1,3-bis(1-benzylbenzimidazol-2-yl)-2-thiapropane

• 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-bis(1-benzylbenzimidazol-2-yl)-2-thiapropane
• 英文别名: bis(N-benzylbenzimidazol-2-ylmethyl) sulfide；bis(N-benzylbenzimidazolylmethyl)sulfide；1-Benzyl-2-[(1-benzylbenzimidazol-2-yl)methylsulfanylmethyl]benzimidazole；1-benzyl-2-[(1-benzylbenzimidazol-2-yl)methylsulfanylmethyl]benzimidazole
• 化学式: C₃₀H₂₆N₄S
• 分子量: 474.629
• InChiKey: PDLLBLAJAIDQIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  nickel(II) picrate 、 1,3-bis(1-benzylbenzimidazol-2-yl)-2-thiapropane 以 甲醇 为溶剂， 生成 [Ni(1,3-bis(1-benzylbenzimidazol-2-yl)-2-thiapropane)₂](picrate)₂
  参考文献：
  名称：

  A Six-Coordinate Picrate Nickel(II) Complex Based on the V-Shaped Ligand 1,3-Bis (1-Benzylbenzimidazol-2-yl)-2-Thiapropane: Synthesis, Crystal Structure, Biological Activities

  摘要：

  A six-coordinate picrate nickel(II) complex based on the V-shaped ligand 1,3-bis(1-benzylbenzimidazol-2-yl)-2-thiapropane (L), with the composition [Ni(L)(2)](pic)(2), has been synthesized and characterized systematically. The crystal structure of the Ni(II) complex is a six-coordinated octahedron, which is considerably close to ideal octahedral geometry with N4S2 donors of the two ligands. Biological activities of compounds were investigated using electronic absorption spectroscopy, fluorescence spectroscopy, and viscosity measurements. The results suggested that both ligand L and Ni(II) complex bind to DNA in an intercalative binding mode, and DNA-binding affinity of the Ni(II) complex is stronger than that of ligand L. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional figures.]

  DOI：

  10.1080/10426507.2013.829836
• 作为产物：
  描述：

  溴甲苯 、 2-(1H-苯并咪唑-2-基甲基硫基甲基)-1H-苯并咪唑 在 氢化钾 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到1,3-bis(1-benzylbenzimidazol-2-yl)-2-thiapropane
  参考文献：
  名称：

  五配位镉 (II) 与 1,3-双(1-苄基苯并咪唑-2-基)-2-硫丙烷复合物的合成、表征和 DNA 带

  摘要：

  合成了五配位镉(II)与1,3-双(1-苄基苯并咪唑-2-基)2-硫代丙烷(L)、[Cd(L)Br2]·DMF的配合物，并通过元素分析对其进行了表征，电导率、IR 和 UV-Vis 光谱测量。该配合物的晶体结构已通过单晶 X 射线衍射确定。Cd(II) 是五配位的，带有来自一个配体的两个氮和一个硫，以及两个溴化物。N2SBr2 供体处于扭曲的方形锥体几何形状 (τ = 0.32)。电子吸收滴定光谱、EB（溴化乙锭）竞争实验和粘度测量表明该复合物可以通过嵌入与 DNA 结合。

  DOI：

  10.1080/00958972.2010.529903

文献信息

• Synthesis, characterization, and DNA band of a five-coordinate cadmium(II) complex with 1,3-<i>bis</i>(1-benzylbenzimidazol-2-yl)-2-thiapropane
  作者：Hui-Lu Wu、Kaitong Wang、Fei Jia、Bin Liu、Fan Kou、Jingkun Yuan、Jin Kong

  DOI：10.1080/00958972.2010.529903

  日期：2010.12.10

  A five-coordinate cadmium(II) complex with 1,3-bis(1-benzylbenzimidazol-2-yl)2-thiapropane (L), [Cd(L)Br2] · DMF, has been synthesized and characterized by elemental analysis, electrical conductivities, IR, and UV-Vis spectral measurements. The crystal structure of the complex has been determined by single-crystal X-ray diffraction. The Cd(II) is five-coordinate with two nitrogens and a sulfur from

  合成了五配位镉(II)与1,3-双(1-苄基苯并咪唑-2-基)2-硫代丙烷(L)、[Cd(L)Br2]·DMF的配合物，并通过元素分析对其进行了表征，电导率、IR 和 UV-Vis 光谱测量。该配合物的晶体结构已通过单晶 X 射线衍射确定。Cd(II) 是五配位的，带有来自一个配体的两个氮和一个硫，以及两个溴化物。N2SBr2 供体处于扭曲的方形锥体几何形状 (τ = 0.32)。电子吸收滴定光谱、EB（溴化乙锭）竞争实验和粘度测量表明该复合物可以通过嵌入与 DNA 结合。
• Gregorzik, Ralf; Vahrenkamp, Heinrich, Chemische Berichte, 1994, vol. 127, # 10, p. 1857 - 1864
  作者：Gregorzik, Ralf、Vahrenkamp, Heinrich

  DOI：——

  日期：——
• Zinc thiolate complexes with chelating nitrogen ligands
  作者：R. Burth、H. Vahrenkamp

  DOI：10.1016/s0020-1693(98)00215-1

  日期：1998.11

  The thiolates SPh-, SCH2Ph- and SCH2CH2Ph- were combined with polydentate nitrogen donor ligands in monomeric zinc complexes. N-substituted bis(benzimidazolylmethyl)sulfides (R-BIMS) yielded the complexes (R-BIMS)Zn(SR)(2) (1-3) in which the central thioether sulfur does not coordinate. This holds also for the o-hydroxymethyl-thiophenolate complex (4). 2,9-Dimethylphenanthroline (neocuproin, NEO) produced compounds (NEO)Zn(SR)(2) (5). Bis(dimethylpyrazolyI-N-ethyl)amine (PEA) led to (PEA)Zn(SPh)(2) (6) in which only one pyrazole nitrogen and the central amine nitrogen are coordinated. 2-Mercaptomethylpyridine (HMMP) formed the bis-ligand complex (MMP)(2)Zn (7). Six structure determinations have shown that all complexes are characterized by a tetrahedral ZnN2S2 coordination, irrespective of the ring size (5, 6, 8) which is thereby enforced on the chelate ligand, even at the expense of unused ligand donor atoms. (C) 1998 Elsevier Science S.A. All rights reserved.
• A Six-Coordinate Picrate Nickel(II) Complex Based on the V-Shaped Ligand 1,3-Bis (1-Benzylbenzimidazol-2-yl)-2-Thiapropane: Synthesis, Crystal Structure, Biological Activities
  作者：Huilu Wu、Jin Kong、Yanhui Zhang、Furong Shi、Yuchen Bai、Xiaoli Wang

  DOI：10.1080/10426507.2013.829836

  日期：2014.4.3

  A six-coordinate picrate nickel(II) complex based on the V-shaped ligand 1,3-bis(1-benzylbenzimidazol-2-yl)-2-thiapropane (L), with the composition [Ni(L)(2)](pic)(2), has been synthesized and characterized systematically. The crystal structure of the Ni(II) complex is a six-coordinated octahedron, which is considerably close to ideal octahedral geometry with N4S2 donors of the two ligands. Biological activities of compounds were investigated using electronic absorption spectroscopy, fluorescence spectroscopy, and viscosity measurements. The results suggested that both ligand L and Ni(II) complex bind to DNA in an intercalative binding mode, and DNA-binding affinity of the Ni(II) complex is stronger than that of ligand L. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional figures.]