2,4,5-triphenyl-1-[6-(2,4,5-triphenyl-1H-1-imidazolyl)hexyl]-1H-imidazole | 97116-69-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,4,5-triphenyl-1-[6-(2,4,5-triphenyl-1H-1-imidazolyl)hexyl]-1H-imidazole
• 英文别名: 1,6-bis(2,4,5-triphenyl-1H-imidazol-1-yl)hexane；2,4,5,2',4',5'-hexaphenyl-1H,1'H-1,1'-hexane-1,6-diyl-bis-imidazole；2,4,5-Triphenyl-1-[6-(2,4,5-triphenyl-1h-1-imidazolyl)hexyl]-1h-imidazole；2,4,5-triphenyl-1-[6-(2,4,5-triphenylimidazol-1-yl)hexyl]imidazole
• CAS: 97116-69-3
• 化学式: C₄₈H₄₂N₄
• 分子量: 674.888
• InChiKey: CXQBYKRFHZWRQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  52
• 可旋转键数：
  13
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,6-二溴己烷 、 2,4,5-三苯基咪唑 在 氢氧化钾 、 四丁基碘化铵 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以70%的产率得到2,4,5-triphenyl-1-[6-(2,4,5-triphenyl-1H-1-imidazolyl)hexyl]-1H-imidazole
  参考文献：
  名称：

  N-alkylation products of substituted imidazoles and dihydropyrimidinediones with dibromoalkanes

  摘要：

  The reactions of N-containing heterocycles with dihaloalkanes were studied. All structures were determined by NMR and mass techniques.

  DOI：

  10.1007/s10593-008-0016-6

文献信息

• Synthesis of tacrine-lophine hybrids via one-pot four component reaction and biological evaluation as acetyl- and butyrylcholinesterase inhibitors
  作者：Jessie Sobieski da Costa、João Paulo Bizarro Lopes、Dennis Russowsky、Cesar Liberato Petzhold、Antonio César de Amorim Borges、Marco Antonio Ceschi、Eduardo Konrath、Cristiane Batassini、Paula Santana Lunardi、Carlos Alberto Saraiva Gonçalves

  DOI：10.1016/j.ejmech.2013.01.029

  日期：2013.4

  A novel series of tacrine-lophine hybrids was synthesized and tested for their ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) with IC50 in the nanomolar concentration scale. The key step is the one-pot four component condensation reaction of 9-aminoalkylamino-1,2,3,4-tetrahydroacridines, benzil, different substituted aromatic aldehydes and NH4OAc, using InCl3 as the

  合成了一系列新的他克林-丝氨酸杂种，并测试了它们在纳摩尔浓度范围内以IC 50抑制乙酰胆碱酯酶（AChE）和丁酰胆碱酯酶（BuChE）的能力。关键步骤是使用InCl 3作为最佳催化剂，使9-氨基烷基氨基-1,2,3,4-四氢ac啶，苄基，不同取代的芳族醛与NH 4 OAc进行一锅四组分缩合反应。发现他克林-丝氨酸杂种是胆碱酯酶的有效和选择性抑制剂。作为四组分方法向四取代咪唑的扩展，针对AChE和BuChE测试了一系列新的双-（2,4,5-三苯基-1 H-咪唑）或双（n）-卵磷脂。
• Photoactive homomolecular bis(n)-Lophine dyads: Multicomponent synthesis, photophysical properties, theoretical investigation, docking and interaction studies with biomacromolecules
  作者：Viktor Saraiva Câmara、Otávio Augusto Chaves、Bruno Bercini de Araújo、Paulo Fernando Bruno Gonçalves、Bernardo Almeida Iglesias、Marco Antônio Ceschi、Fabiano Severo Rodembusch

  DOI：10.1016/j.molliq.2021.118084

  日期：2022.3

  This work reports the synthesis of four homomolecular bis(n)-Lophines dyads achieved by a one-pot four component reaction. The dyads show absorption maxima below 300 nm and present intense fluorescence emission, with large Stokes shift, around 380 nm. Intercalation phenomenon and hydrophobic forces can be predicted for dyads, according to the results observed by the analysis via UV-Vis and AO competition

  这项工作报告了通过一锅四组分反应合成四种同分子双 (n)-Lophines 二元组。二元组显示出低于 300 nm 的吸收最大值并呈现强烈的荧光发射，在 380 nm 附近具有大的斯托克斯位移。根据通过发射荧光技术通过 UV-Vis 和 AO 竞争测定分析观察到的结果，可以预测二元组的嵌入现象和疏水力。对于 HSA/BSA 结合分析，可能会发生色氨酸残基的淬灭和色氨酸结合位点周围的构象变化。分子对接结果表明，所有二元组都可以通过插入小沟的过程与 DNA 链相互作用，而 HSA 和 BSA 的位点 I 和 III 被认为是主要的结合口袋，加强实验静态荧光猝灭机制。还使用密度泛函理论 (DFT) 和瞬态密度泛函理论 (TD-DFT) 研究了这些化合物。wB97XD 与用于几何优化的 cc-pVDZ/cc-pVDZ 基组和用于垂直跃迁能量的 cc-pVDZ/jun-cc-pVDZ 基组一起使用。在所有计算中都考虑了
• N-alkylation products of substituted imidazoles and dihydropyrimidinediones with dibromoalkanes
  作者：K. Brokaitė、V. Mickevičius、R. Vaickelionienė

  DOI：10.1007/s10593-008-0016-6

  日期：2008.1

  The reactions of N-containing heterocycles with dihaloalkanes were studied. All structures were determined by NMR and mass techniques.