N,N' bis(3,4 dihydroxybenzylidene)-1,2 diaminobenzene | 348601-90-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N' bis(3,4 dihydroxybenzylidene)-1,2 diaminobenzene
• 英文别名: N,N'-bis(3,4-dihydroxybenzylidene)benzene-1,2-diamine；N,N'-bis(3,4-dihydroxybenzylidene)-diaminobenzene；4-[[2-[(3,4-dihydroxyphenyl)methylideneamino]phenyl]iminomethyl]benzene-1,2-diol
• CAS: 348601-90-1
• 化学式: C₂₀H₁₆N₂O₄
• 分子量: 348.358
• InChiKey: ACBQJSBGVLGORH-UHFFFAOYSA-N

物化性质

• 沸点：
  689.2±55.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2'-联吡啶 、 N,N' bis(3,4 dihydroxybenzylidene)-1,2 diaminobenzene 、 palladium dichloride 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  双、三和四核 Pd(II) 和 Pt(II) 配合物与 diSchiff 碱配体的光谱、热表征和细胞毒活性

  摘要：

  摘要 在本文中；N,N'-双(3,4-二羟基亚苄基)乙烷-1,2-二胺(EDH 4 ), N,N 的新型二核、三核和四核 Pd(II) 和 Pt(II) 配合物'-双(3,4-二羟基-亚苄基)-苯-1,2-二胺(PDH 4 )和N,N'-双-(3,4-二羟基亚苄基)-4,5-二甲基-1,2-二胺（MPDH 4 ）配体通过两种不同的方法合成。第一种方法涉及通过 3,4-二羟基苯甲醛 (L'H 2 ) 与乙二胺 (en)、邻苯二胺 (o-PD) 或 4,5-二甲基-1,2 的缩合反应合成三种配体-苯二胺 (DMPD) 的摩尔比为 2:1，然后在 2,2'-联吡啶 (L) 存在下，所得席夫碱配体与 Pd(II) 或 Pt(II) 离子反应形成二核和三核金属配合物。第二种方法涉及 Pd 络合物 LPd(II)L', (L = 2,2'-二吡啶基，L' = 4-formylbenzo-1,2-bis(olate))

  DOI：

  10.1016/j.molstruc.2014.06.064
• 作为产物：
  描述：

  邻苯二胺 、 3,4-二羟基苯甲醛 以 乙醇 为溶剂， 反应 12.0h， 以76%的产率得到N,N' bis(3,4 dihydroxybenzylidene)-1,2 diaminobenzene
  参考文献：
  名称：

  Interaction of calf thymus DNA with N,N′-Bis(3,4-dihydroxybenzylidene)-1,2-diaminobenzene ligands

  摘要：

  In the present study, at first, N,N'-bis(3,4-dihydroxyhenzylidene)-1,2-diaminobenzene (BDBDAB), has been synthesized by combination of 1,2-diaminobenzene and 3,4-dihydroxybenzaldehyde in a solvent system. These ligand containing ortho-quinone functional groups were characterized using UV-VIS and IR spectroscopies. Subsequently, the interaction between native calf thymus deoxyribonucleic acid (ct-DNA) and BDBDAB was investigated in 10 mM Tris-HCl buffer solution, pH 7.2, using UV-visible absorption and fluorescence spectroscopies, thermal denaturation technique, viscosity measurement, and cyclic voltametry. From spectrophotometric titration experiments, the binding constants of BDBDAB with double stranded DNA were found to be (0.9 +/- 0.1) x 10(4) M-1. The magnitude of the interaction between the ligands and DNA can be quantified by using the Stern-Volmer equation. From the plot of I (0)/I versus [DNA]/[BDBDAB] the quenching constants (K (SV)) were obtained and found to be 5.6 +/- 0.2. Thermal denaturation experiments represent the increasing of melting temperature of DNA (about 3.2A degrees C) due to binding of BDBDAB. There is no increasing of viscosity was observed in addition of BDBDAB to DNA. The electroactivity of the quinone moiety in N,N'-bis(3,4-dihydroxybenzylidene)-1,2-diaminobenzene bound to DNA could be employed as cyclic voltametry to obtain binding constant. These results suggest that interaction with the grooves could be the principal mode of binding of BDBDAB to double stranded ct-DNA.

  DOI：

  10.1134/s0036024410130133

文献信息

• Interaction of calf thymus DNA with N,N′-Bis(3,4-dihydroxybenzylidene)-1,2-diaminobenzene ligands
  作者：M. -R. Azani、A. Hassanpour、A. -K. Bordbar、M. A. Mehrgardi

  DOI：10.1134/s0036024410130133

  日期：2010.1

  In the present study, at first, N,N'-bis(3,4-dihydroxyhenzylidene)-1,2-diaminobenzene (BDBDAB), has been synthesized by combination of 1,2-diaminobenzene and 3,4-dihydroxybenzaldehyde in a solvent system. These ligand containing ortho-quinone functional groups were characterized using UV-VIS and IR spectroscopies. Subsequently, the interaction between native calf thymus deoxyribonucleic acid (ct-DNA) and BDBDAB was investigated in 10 mM Tris-HCl buffer solution, pH 7.2, using UV-visible absorption and fluorescence spectroscopies, thermal denaturation technique, viscosity measurement, and cyclic voltametry. From spectrophotometric titration experiments, the binding constants of BDBDAB with double stranded DNA were found to be (0.9 +/- 0.1) x 10(4) M-1. The magnitude of the interaction between the ligands and DNA can be quantified by using the Stern-Volmer equation. From the plot of I (0)/I versus [DNA]/[BDBDAB] the quenching constants (K (SV)) were obtained and found to be 5.6 +/- 0.2. Thermal denaturation experiments represent the increasing of melting temperature of DNA (about 3.2A degrees C) due to binding of BDBDAB. There is no increasing of viscosity was observed in addition of BDBDAB to DNA. The electroactivity of the quinone moiety in N,N'-bis(3,4-dihydroxybenzylidene)-1,2-diaminobenzene bound to DNA could be employed as cyclic voltametry to obtain binding constant. These results suggest that interaction with the grooves could be the principal mode of binding of BDBDAB to double stranded ct-DNA.
• Spectroscopic, thermal characterization and cytotoxic activity of bi-, tri- and tetra-nuclear Pd(II) and Pt(II) complexes with diSchiff base ligands
  作者：Wael Hussein Hegazy

  DOI：10.1016/j.molstruc.2014.06.064

  日期：2014.10

  the Pd complex LPd(II)L′, (L = 2,2′-dipyridyl, L′ = 4-formylbenzene-1,2-bis(olate)) with en, o-PD, or DMPD in a mole ratio of 2:1, respectively, followed by reaction with PdCl 2 to form di-, tri-, and tetra-nuclear palladium(II) complexes, respectively. Structures of ligands and metal complexes are characterized by physical properties, FT-IR spectra and nuclear magnetic resonance. The geometries of metal

  摘要 在本文中；N,N'-双(3,4-二羟基亚苄基)乙烷-1,2-二胺(EDH 4 ), N,N 的新型二核、三核和四核 Pd(II) 和 Pt(II) 配合物'-双(3,4-二羟基-亚苄基)-苯-1,2-二胺(PDH 4 )和N,N'-双-(3,4-二羟基亚苄基)-4,5-二甲基-1,2-二胺（MPDH 4 ）配体通过两种不同的方法合成。第一种方法涉及通过 3,4-二羟基苯甲醛 (L'H 2 ) 与乙二胺 (en)、邻苯二胺 (o-PD) 或 4,5-二甲基-1,2 的缩合反应合成三种配体-苯二胺 (DMPD) 的摩尔比为 2:1，然后在 2,2'-联吡啶 (L) 存在下，所得席夫碱配体与 Pd(II) 或 Pt(II) 离子反应形成二核和三核金属配合物。第二种方法涉及 Pd 络合物 LPd(II)L', (L = 2,2'-二吡啶基，L' = 4-formylbenzo-1,2-bis(olate))