1-(2-hydroxy-5-bromobenzyl)-2-(2-hydroxy-5-bromophenyl)-1H-benzo[d]imidazole

• 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-hydroxy-5-bromobenzyl)-2-(2-hydroxy-5-bromophenyl)-1H-benzo[d]imidazole
• 英文别名: 1-(5-bromo-2-hydroxybenzyl)-2-(5-bromo-2-hydroxyphenyl)benzimidazole；4-Bromo-2-[[2-(5-bromo-2-hydroxyphenyl)benzimidazol-1-yl]methyl]phenol；4-bromo-2-[[2-(5-bromo-2-hydroxyphenyl)benzimidazol-1-yl]methyl]phenol
• 化学式: C₂₀H₁₄Br₂N₂O₂
• 分子量: 474.151
• InChiKey: XCZJXOHHKDKWEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  58.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-溴水杨醛 以 乙醇 、 正丁醇 为溶剂， 生成 1-(2-hydroxy-5-bromobenzyl)-2-(2-hydroxy-5-bromophenyl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  Latif, N.; Mishriky, N.; Assad, F. M., Recueil des Travaux Chimiques des Pays-Bas, 1983, vol. 102, # 2, p. 73 - 77

  摘要：

  DOI：

文献信息

• Selective quenching of benzimidazole derivatives by Cu2+ metal ion
  作者：J. Jayabharathi、V. Thanikachalam、K. Jayamoorthy、R. Sathishkumar

  DOI：10.1016/j.saa.2012.06.012

  日期：2012.11

  It is a very big challenge to develop a Cu(2+) selective fluorescent sensor with the ability to exclude the interference of some metal ions such as Fe(3+), Mg(2+), Ag(+), K(+) and Na(+). Herein, we report a fluorescence quenching of some benzimidazole derivatives (1-6) with Cu(2+) metal ion. These benzimidazole derivatives have been shown to bind copper ions resulting in quenching of its fluorescence

  开发具有排除某些金属离子（例如Fe（3 +），Mg（2 +），Ag（+），K（+）等金属离子的干扰能力的Cu（2+）选择性荧光传感器是一个很大的挑战。 ）和Na（+）。本文中，我们报道了一些苯并咪唑衍生物（1-6）与Cu（2+）金属离子的荧光猝灭。这些苯并咪唑衍生物已显示结合铜离子，导致其荧光猝灭。添加铜螯合剂后，对Cu（2+）的反应迅速，选择性且可逆。这些苯并咪唑衍生物通过（1）H，（13）C NMR质量和元素分析来表征。对1-（4-甲基苄基）-2-对甲苯基-1H-苯并[d]咪唑进行了XRD分析。
• Exploration of in vitro time point quantitative evaluation of newly synthesized benzimidazole and benzothiazole derivatives as potential antibacterial agents
  作者：Prabal Bandyopadhyay、Manisha Sathe、S. Ponmariappan、Arti Sharma、Pratibha Sharma、A.K. Srivastava、M.P. Kaushik

  DOI：10.1016/j.bmcl.2011.10.034

  日期：2011.12

  Present communication deals with the in vitro time point quantitative antibacterial evaluation of newly synthesized 1,2-disubstituted benzimidazoles (3a-p) and 2-substituted benzothiazoles (5a-h) against Gram-positive bacteria Staphylococcus aureus, Bacillus cereus, and Gram-negative bacteria Vibrio cholerae, Shigella dysenteriae and Escherichia coli. These compounds were synthesized under mild reaction conditions using Al(2)O(3)-Fe(2)O(3) nanocrystals as heterogeneous catalyst. Bio-evaluation studies revealed that, compounds 3a, 5a and 5d exhibited moderate to good antibacterial activity against all the tested bacterial stains. The compounds 3a, 3f and 5a have shown enhanced inhibitory activity compared with standard antibacterial drug ciprofloxacin against V. cholerae, B. cereus, and S. dysenteriae, respectively. Additionally, the compounds 3a, 3e, 3f, 3h and 5b displayed complete bactericidal activity within 24 h, whereas ciprofloxacin took 48 h to kill those bacteria completely. (C) 2011 Elsevier Ltd. All rights reserved.
• Mesoporous mixed metal oxide nanocrystals: Efficient and recyclable heterogeneous catalysts for the synthesis of 1,2-disubstituted benzimidazoles and 2-substituted benzothiazoles
  作者：Prabal Bandyopadhyay、Manisha Sathe、G.K. Prasad、Pratibha Sharma、M.P. Kaushik

  DOI：10.1016/j.molcata.2011.03.027

  日期：2011.5

  Present communication elicits the use of mesoporous mixed metal oxide nanocrystals of Al2O3-Fe2O3. Al2O3-V2O5 and Al2O3-CuO as heterogeneous catalysts for the preparation of series of medicinally significant 1,2-disubstituted benzimidazoles and 2-substituted benzothiazoles. These nanocrystalline catalysts exhibited remarkable catalytic activity with a high substrate to catalyst weight ratio (20:1) to achieve the synthetic targets in the range of yield 81-96%. The solvent-free microwave assisted synthesis of these compounds was an advantageous way which resulted in excellent yields in much lesser time (0.75-1.5 min) in comparison to conventional heating. The use of catalyst in eco-friendly green protocol and its reusability up to four cycles with similar catalytic response are the unique features of the heterogeneous catalysis. This protocol provided greater selectivity, cost-efficiency, clean reaction profiles, simple work-up procedure and high yields. (C) 2011 Elsevier B.V. All rights reserved.
• Computational studies of 1,2-disubstituted benzimidazole derivatives
  作者：J. Jayabharathi、V. Thanikachalam、K. Jayamoorthy、M. Venkatesh Perumal

  DOI：10.1016/j.saa.2012.05.085

  日期：2012.11

  Some 1,2-disubstituted benzimidazole derivatives (1-6) have been synthesized and characterized by mass, H-1, C-13 NMR and elemental analysis. XRD analysis was carried out for 1-(4-methylbenzyl)-2-p-tolyl-1H-benzo[d]imidazole. Calculated bond lengths, bond angles and thus dihedral angles are found to be slightly higher than that of X-ray diffraction values of its experimental data. The charge distribution has been calculated from the atomic charges by non-linear optical (NLO) and natural bond orbital (NBO) analyses have been calculated by ab initio method. Since the synthesized 1,2-disubstituted benzimidazole derivatives have the largest mu(g)beta(0) value and can be used as potential NLO materials. Analysis of the molecular electrostatic potential (MEP) energy surface exploited the region for non-covalent interactions in the molecule. Atom in molecule analysis (AIM) was carried out to show the presence of bond critical points (BCPs). (C) 2012 Elsevier B.V. All rights reserved.
• Lifetime time measurements, Kamlet–Taft and Catalan solvatochromism of some 2-aryl benzimidazole derivatives
  作者：J. Jayabharathi、K. Jayamoorthy、V. Thanikachalam

  DOI：10.1016/j.saa.2012.09.073

  日期：2013.1

  Some 2-aryl benzimidazole derivatives (1-6) have been prepared and characterized by different spectral techniques. Fluorescence lifetime of synthesized 2-aryl benzimidazole derivatives was calculated. Kamlet-Taft and Catalan solvatochromism of synthesized 2-aryl benzimidazole derivatives have been discussed. Crystal structure of 1-(4-methylbenzyl)-2-p-tolyl-1H-benzo[d]imidazole has been studied. (C) 2012 Elsevier B.V. All rights reserved.