6-(2-pyridyl)benzo[4,5]imidazo[1,2-c]quinazoline | 1170950-14-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-(2-pyridyl)benzo[4,5]imidazo[1,2-c]quinazoline
• 英文别名: 6-pyridin-yl-benzo[4,5]imidazo[1,2-c]quinazoline；6-Pyridin-2-ylbenzimidazolo[1,2-c]quinazoline
• CAS: 1170950-14-7
• 化学式: C₁₉H₁₂N₄
• 分子量: 296.331
• InChiKey: PSWKYXXLPPELAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-(2-pyridinyl)-5,6-dihydrobenzimidazo[1,2-c]quinazoline 在 potassium permanganate 作用下， 以 丙酮 为溶剂， 反应 6.0h， 以97%的产率得到6-(2-pyridyl)benzo[4,5]imidazo[1,2-c]quinazoline
  参考文献：
  名称：

  Synthesis, characterization, crystal structure, and DNA-binding of ruthenium(II) complexes of heterocyclic nitrogen ligands resulting from a benzimidazole-based quinazoline derivative

  摘要：

  The reaction of cis-[RuCl2(dmso)(4)] with [6-(2-pyridinyl)-5,6-dihydrobenzimidazo[1,2-c] quinazoline] (L) afforded in pure form a blue ruthenium(II) complex, [Ru(L-1)(2)] (1), where the original L changed to [2-(1H-benzoimidazol-2-yl)-phenyl]-pyridin-2-ylmethylene-amine (HL1). Treatment of RuCl3 center dot 3H(2)O with L in dry tetrahydrofuran in inert atmosphere led to a green ruthenium(II) complex, trans-[RuCl2(L-2)(2)] (2), where L was oxidized in situ to the neutral species 6-pyridin-yl-benzo[4,5]imidazo[1,2-c] quinazoline (L-2). Complex 2 was also obtained from the reaction of RuCl3 center dot 3H(2)O with L-2 in dry ethanol. Complexes 1 and 2 have been characterized by physico-chemical and spectroscopic tools, and 1 has been structurally characterized by single-crystal X-ray crystallography. The electrochemical behavior of the complexes shows the Ru(III)/Ru(II) couple at different potentials with quasi-reversible voltammograms. The interaction of these complexes with calf thymus DNA by using absorption and emission spectral studies allowed determination of the binding constant K-b and the linear Stern-Volmer quenching constant K-SV.

  DOI：

  10.1080/00958972.2012.667807

文献信息

• Mono and bis-6-arylbenzimidazo[1,2-c]quinazolines: A new class of antimicrobial agents
  作者：Rondla Rohini、Kanne Shanker、Puchakayala Muralidhar Reddy、Yen-Peng Ho、Vadde Ravinder

  DOI：10.1016/j.ejmech.2009.03.022

  日期：2009.8

  active compounds, we have synthesized a series of mono, bis-2-o-arylideneaminophenylbenzimidazoles and a second series of corresponding mono, bis-6-arylbenzimidazo[1,2-c]quinazolines respectively. The target benzimidazo[1,2-c]quinazoline compounds were obtained by the condensation of 2-(o-aminophenyl)benzimidazole with mono and di carbonyl compounds, followed by oxidative cyclisation of the resulting

  为了获得新颖的生物活性化合物，我们分别合成了一系列单，双-2-邻芳基亚氨基氨基苯基苯并咪唑和第二系列相应的单，双-6-芳基苯并咪唑并[1,2- c ]喹唑啉。通过将2-（邻氨基苯基）苯并咪唑与单和二羰基化合物缩合，然后将所得的单和双-2-邻芳基亚氨基氨基苯基苯并咪唑进行氧化环化，得到目标苯并咪唑并[1,2- c ]喹唑啉化合物。所有产物通过IR，1 H NMR，13表征13 C NMR，MS和元素分析。评价了所有喹唑啉类对各种细菌和真菌的抗菌活性。在测试的化合物IVd中，IVe表现出良好的抗菌和抗真菌活性，而IIIb，IIIc分别相对于标准药物氨苄青霉素和酮康唑也表现出显着的抗菌活性。
• Synthesis, characterization, crystal structure, and DNA-binding of ruthenium(II) complexes of heterocyclic nitrogen ligands resulting from a benzimidazole-based quinazoline derivative
  作者：H. Paul、T. Mukherjee、M.G.B. Drew、P. Chattopadhyay

  DOI：10.1080/00958972.2012.667807

  日期：2012.4.20

  The reaction of cis-[RuCl2(dmso)(4)] with [6-(2-pyridinyl)-5,6-dihydrobenzimidazo[1,2-c] quinazoline] (L) afforded in pure form a blue ruthenium(II) complex, [Ru(L-1)(2)] (1), where the original L changed to [2-(1H-benzoimidazol-2-yl)-phenyl]-pyridin-2-ylmethylene-amine (HL1). Treatment of RuCl3 center dot 3H(2)O with L in dry tetrahydrofuran in inert atmosphere led to a green ruthenium(II) complex, trans-[RuCl2(L-2)(2)] (2), where L was oxidized in situ to the neutral species 6-pyridin-yl-benzo[4,5]imidazo[1,2-c] quinazoline (L-2). Complex 2 was also obtained from the reaction of RuCl3 center dot 3H(2)O with L-2 in dry ethanol. Complexes 1 and 2 have been characterized by physico-chemical and spectroscopic tools, and 1 has been structurally characterized by single-crystal X-ray crystallography. The electrochemical behavior of the complexes shows the Ru(III)/Ru(II) couple at different potentials with quasi-reversible voltammograms. The interaction of these complexes with calf thymus DNA by using absorption and emission spectral studies allowed determination of the binding constant K-b and the linear Stern-Volmer quenching constant K-SV.