1-((2-(pyrazinyl)-1H-benzoimidazol-1-yl)methyl)-1H-benzotriazole | 1393931-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-((2-(pyrazinyl)-1H-benzoimidazol-1-yl)methyl)-1H-benzotriazole
• 英文别名: 1-((2-pyrazinyl-1H-benzoimidazol-1-yl)methyl)-1H-benzotriazole
• CAS: 1393931-01-5
• 化学式: C₁₈H₁₃N₇
• 分子量: 327.348
• InChiKey: BWWHTSORLHASIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  74.31
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  copper(l) iodide 、 1-((2-(pyrazinyl)-1H-benzoimidazol-1-yl)methyl)-1H-benzotriazole 以 氯仿 、 乙腈 为溶剂， 反应 72.0h， 以65%的产率得到{Cu₂(1-((2-(pyrazinyl)-1H-benzoimidazol-1-yl)methyl)-1H-benzotriazole)₂(I)₂}_n
  参考文献：
  名称：

  Photoluminescence and in vitro cytotoxicity of benzimidazole-based CuI/PtII complexes

  摘要：

  Three novel complexes (Cu-2(pzbmb)2(I)2}(n) (1), Pt(pzbmb)(Cl)(2)(DMSO) (2) and Pt(pdbmb)(Cl)(2) (3) based on two novel V-shaped flexible ligands 1((2-(pyrazinyl)-1H-benzoimidazol-1-yl)methyl)-1H-benzotriazole (pzbmb) and 1((2-(pyridine-2-yl)-1H-benzoimidazol-1-yl)methyl)-1H-benzotriazole (pdbmb) have been synthesized under solvothermal conditions. Complex 1 possesses a 1D chain structure with short Cu center dot center dot center dot Cu distance being 3.008 angstrom, whereas complex 2 and 3 are mononuclear motifs. Complexes 1-3 exhibit strong phosphorescence at different temperatures in the range of 13-298 K, which is attributed to the presence of intersystem crossing from singlet to triplet caused by the heavy-atom effect. After being tested against SH-SY5Y (neuroblast tumor cell line) by standard MTT assay, complex 3 displayed promising cytotoxicity. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.08.004

文献信息

• Cytotoxicity towards human alimentary system carcinoma cells resulting from diverse copper(II) complexes
  作者：Jin’an Zhao、Kun Peng、Yan Guo、Jin Zhang、Dandan Zhao、Shufang Chen、Jiyong Hu

  DOI：10.1080/00958972.2014.938064

  日期：2014.7.3

  Three coordination compounds with heterocyclic ligands were constructed to investigate the potential cytotoxicity of copper(II)-based complexes. IC50 values revealed that complexes 2 and 3 show strong cytotoxicity, whereas complex 1 is weakly cytotoxic after being tested by MTT assay against a panel of several human alimentary system carcinoma cell lines.To investigate the potential cytotoxicity of copper(II)-based complexes, three coordination compounds with heterocyclic ligands, Cu(pbmbt)Cl-2(CH3OH) (1), Cu-2(ddbib)(2)(NO3)(4)center dot 3CH(3)OH (2), and Cu-3(ttmtmb)(2)Cl-6 center dot 2.5H(2)O (3), which include mononuclear, dinuclear, and trinuclear structures, have been synthesized from reactions of corresponding copper(II) salts with 1-((2-pyrazinyl)-1H-benzoimidazol-1-yl)methyl)-1H-benzotriazole (pbmbt), 2-(2,3-dihydropyrazin-2-yl)-1-((4-2-((2,3-dihydropyrazin-2-yl)-1H-benzo[d]imidazol-1-yl)methyl)phenyl)methyl)-1H-benzo[d]imidazole (ddbib), and 1,1',1''-((2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene)tris(2-methyl-1H-benzoimidazole) (ttmtmb), respectively. IC50 values revealed that 2 and 3 show strong cytotoxicity, whereas 1 is weakly cytotoxic after being tested against a panel of several human alimentary system carcinoma cell lines (SGC7901, EC109, SMMC7721, and HT29). The number of copper centers and different structures could make a tremendous difference on their cytotoxicity.
• Construction of three 2-D silver(I) coordination architectures with a flexible pyrazine-based ligand
  作者：Jin’an Zhao、Jiyong Hu、Yun Bai、Shufang Chen、Shenshen Li

  DOI：10.1080/00958972.2012.713103

  日期：2012.9.20

  To investigate the impact of weak intermolecular interactions in construction of metal-organic frameworks, three silver(I) coordination complexes with the flexible N-heterocyclic ligand 1-((2-pyrazinyl)-1H-benzoimidazol-1-yl)methyl)-1H-benzotriazole (PBMBT), Ag(C18H13N7)NO3}(n) (1), Ag(C18H13N7)ClO4}(n) (2), and Ag(C18H13N7)SO3CF3}(n) (3), were prepared under solvothermal conditions and structurally characterized by single-crystal X-ray diffraction, IR spectrum, and elemental analyses. Complexes 1-3 exhibit 2-D reticulate structures, and these 2-D layers are further connected into 3-D supramolecular motifs by pi center dot center dot center dot pi interactions and hydrogen bonds. Luminescence indicates that 1-3 show analogous fluorescent emissions compared with the PBMBT in the solid state at room temperature.