(1-phenyl-1-(pyridin-2-yl)-2-(pyridin-2-ylmethylene)hydrazine) | 1235864-66-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1-phenyl-1-(pyridin-2-yl)-2-(pyridin-2-ylmethylene)hydrazine)
• 英文别名: 1-phenyl-1-(pyridin-2-yl)-2-(pyridin-2-ylmethylene)hydrazine；2-((2-phenyl-2-(pyridin-2-yl)hydrazono)methyl)pyridine；Pyimpy
• CAS: 1235864-66-0
• 化学式: C₁₇H₁₄N₄
• 分子量: 274.325
• InChiKey: WQYCQLVMEAFKON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.38
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  manganese(II) chloride tetrahydrate 、 (1-phenyl-1-(pyridin-2-yl)-2-(pyridin-2-ylmethylene)hydrazine) 以 甲醇 为溶剂， 反应 4.0h， 以53%的产率得到
  参考文献：
  名称：

  Bio-macromolecular interaction studies: Synthesis, crystal structure of water-soluble manganese(II) complexes

  摘要：

  A new family of mono-chelated water soluble Mn(II) complexes [Mn(Pyimpy)(H2O)Cl-2], 1 and [Mn(Me-Pyimpy)(H2O)Cl-2], 2 were synthesized using designed tridentate ligands. These Mn(II) complexes (1 and 2) were analyzed through a variety of spectroscopic, analytical and theoretical studies. Single crystal X-ray diffraction of [[Mn(Pyimpy)(H2O)Cl-2], 1 confirm distorted octahedral environment with meridionally oriented ligand Pyimpy. Packing illustration of complex 1 shows weak pi-pi interaction along with H-bonding, Cl-O and Cl-H-py connections. The Hirshfeld surface investigation of 1 gave quantitative analysis of different types of intermolecular contact such as Cl center dot center dot center dot H, N center dot center dot center dot H, C center dot center dot center dot H, O center dot center dot center dot H, Cl center dot center dot center dot O, H center dot center dot center dot H and C center dot center dot center dot C and presented by 2D fingerprint plot. Electrochemical studies afforded metal centered reduction [Mn(II)/Mn(I) couple] with E1/2 value of -1.234 and -1.257 V (for 1 and 2, respectively) versus Ag/AgCl. Interactions of water soluble complexes 1 and 2 towards DNA and protein (BSA) have been illustrated. It was establish through UV-visible and fluorescence studies that both metal complexes (1 and 2) interact with ct-DNA and BSA fluorophore using groove and static interactions, respectively. Further, Forster theory of nonradiation energy transfer implimented to obtained the distance, r (arround 4 nm), between BSA (donor) and manganese complexes (acceptor). In Addition, molecular docking studies confirmed adequate interactions of DNA/protein with complex 1, using crystallographic parameters.

  DOI：

  10.1016/j.ica.2020.119882

文献信息

• Spontaneous Reduction of Mononuclear High-Spin Iron(III) Complexes to Mononuclear Low-Spin Iron(II) Complexes in Aqueous Media and Nuclease Activity via Self-Activation
  作者：Kaushik Ghosh、Nidhi Tyagi、Ashish Kumar Dhara、Udai P. Singh

  DOI：10.1002/asia.201402954

  日期：2015.2

  [FeII(Me‐Pyimpy)2](ClO4)2 (4) complexes of tridentate ligands Pyimpy and Me‐Pyimpy have been synthesized and characterized by analytical techniques, spectral, and X‐ray structural analyses. We observed an important type of conversion and associated spontaneous reduction of mono‐chelated high‐spin FeIII (1⋅2 CH2Cl2 and 2) complexes to low‐spin bis‐chelated FeII complexes 3 and 4, respectively. This process

  单核高自旋的[Fe III（Pyimpy）氯3 ]⋅2CH 2氯2（1 ⋅2CH 2氯2）和的[Fe III（ME-Pyimpy）氯3 ]（2），以及低旋Fe II（Pyimpy）2 ]（ClO 4）2（3）和[Fe II（Me-Pyimpy）2 ]（ClO 4）2（4）已经合成了三齿配体Pyimpy和Me-Pyimpy的复合物，并通过分析技术，光谱和X射线结构分析对其进行了表征。我们观察到的转换的一个重要类型和相关联的自发还原单螯合高自旋的Fe III（1 ⋅2CH 2氯2和2）配合物以低旋双-螯合的铁II络合物3和4分别。通过UV / Vis，荧光和1 H NMR光谱测量对这一过程进行了详细探讨。在电化学研究中观察到的高正电势表明Fe II的稳定性更好位于3和4的中心。通过密度泛函理论（DFT）计算进行的理论研究支持3在极性溶剂中的稳定性增加。络合物的自激活核酸酶活性的1 ⋅2CH 2
• 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.
• DNA interaction, superoxide scavenging and cytotoxicity studies on new copper(II) complexes derived from a tridentate ligand
  作者：Kaushik Ghosh、Pramod Kumar、Nidhi Tyagi、Udai P. Singh、Nidhi Goel、Ajanta Chakraborty、Partha Roy、Maria Camilla Baratto

  DOI：10.1016/j.poly.2011.07.019

  日期：2011.10

  The copper complexes [Cu(Pyimpy)(H2O)](ClO4)(2) (1), [Cu(Pyimpy)(2)](ClO4)(2) (2), [Cu(Pyimpy)(2)](Cl)(2)]center dot 2H(2)O(3 center dot 2H(2)O), [Cu(Pyimpy)(N-3)(ClO4)](2) (4) and [Cu(Pyimpy)(SCN)(ClO4)](2) (5) were synthesized and characterized by spectroscopic techniques, crystal structures and electrochemical studies (Pyimpy: (2-((2-phenyl-2-(pyridin-2-l)hydrazono)methyl)pyridine)). The superoxide scavenging activity of the two water soluble complexes 1 and 3 was examined. DNA interaction studies by UV-Vis absorption spectral changes during a titration experiment indicated the generation of new species. These small molecule SOD mimics exhibited excellent DNA cleavage activity in the presence of H2O2 as well as 2-mercaptoethanol. Complexes 1-5 exhibited better cytotoxicity compared to CuCl2 center dot 2H(2)O and the ligand Pyimpy, and showed more potency than cisplatin for MCF-7, PC-3 and HEK-293 cells. Complex 3 exhibited the highest potency for MCF-7, PC-3 and HEK-293 cells compared to the other complexes. (C) 2011 Elsevier Ltd. All rights reserved.