounds explore the hypothesis that the stilbene framework could be mimicked with an appropriate 2-(Alkyloxyphenyl)benzimidazole scaffold. This framework has a similar structural motif as the 6-phenyinaphthalene and behaves like stilbene bioisosteres. The spasmolytic activity of these compounds was recorded using isolated rat ileum test. Compound 12 was the most active of the series, showing an IC50 of 1.19 mu M. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.082

文献信息

• Design, microwave-assisted synthesis, and spasmolytic activity of 2-(alkyloxyaryl)-1H-benzimidazole derivatives as constrained stilbene bioisosteres
  作者：Gabriel Navarrete-Vázquez、Hermenegilda Moreno-Diaz、Francisco Aguirre-Crespo、Ismael León-Rivera、Rafael Villalobos-Molina、Omar Muñoz-Muñiz、Samuel Estrada-Soto

  DOI：10.1016/j.bmcl.2006.05.082

  日期：2006.8

  A simple, fast, and efficient method for the preparation of several 2-(alkyloxyaryl)-1H-benzimidazole derivatives is reported. Compounds were synthesized through a rapid one-pot three component reaction via microwave irradiation, starting from commercially available aldehydes and o-phenylenediamine, in the presence of Na2S2O5 and solvent-free conditions. The design of these compounds explore the hypothesis that the stilbene framework could be mimicked with an appropriate 2-(Alkyloxyphenyl)benzimidazole scaffold. This framework has a similar structural motif as the 6-phenyinaphthalene and behaves like stilbene bioisosteres. The spasmolytic activity of these compounds was recorded using isolated rat ileum test. Compound 12 was the most active of the series, showing an IC50 of 1.19 mu M. (c) 2006 Elsevier Ltd. All rights reserved.
• Syntheses, structures, photoluminescence and theoretical studies of two dimeric Zn(II) compounds with aromatic N,O-chelate phenolic ligands
  作者：Yi-Ping Tong、Shao-Liang Zheng、Xiao-Ming Chen

  DOI：10.1016/j.molstruc.2006.04.037

  日期：2007.1

  Abstract Two neutral and dimeric Zn(II) complexes [Zn2(epbm)4] (1) and [Zn2(bpbm)4] (2) (Hepbm = 3-ethyl-2-(2-hydroxyphenyl)-3H-benzimidazole, Hbpbm = 3-n-butyl-2-(2-hydroxyphenyl)-3H-benzimidazole) have been prepared and characterized by X-ray crystallography and photoluminescent studies. Time-dependent density functional theory (TDDFT) energy level calculation and molecular orbital calculation show

  摘要 两种中性和二聚体 Zn(II) 配合物 [Zn2(epbm)4] (1) 和 [Zn2(bpbm)4] (2) (Hepbm = 3-ethyl-2-(2-hydroxyphenyl)-3H-benzimidazole, Hbpbm = 3-n-丁基-2-(2-羟基苯基)-3H-苯并咪唑) 已制备并通过 X 射线晶体学和光致发光研究进行表征。瞬态密度泛函理论 (TDDFT) 能级计算和分子轨道计算表明它们的吸收和发光特性是以配体为中心的。还讨论了由去质子化/络合和取代/二聚化的影响引起的光谱偏移。1 和 2 都显示蓝色发射性质。