N’-phenyl-N’-(pyridin-2-yl)picolinohydrazide | 1235864-68-2

• 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’-phenyl-N’-(pyridin-2-yl)picolinohydrazide
• 英文别名: N'-phenyl-N'-(pyridin-2-yl)picolinohydrazide；N'-phenyl-N'-pyridin-2-ylpyridine-2-carbohydrazide
• CAS: 1235864-68-2
• 化学式: C₁₇H₁₄N₄O
• 分子量: 290.324
• InChiKey: SYGKNHKQJYLBDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 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：
  58.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  iron(III) chloride 、 N’-phenyl-N’-(pyridin-2-yl)picolinohydrazide 以 甲醇 为溶剂， 反应 3.0h， 以42%的产率得到[Fe(N'-phenyl-N'-(pyridin-2-yl)picolinohydrazide)(MeOH)Cl₂]
  参考文献：
  名称：

  Synthesis, structure, redox properties and DNA interaction studies on mononuclear iron(III) complexes with amidate ligand

  摘要：

  A new family of mononuclear Fe(III) complexes [Fe(Pamp)(MeOH) Cl-2], 1 and [Fe(Pamp)(2)](ClO4), 2 were synthesized using designed tridentate ligand PampH having pyridine and amide nitrogen donors (PampH is NO-phenyl-NO-(pyridin-2-yl) picolinohydrazide) and H stands for dissociable proton). Both the complexes (1 and 2) were characterized by different spectroscopic studies and molecular structure of [Fe(Pamp)(2)](ClO4), 2 was determined by single crystal X-ray diffraction. Geometry around metal centre was described as distorted octahedral with two meridionally oriented Pamp ligands. Electrochemical studies afforded E1/2 values of Fe(III)/Fe(II) couple + 0.065 V (for 1) and 0.077 V (for 2) versus Ag/AgCl electrode. DNA binding properties of these complexes were investigated and complex 1 exhibited nuclease activity. Mechanistic investigation revealed the possible participation of hydroxyl radical in nuclease activity which was supported by rhodamine B assay. (C) 2013 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.11.034

文献信息

• Syntheses, structures and properties of ruthenium complexes of tridentate ligands: isolation and characterization of a rare example of ruthenium nitrosyl complex containing {RuNO}5 moiety
  作者：Kaushik Ghosh、Rajan Kumar、Sushil Kumar、Jay Singh Meena

  DOI：10.1039/c3dt00027c

  日期：——

  paramagnetic complex [Ru(L2)(PPh3)(NO)Cl](NO3)3 (5) was synthesized via chemical oxidation of 4 with an excess of ceric ammonium nitrate (CAN) in acetonitrile. Complex 5 was characterized by UV-Vis, IR, elemental analysis and EPR spectral studies which authenticated the presence of the RuNO}5 moiety in 5. Theoretical investigation by DFT calculation supported the oxidation of complex 4 having RuNO}6

  新型钌络合物[Ru（L 1）（NO）Cl 2 ]（1），[Ru（L 2）（PPh 3）Cl 2 ]（2），[Ru（L 2）（PPh 3）（NO 2） Cl]（3）和[Ru（L 2）（PPh 3）（NO）Cl]（ClO 4）2（4）（其中L 1 H =N′-苯基-N ′-（吡啶-2-基）吡啶并酰肼合成L 2＝（1-苯基-1-（吡啶-2-基）-2-（吡啶-2-基亚甲基）肼）。这些复合物通过红外，紫外-可见，元素分析，电化学和NMR光谱研究进行表征。通过X射线晶体学研究确定亚硝酰基复合物1和4的分子结构。配合物1和4在可见光和紫外光下很容易释放出NO，而游离NO则转移到还原的肌红蛋白上。使用Griess试剂测定法估计光释放NO的量。在NO的光解过程中，通过有氧条件下的DPPH（2,2-二苯基-1-吡咯肼）自由基猝灭研究确定了反应性氮或/和反应性氧的产生。顺磁性配合物[Ru（L 2）（PPh 3）（NO）Cl]（NO
• Role of carboxamido nitrogen in mononuclear manganese complex: Superoxide scavenging activity and nuclease activity
  作者：Kaushik Ghosh、Nidhi Tyagi、Pramod Kumar

  DOI：10.1016/j.inoche.2009.12.028

  日期：2010.3

  no)methyl)pyridine), Me-Pyimpy (1-phenyl-1-(pyridin-2-yl)-2-(1-(pyridin-2-yl)ethylidene)hydrazine) and PampH (N′-phenyl-N′-(pyridin-2-yl)picolinohydrazide) were synthesized. Hexa-coordinated mononuclear complexes [Mn(Pyimpy) 2 ](ClO 4 ) 2 ( 1) , [Mn(Me-Pyimpy) 2 ](ClO 4 ) 2 ( 2) , and [Mn(Pamp) 2 ](ClO 4 )·CH 3 OH, ( 3 ·CH 3 OH) were synthesized and characterized. The molecular structure of [Mn(Pamp)

  三个新配体 Pyimpy (2-((2-phenyl-2-(pyridin-2-yl)hydazono)methyl)pyridine), Me-Pyimpy (1-phenyl-1-(pyridin-2-yl)-2-(合成了 1-(吡啶-2-基)亚乙基)肼)和PampH(N'-苯基-N'-(吡啶-2-基)吡啶甲酰肼)。六配位单核配合物 [Mn(Pyimpy) 2 ](ClO 4 ) 2 ( 1) 、[Mn(Me-Pyimpy) 2 ](ClO 4 ) 2 ( 2) 和 [Mn(Pamp) 2 ](ClO 4 )·CH 3 OH, ( 3 ·CH 3 OH) 被合成和表征。[Mn(Pamp) 2 ](ClO 4 )·CH 3 OH, ( 3 ·CH 3 OH) 的分子结构由单晶X-射线衍射确定，得到扭曲的八面体配位球，其具有经向跨越配体。利用氧化还原特性来检查使用 Mn(II)/Mn(III)
• DNA binding, nuclease and superoxide scavenging activity studies on mononuclear cobalt complexes derived from tridentate ligands
  作者：Kaushik Ghosh、Varun Mohan、Pramod Kumar、Udai P. Singh

  DOI：10.1016/j.poly.2012.09.025

  日期：2013.1

  A new family of mononuclear cobalt complexes was synthesized using tridentate ligands Pyimpy (Pyimpy = 1-phenyl-1-(pyridin-2-yl)-2-(pyridin-2-ylmethylene)hydrazine) and PampH (PampH = N'-phenyl-N'-(pyridin-2-yl)picolinohydrazide). The complexes [Co(Pyimpy)Cl-2] (1a), [Co(Pyimpy)(2)](ClO4)(2) (1b), [Co(Pamp)Cl-2] (2a) and [Co(Pamp)(2)](ClO4) (2b) were characterized by elemental analysis, UV-Vis, IR, NMR, ESI-MS spectral studies and conductivity measurements. Molecular structure of 1a was determined by X-ray crystallography. Redox properties of the complexes were examined by cyclic voltammetry. Superoxide dismutase (SOD) activity of the complexes was assayed by xanthine/xanthine oxidase/nitroblue tetrazolium assay. We investigated the DNA binding properties of these complexes by absorption spectral, fluorescence quenching and circular dichroism spectral studies. Nuclease activity and their mechanism were also investigated. (c) 2012 Elsevier Ltd. All rights reserved.
• Synthesis, structure, redox properties and DNA interaction studies on mononuclear iron(III) complexes with amidate ligand
  作者：Kaushik Ghosh、Nidhi Tyagi、Pramod Kumar、Udai P. Singh

  DOI：10.1016/j.ica.2013.11.034

  日期：2014.3

  A new family of mononuclear Fe(III) complexes [Fe(Pamp)(MeOH) Cl-2], 1 and [Fe(Pamp)(2)](ClO4), 2 were synthesized using designed tridentate ligand PampH having pyridine and amide nitrogen donors (PampH is NO-phenyl-NO-(pyridin-2-yl) picolinohydrazide) and H stands for dissociable proton). Both the complexes (1 and 2) were characterized by different spectroscopic studies and molecular structure of [Fe(Pamp)(2)](ClO4), 2 was determined by single crystal X-ray diffraction. Geometry around metal centre was described as distorted octahedral with two meridionally oriented Pamp ligands. Electrochemical studies afforded E1/2 values of Fe(III)/Fe(II) couple + 0.065 V (for 1) and 0.077 V (for 2) versus Ag/AgCl electrode. DNA binding properties of these complexes were investigated and complex 1 exhibited nuclease activity. Mechanistic investigation revealed the possible participation of hydroxyl radical in nuclease activity which was supported by rhodamine B assay. (C) 2013 Elsevier B. V. All rights reserved.