1,4-bis(bis(3,5-dimethyl-1H-pyrazol-1-yl)methyl)benzene | 1073267-94-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis(bis(3,5-dimethyl-1H-pyrazol-1-yl)methyl)benzene
• 英文别名: 1,4-bis[bis(3,5-dimethyl-1H-pyrazol-1-yl)methyl]benzene；1,4-bis[bis(3,5-dimethylpyrazol-1-yl)methyl]benzene；p-bis[bis(3,5-dimethylpyrazol-1-yl)methyl]benzene；1,4-Bis[bis(3,5-dimethyl-1h-pyrazol-1-yl)methyl]benzene；1-[[4-[bis(3,5-dimethylpyrazol-1-yl)methyl]phenyl]-(3,5-dimethylpyrazol-1-yl)methyl]-3,5-dimethylpyrazole
• CAS: 1073267-94-3
• 化学式: C₂₈H₃₄N₈
• 分子量: 482.632
• InChiKey: POGXIDMLLMMIGO-UHFFFAOYSA-N

物化性质

• 熔点：
  224.5-226 °C(Solv: benzene (71-43-2))
• 沸点：
  677.2±55.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  copper(II) nitrate trihydrate 、 1,4-bis(bis(3,5-dimethyl-1H-pyrazol-1-yl)methyl)benzene 以 丙酮 为溶剂， 以88%的产率得到μ-[1,4-bis[bis(3,5-dimethylpyrazol-1-yl)methyl]benzene]nitratodicopper(II) nitrate
  参考文献：
  名称：

  新型双（吡唑）-2,2'-联吡啶混合配体铜（II）配合物的合成、表征和有效的超氧化物歧化酶样活性。

  摘要：

  Cu(II) 氯化物和硝酸盐与双(吡唑-1-基) 丙烷和双[2-(吡唑-1-基)乙基]醚配体的11 种新配合物被制备并用光谱和电化学方法表征。双[2-(3,5-二甲基吡唑-1-基)乙基]醚二硝基铜的X射线晶体结构测定揭示了一个七配位结构，双(吡唑)配体以三齿NNO-方式配位，并且两者都是硝酸盐离子以双齿方式。硝酸铜 (II) 配合物与 2,2'-联吡啶的反应导致硝酸根离子之一置换到外球体中并形成混合配体配合物。混合配体联吡啶 Cu(II) 配合物在化学超氧化物阴离子生成系统中表现出最高的超氧化物歧化酶 (SOD) 样活性，IC(50) 值在低微摩尔范围内。密度泛函理论计算表明，将双吡啶基配体引入复合物中可显着降低最低未占分子轨道 (LUMO) 能级，这解释了与非双吡啶物种相比，这些复合物的类 SOD 活性增加。这些双核复合物也是体外吞噬细胞（人中性粒细胞和鼠骨髓白细胞）产生的活性氧的有效清

  DOI：

  10.1039/b900869a
• 作为产物：
  描述：

  3,5-二甲基吡唑 、 Alpha,Alpha,Alpha,Alpha-四溴对二甲苯 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 9.0h， 以86.7%的产率得到1,4-bis(bis(3,5-dimethyl-1H-pyrazol-1-yl)methyl)benzene
  参考文献：
  名称：

  Molecular design and the optimum synthetic route of the compounds with multi-pyrazole and its derivatives and the potential application in antibacterial agents

  摘要：

  Molecular design and efficient synthetic procedures have been developed for pyrazole and its derivatives with different linkers. In particular, twelve compounds with -I or -NO2 substituted groups on the pyrazole ring were synthesized for the first time. These compounds are characterized by element analysis, IR, HNMR, M.P. and X-ray diffraction. In addition, some compounds and corresponding complexes were also assayed in vitro for their ability to inhibit the growth of representative Gram-positive bacteria, Gram-negative bacteria and the fungus. It was worthwhile to note that some compounds could be used as potential antibacterial agents. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.06.020

文献信息

• Dinuclear Species versus Zigzag or Helical Polymers in Palladium, Zinc, and Copper Complexes with Ditopic Bis(pyrazolyl)methane Ligands
  作者：Gema Durá、M. Carmen Carrión、Félix A. Jalón、Blanca R. Manzano、Ana M. Rodríguez

  DOI：10.1002/ejic.201300948

  日期：2013.12.2

  scorpions, the authors simulate the structure and the coordination ability of a ligand that appears as the shadow of this animal. The claws of the animal are pyrazolyl rings, the binding sites of this ligand to metallic centers. The image also contains the metallic compounds used to generate dinuclear complexes or zigzag or helical polymers.

  卡斯蒂利亚-拉曼恰-IRICA 大学的 Felix Jalon 和 Blanca Manzano 小组受邀为本期封面。作者通过两只蝎子结合形成的一种奇怪动物的封面图片，模拟了一种配体的结构和协调能力，该配体表现为这种动物的影子。动物的爪子是吡唑环，这是配体与金属中心的结合位点。该图像还包含用于生成双核配合物或锯齿形或螺旋形聚合物的金属化合物。
• Synthesis, crystal structure and electrocatalytic activity of discrete and polymeric copper(II) complexes with bitopic bis(pyrazol-1-yl)methane ligands
  作者：Andrei S. Potapov、Eugenia A. Nudnova、Andrei I. Khlebnikov、Vladimir D. Ogorodnikov、Tatiana V. Petrenko

  DOI：10.1016/j.inoche.2015.01.024

  日期：2015.3

  bitopic bis(pyrazol-1-yl)methane ligands, namely 1,1,2,2-tetrakis(pyrazol-1-yl)ethane, 1,4-bis[bis(pyrazol-1-yl)methyl]benzene and 1,4-bis[bis(3,5-dimethylpyrazol-1-yl)methyl]benzene were prepared. Reactions of ligands with Cu2 + ions in 1:2 ratio gave discrete homodinuclear complexes, while 1:1 ligand-to-metal ratio lead to the formation of coordination polymers. Electrocatalytic activity of compounds

  摘要 含有双位双(吡唑-1-基)甲烷配体的新型配位铜(II)化合物，即1,1,2,2-四(吡唑-1-基)乙烷、1,4-双[双(吡唑-制备了1-基)甲基]苯和1,4-双[双(3,5-二甲基吡唑-1-基)甲基]苯。配体与 Cu2 + 离子以 1:2 的比例反应产生离散的同双核配合物，而 1:1 的配体与金属比例导致配位聚合物的形成。评价了化合物在改性碳糊电极表面氧电还原反应中的电催化活性。
• Photocatalytic activity of the modified composite photocatalyst by introducing the rich-nitrogen complex to the Bi2WO6
  作者：Zhi-Nan Wang、Feng-Ying Bai、Xuan Wang、Di Shang、Yong-Heng Xing

  DOI：10.1016/j.saa.2016.03.020

  日期：2016.6

  A metal-organic complex [Cd-2(L)(N-3)(4)]. DMF was prepared by the reaction of Cd(NO3)(2)center dot 4H(2)O, NaN3 and ligand L (L: 1,4-bis(bis(3,5-dimethyl-1H-pyrazol-1-yl)methyl)benzene) in a DMF system. And the complex was characterized by elemental analysis, IR spectroscopy, UV-vis spectroscopy, thermal gravimetric technology, X-ray powder diffraction and single-crystal X-ray diffraction. Furthermore, the complex was combined with Bi2WO6 to form a composite, which was used as photocatalyst to degrade the basic dye methylene blue (MB) under the Xe lamp irradiation. The result revealed that the photocatalytic activity of the composite was better than that of the pure Bi2WO6 and the complex. In addition, the mechanism of the photocatalysis was also studied. (C) 2016 Elsevier B.V. All rights reserved.
• Synthesis of ditopic ligands containing bis(1H-pyrazol-1-yl)-methane fragments
  作者：E. A. Nudnova、A. S. Potapov、A. I. Khlebnikov、V. D. Ogorodnikov

  DOI：10.1134/s1070428007110188

  日期：2007.11

  New approaches have been proposed for the synthesis of compounds containing two bis(1H-pyrazol-1-yl)methane fragments. Nucleophilic replacement of the halogen atoms in appropriate tetrabromo derivatives by pyrazoles in the superbasic system KOH-DMSO gave ditopic chelating ligands: 1,1,2,2-tetrakis(1H-pyrazol-1-yl)ethane, 1,4-bis[bis(1H-pyrazol-1-yl)methyl]benzene, and 1,4-bis[bis(3,5-dimethyl-1H-pyrazol-1-yl)methyl]benzene. 1,4-Bis[bis(1H-pyrazol-1-yl)methyl]benzene was also synthesized by reaction of 1H-pyrazole with terephthalaldehyde in the presence of thionyl chloride. 1,1,2,2-Tetrakis(1H-pyrazol-1-yl)ethane was converted into the corresponding tetraiodo and tetranitro derivatives.
• Molecular design and the optimum synthetic route of the compounds with multi-pyrazole and its derivatives and the potential application in antibacterial agents
  作者：Ji-Xiao Wang、Zi-Ran Zhu、Feng-Ying Bai、Xin-Yu Wang、Xiao-Xi Zhang、Yong-Heng Xing

  DOI：10.1016/j.poly.2015.06.020

  日期：2015.10

  Molecular design and efficient synthetic procedures have been developed for pyrazole and its derivatives with different linkers. In particular, twelve compounds with -I or -NO2 substituted groups on the pyrazole ring were synthesized for the first time. These compounds are characterized by element analysis, IR, HNMR, M.P. and X-ray diffraction. In addition, some compounds and corresponding complexes were also assayed in vitro for their ability to inhibit the growth of representative Gram-positive bacteria, Gram-negative bacteria and the fungus. It was worthwhile to note that some compounds could be used as potential antibacterial agents. (C) 2015 Elsevier Ltd. All rights reserved.