1,5-bis(5-bromosalicylidene)carbohydrazide | 339242-77-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1,5-bis(5-bromosalicylidene)carbohydrazide
• 英文别名: 1,3-Bis[(5-bromo-2-hydroxyphenyl)methylideneamino]urea
• CAS: 339242-77-2
• 化学式: C₁₅H₁₂Br₂N₄O₃
• 分子量: 456.093
• InChiKey: UXBYQJIQRYVDEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106.31
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 N,N-二甲基甲酰胺 、 1,5-bis(5-bromosalicylidene)carbohydrazide 、 copper(II) nitrate trihydrate 以 二氯甲烷 为溶剂， 以48.3%的产率得到[Cu₂(bbhc)(H₂O)(dmf)₂]NO₃.H₂O
  参考文献：
  名称：

  Five novel dinuclear copper(II) complexes: Crystal structures, properties, Hirshfeld surface analysis and vitro antitumor activity study

  摘要：

  Five dinuclear copper(II) complexes have been synthesized with three kinds of Schiff bases and Cu (NO3)(2)center dot H2O in different solvent systems: [Cu-2(bdhc)(CH3OH)(NO3)(dmf)(2)] (1), [Cu-2(bdhc)(CH3CH2OH) (NO3)(dmf)(2)] (2) [Cu-2(bchc)(CH3CH2OH)(NO3)(dmf)(2)] (3), [Cu-2(bchc)(CH3OH)(NO3)(dmf)(2)] (4), [Cu-2(bbhc)(H2O)(dmf)(2)center dot NO3-H2O (5) (H(3)bdhc is 1,5-bis(3,5-dibromosalicylidene)-carbohydrazide, H3bchc is 1,5-bis(3,5-dichlorosalicylidene)-carbohydrazide, H(3)bbhc is 1,5-bis(5-bromosalicylidene)-carbohydrazide). All the compounds were characterized by IR spectroscopy, Element analysis and X-ray single -crystal diffraction. The anti -proliferative activity of 1-5 was evaluated against a panel of human tumor cells while 3 exhibited a high antitumor activity against T-24, A549, SK-OV-3 and MGC-803. A detailed analysis of Hirshfeld surface and 2D fingerprint plot revealed that 1-5 were supported mainly by H center dot center dot center dot H, C -H center dot center dot center dot X (X = Cl, Br) and O center dot center dot center dot H intermolecular interactions. Fluorescence properties indicate that all the complexes exist fluorescence concentration self -quenching effect. The magnetic properties of 1 from 2 to 300 K are also discussed. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2016.09.013
• 作为产物：
  描述：

  碳酰肼 、 5-溴水杨醛 以 甲醇 为溶剂， 反应 6.0h， 以95%的产率得到1,5-bis(5-bromosalicylidene)carbohydrazide
  参考文献：
  名称：

  第一个包含 VO 和 VO2Cores 的中性双核钒配合物：合成、结构、电化学性质和催化活性

  摘要：

  一种中性双核钒配合物，含有氧化和二氧化钒核，具有腙基配体，[VO(OCH3)(CH3OH)(HL)VO2] (1) {H4L = bis[(E)-N'-(5-bromo-2) -羟基亚苄基）]-碳酰肼}，合成并通过 X 射线晶体学和光谱方法（IR、UV/Vis、NMR）充分表征。配体作为三负六齿 N3O3 供体配体形成双核复合物，在反应过程中 V4+ 被氧化为 V5+。配位多面体是单氧化钒核心的 VO5N 扭曲八面体和二氧化钒核心的 VO3N2 三角双锥。催化反应结果表明，在乙腈中过氧化氢水溶液的顺式环辛烯清洁环氧化反应中，1是一种高活性催化剂。

  DOI：

  10.1002/zaac.201300245

文献信息

• The First Neutral Dinuclear Vanadium Complex Comprising VO and VO₂Cores: Synthesis, Structure, Electrochemical Properties, and Catalytic Activity
  作者：Hassan Hosseini-Monfared、Rahman Bikas、Parisa Mahboubi-Anarjan、Seik Weng Ng、Edward R. T. Tiekink

  DOI：10.1002/zaac.201300245

  日期：2014.1

  A neutral dinuclear vanadium complex containing both oxido and dioxidovanadium cores with hydrazone based ligand, [VO(OCH3)(CH3OH)(HL)VO2] (1) H4L = bis[(E)-N′-(5-bromo-2-hydroxybenzylidene)]-carbohydrazide}, was synthesized and fully characterized by X-ray crystallography and spectroscopic methods (IR, UV/Vis, NMR). The ligand acts as a trinegative hexadentate N3O3 donor ligand to form a dinuclear

  一种中性双核钒配合物，含有氧化和二氧化钒核，具有腙基配体，[VO(OCH3)(CH3OH)(HL)VO2] (1) H4L = bis[(E)-N'-(5-bromo-2) -羟基亚苄基）]-碳酰肼}，合成并通过 X 射线晶体学和光谱方法（IR、UV/Vis、NMR）充分表征。配体作为三负六齿 N3O3 供体配体形成双核复合物，在反应过程中 V4+ 被氧化为 V5+。配位多面体是单氧化钒核心的 VO5N 扭曲八面体和二氧化钒核心的 VO3N2 三角双锥。催化反应结果表明，在乙腈中过氧化氢水溶液的顺式环辛烯清洁环氧化反应中，1是一种高活性催化剂。
• Five novel dinuclear copper(II) complexes: Crystal structures, properties, Hirshfeld surface analysis and vitro antitumor activity study
  作者：Hai-Yang Zhang、Wei Wang、Hao Chen、Shu-Hua Zhang、Yan Li

  DOI：10.1016/j.ica.2016.09.013

  日期：2016.11

  Five dinuclear copper(II) complexes have been synthesized with three kinds of Schiff bases and Cu (NO3)(2)center dot H2O in different solvent systems: [Cu-2(bdhc)(CH3OH)(NO3)(dmf)(2)] (1), [Cu-2(bdhc)(CH3CH2OH) (NO3)(dmf)(2)] (2) [Cu-2(bchc)(CH3CH2OH)(NO3)(dmf)(2)] (3), [Cu-2(bchc)(CH3OH)(NO3)(dmf)(2)] (4), [Cu-2(bbhc)(H2O)(dmf)(2)center dot NO3-H2O (5) (H(3)bdhc is 1,5-bis(3,5-dibromosalicylidene)-carbohydrazide, H3bchc is 1,5-bis(3,5-dichlorosalicylidene)-carbohydrazide, H(3)bbhc is 1,5-bis(5-bromosalicylidene)-carbohydrazide). All the compounds were characterized by IR spectroscopy, Element analysis and X-ray single -crystal diffraction. The anti -proliferative activity of 1-5 was evaluated against a panel of human tumor cells while 3 exhibited a high antitumor activity against T-24, A549, SK-OV-3 and MGC-803. A detailed analysis of Hirshfeld surface and 2D fingerprint plot revealed that 1-5 were supported mainly by H center dot center dot center dot H, C -H center dot center dot center dot X (X = Cl, Br) and O center dot center dot center dot H intermolecular interactions. Fluorescence properties indicate that all the complexes exist fluorescence concentration self -quenching effect. The magnetic properties of 1 from 2 to 300 K are also discussed. (C) 2016 Elsevier B.V. All rights reserved.