1,1'-(anthracen-9-ylmethylene)bis(1H-pyrazole) | 1379764-77-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,1'-(anthracen-9-ylmethylene)bis(1H-pyrazole)
• 英文别名: 1-[Anthracen-9-yl(pyrazol-1-yl)methyl]pyrazole；1-[anthracen-9-yl(pyrazol-1-yl)methyl]pyrazole
• CAS: 1379764-77-8
• 化学式: C₂₁H₁₆N₄
• 分子量: 324.385
• InChiKey: PCCKIUCZIOHWMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1'-(anthracen-9-ylmethylene)bis(1H-pyrazole) 、 zinc(II) chloride 以 乙酸乙酯 为溶剂， 反应 3.0h， 生成 [ZnCl2(1,1′-(anthracen-9-ylmethylene)bis(1H-pyrazole))]2
  参考文献：
  名称：

  Synthesis, characterization, cytotoxicity and antibacterial activity of an anthracenyl-linked bis(pyrazolyl)methane ligand and its zinc(II) complexes

  摘要：

  Three novel Zn(II) complexes (1-3) with 1,1'-(anthracen-9-ylmethylene)bis(1H-pyrazole) (L-2) have been prepared and structurally characterized by X-ray crystallography. Among them, 1 is a binuclear Zn(II) complex while 2 and 3 are mononuclear. The in vitro cytotoxic and antibacterial activities of these complexes were also evaluated. The three complexes exhibit cytotoxic specificity and significant antitumor activity. The MIC50 value of complex 1 against Pseudomonas putida reaching 0.011 mu g/mL much lower than that the positive control chloromycin (0.182 mu g/mL), indicates that complex 1 is a potent antibacterial agent. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.10.064
• 作为产物：
  描述：

  1,1'-sulfinylbispyrazole 、 9-蒽甲醛 在 cobalt(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以0.67 g的产率得到1,1'-(anthracen-9-ylmethylene)bis(1H-pyrazole)
  参考文献：
  名称：

  Synthesis, characterization, and antitumor activities of two copper(II) complexes with pyrazole derivatives

  摘要：

  Two mononuclear copper(II) complexes with pyrazole derivatives, 1,1'-(anthracen-9-ylmethylene)bis(1H-pyrazole) (L-1) and 9-(4-(di(1H-pyrazol-1-yl)methyl)phenyl)-9H-carbazole (L-2), of formulae [CuL1(CH3CN)(2)](ClO4)(2) (1) and [CuL2(CH3CN)(2)](ClO4)(2) (2) were prepared. Both complexes were confirmed by IR, MS, H-1 NMR, and elemental analyses. Complex 1 was also characterized by X-ray crystallography, confirming that copper(II) is coordinated by four nitrogen atoms from two L-1 and two oxygen atoms from two perchlorates. Furthermore, all ligands and complexes were tested in vitro for their antitumor activities using mouse melanoma cell line B16-F10, HepG2 human hepatoma cell line, and A549 human lung adenocarcinoma cell line. Both complexes displayed potent cytotoxicity and are promising substrates for further investigations.

  DOI：

  10.1080/00958972.2012.690038