1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one | 1440526-19-1

• 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: 1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one
• 英文别名: 1,3-Dihexylbenzimidazol-2-one；1,3-dihexylbenzimidazol-2-one
• CAS: 1440526-19-1
• 化学式: C₁₉H₃₀N₂O
• 分子量: 302.46
• InChiKey: POBYOFRDMUGRLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one 在 sodium periodate 、 硫酸 、 碘 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 8.0h， 生成 1,3-dihexyl-5-iodo-1H-benzo[d]imidazol-2(3H)-one
  参考文献：
  名称：

  Cyclic Thiourea/Urea Functionalized Triphenylamine-Based Dyes for High-Performance Dye-Sensitized Solar Cells

  摘要：

  Six cyclic thiourea/urea functionalized triphenylamine-based dyes (AZ1-AZ6) containing 2-cyanoacrylic acid as an acceptor and various linkers (phenyl, biphenyl, and bithiophene) were synthesized. They exhibited high photovoltaic performance owing to an improved short-circuit photocurrent density (J(sc)) and open-circuit voltage (V-oc). Among them, AZ6 bearing a cyclic thiourea group and bithiophene linker showed the highest power conversion efficiency (PCE) up to 7.29%, which was comparable to that of N719 (PCE = 7.36%).

  DOI：

  10.1021/ol4001685
• 作为产物：
  描述：

  邻苯二胺 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 水 、 乙二醇 、 甲苯 为溶剂， 反应 18.0h， 生成 1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one
  参考文献：
  名称：

  Cyclic Thiourea/Urea Functionalized Triphenylamine-Based Dyes for High-Performance Dye-Sensitized Solar Cells

  摘要：

  Six cyclic thiourea/urea functionalized triphenylamine-based dyes (AZ1-AZ6) containing 2-cyanoacrylic acid as an acceptor and various linkers (phenyl, biphenyl, and bithiophene) were synthesized. They exhibited high photovoltaic performance owing to an improved short-circuit photocurrent density (J(sc)) and open-circuit voltage (V-oc). Among them, AZ6 bearing a cyclic thiourea group and bithiophene linker showed the highest power conversion efficiency (PCE) up to 7.29%, which was comparable to that of N719 (PCE = 7.36%).

  DOI：

  10.1021/ol4001685

文献信息

• A unique one-pot reaction via CC cleavage from aminomethylene benzimidazoles to access benzimidazolones with wide potentiality
  作者：Hui-Zhen Zhang、Sheng-Feng Cui、Sangaraiah Nagarajan、Syed Rasheed、Gui-Xin Cai、Cheng-He Zhou

  DOI：10.1016/j.tetlet.2014.05.113

  日期：2014.7

  A unique one-pot reaction via C-C cleavage from aminomethylene benzimidazoles with commercial halides to access novel benzimidazolones is reported for the first time. The previously unexploited transformation is able to perform smoothly in the presence of commercial potassium carbonate, while the stronger inorganic bases or organic amines as catalysts are not favorable to the transformation. Significant influential factors including base, temperature, solvent, water content, and molar ratio of substrates to this reaction are investigated, and possibly mechanistic consideration is also discussed. Some synthesized benzimidazolones were evaluated and exhibited better bioactivities against tested strains than clinical drugs chloromycin, norfloxacin, and fluconazole. (C) 2014 Elsevier Ltd. All rights reserved.
• [EN] MODULATORS OF SK4 POTASSIUM CHANNEL AND USES THEREOF<br/>[FR] MODULATEURS DU CANAL POTASSIQUE SK4 ET LEURS UTILISATIONS
  申请人：[en]RAMOT AT TEL-AVIV UNIVERSITY LTD.

  公开号：WO2023135603A1

  公开（公告）日：2023-07-20

  Compounds capable of interacting with the calmodulin-PIP2 binding domain of the SK4 channel to thereby interfere with the Ca2+-dependent activation of the SK4 channel and uses thereof in downregulating an activity of an SK4 channel in a subject in need thereof, are disclosed. Also disclosed is a method of identifying a candidate compound that is capable of downregulating an activity of SK4 channel, based on its interaction with the calmodulin-PIP2 binding domain of the SK4 channel.
• Cyclic Thiourea/Urea Functionalized Triphenylamine-Based Dyes for High-Performance Dye-Sensitized Solar Cells
  作者：Zhisheng Wu、Zhongwei An、Xinbing Chen、Pei Chen

  DOI：10.1021/ol4001685

  日期：2013.4.5

  Six cyclic thiourea/urea functionalized triphenylamine-based dyes (AZ1-AZ6) containing 2-cyanoacrylic acid as an acceptor and various linkers (phenyl, biphenyl, and bithiophene) were synthesized. They exhibited high photovoltaic performance owing to an improved short-circuit photocurrent density (J(sc)) and open-circuit voltage (V-oc). Among them, AZ6 bearing a cyclic thiourea group and bithiophene linker showed the highest power conversion efficiency (PCE) up to 7.29%, which was comparable to that of N719 (PCE = 7.36%).