N,N-diethylpiperazinyl-2,6-pyridinedicarboxylate | 1129550-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N-diethylpiperazinyl-2,6-pyridinedicarboxylate
• 英文别名: 4,12-Dioxa-1,15,20-triazatricyclo[13.2.2.16,10]icosa-6(20),7,9-triene-5,11-dione；4,12-dioxa-1,15,20-triazatricyclo[13.2.2.16,10]icosa-6(20),7,9-triene-5,11-dione
• CAS: 1129550-55-5
• 化学式: C₁₅H₁₉N₃O₄
• 分子量: 305.334
• InChiKey: MGEBBXWIOHLZBC-UHFFFAOYSA-N

物化性质

• 沸点：
  567.5±50.0 °C(predicted)
• 密度：
  1.33±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  72
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  cobalt(II) chloride hexahydrate 、 N,N-diethylpiperazinyl-2,6-pyridinedicarboxylate 以 甲醇 为溶剂， 以70%的产率得到CoCl2(N,N-diethylpiperazinyl-2,6-pyridinedicarboxylate)
  参考文献：
  名称：

  Synthesis and characterization of transition metal 2,6-pyridinedicarboxylic acid derivatives, interactions of Cu(II) and Ni(II) complexes with DNA in vitro

  摘要：

  Mononuclear complexes M(L)Cl-2 where M=Mn(II), Fe(II), Co(II), Ni(II) and Cu(II) and (L=N,N-diethylpiperazinyl,2,6-pyridinedicarboxylate), have been synthesized and characterized by elemental analysis, FT-IR, H-1 NMR spectroscopy. UV-vis, magnetic moment, TGA/DSC, cyclic voltammetry and conductivity measurement data. The spectral data suggests that the dipicolinic acid acts as a bidentate ligand and is coordinated to the metal ion through the carboxylate oxygen. The cyclic voltammogram for Cu(L)Cl-2 complex was found to display two reversible Cu(II)/Cu(I) and Cu(II)/Cu(III) redox couple. The ligand exhibits a two-step thermolytic pattern while the complexes decompose in three stages respectively. An octahedral geometry has been proposed for both the complexes. The investigation of the interaction of the complexes with calf thymus DNA has been performed with absorption spectroscopy and fluorescence quenching experiments, which showed that the complexes are avid binders of calf thymus DNA. Also the interaction of the Cu(II) and Ni(II) complexes with plasmid DNA (pUC 19) was studied using agarose gel electrophoresis. The results revealed that these complexes can act as effective DNA cleaving agents resulting in the nicked form of DNA (pUC 19) under physiological conditions. The gel was run both in the absence and presence of an oxidizing agent (H2O2). The ligand and its complexes have also been screened against microbes in order to study their antibacterial action. The results revealed that the Cu(II) complex has activity comparable with the reference drugs gentamycin and flucanzole. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2008.10.001
• 作为产物：
  描述：

  bis(2-chloroethyl) pyridine-2,6-dicarboxylate 、 piperazine hexahydrate 以 甲醇 为溶剂， 反应 4.0h， 以80%的产率得到N,N-diethylpiperazinyl-2,6-pyridinedicarboxylate
  参考文献：
  名称：

  Synthesis and characterization of transition metal 2,6-pyridinedicarboxylic acid derivatives, interactions of Cu(II) and Ni(II) complexes with DNA in vitro

  摘要：

  Mononuclear complexes M(L)Cl-2 where M=Mn(II), Fe(II), Co(II), Ni(II) and Cu(II) and (L=N,N-diethylpiperazinyl,2,6-pyridinedicarboxylate), have been synthesized and characterized by elemental analysis, FT-IR, H-1 NMR spectroscopy. UV-vis, magnetic moment, TGA/DSC, cyclic voltammetry and conductivity measurement data. The spectral data suggests that the dipicolinic acid acts as a bidentate ligand and is coordinated to the metal ion through the carboxylate oxygen. The cyclic voltammogram for Cu(L)Cl-2 complex was found to display two reversible Cu(II)/Cu(I) and Cu(II)/Cu(III) redox couple. The ligand exhibits a two-step thermolytic pattern while the complexes decompose in three stages respectively. An octahedral geometry has been proposed for both the complexes. The investigation of the interaction of the complexes with calf thymus DNA has been performed with absorption spectroscopy and fluorescence quenching experiments, which showed that the complexes are avid binders of calf thymus DNA. Also the interaction of the Cu(II) and Ni(II) complexes with plasmid DNA (pUC 19) was studied using agarose gel electrophoresis. The results revealed that these complexes can act as effective DNA cleaving agents resulting in the nicked form of DNA (pUC 19) under physiological conditions. The gel was run both in the absence and presence of an oxidizing agent (H2O2). The ligand and its complexes have also been screened against microbes in order to study their antibacterial action. The results revealed that the Cu(II) complex has activity comparable with the reference drugs gentamycin and flucanzole. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2008.10.001