di-2-pyridyl ketone nicotinoylhydrazone | 581099-08-3

• 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: di-2-pyridyl ketone nicotinoylhydrazone
• 英文别名: N'-{di(pyridin-2-yl)methylene}nicotinohydrazide；HDKN；3-Pyridinecarboxylic acid, 2-(di-2-pyridinylmethylene)hydrazide；N-(dipyridin-2-ylmethylideneamino)pyridine-3-carboxamide
• CAS: 581099-08-3
• 化学式: C₁₇H₁₃N₅O
• 分子量: 303.323
• InChiKey: YLWNLMVMKAWCRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 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：
  80.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  di-2-pyridyl ketone nicotinoylhydrazone 、 manganese (II) acetate tetrahydrate 在 triethylamine 作用下， 以 甲醇 为溶剂， 以75%的产率得到[Mn(DKN)2]
  参考文献：
  名称：

  Mn(II) complexes of some acylhydrazones with NNO donor sites: Syntheses, a spectroscopic view on their coordination possibilities and crystal structures

  摘要：

  Mn(II) complexes derived from a set of acylhydrazones were synthesised and characterized by elemental analyzes, IR, UV-vis and X-band EPR spectral studies as well as conductivity and magnetic susceptibility measurements. In the reported complexes, the hydrazones exist either in the keto or enolate form, as evidenced by IR spectral data. Crystal structures of two complexes are well established using single crystal X-ray diffraction studies. In both of these complexes two equivalent monoanionic ligands are coordinated in a meridional fashion using cis pyridyl, trans azomethine nitrogen and cis enolate oxygen atoms positioned very nearly perpendicular to each other. EPR spectra in DMF solutions at 77 K show hyperfine sextets and in some of the complexes the low intensity forbidden lines lying between each of the two hyperfine lines are also observed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.09.007
• 作为产物：
  描述：

  3-吡啶甲酰肼 、 2-二吡啶基酮 以 甲醇 为溶剂， 反应 3.0h， 生成 di-2-pyridyl ketone nicotinoylhydrazone
  参考文献：
  名称：

  芳酰hydr与钴（II）盐螯合的多样性：合成，光谱表征，晶体结构和一些理论研究

  摘要：

  由两个芳酰hydr合成的五种钴配合物通过元素分析，热重分析，摩尔电导率，磁化率测量，红外光谱和电子光谱进行表征。还报道了其中一种配合物的单晶X射线结构，并在三斜晶空间群P中结晶。1个¯晶体结构在金属中心周围显示出扭曲的八面体几何形状。光谱数据表明，芳酰基hydr均是三齿的，并通过偶氮甲氮，肼氧基氧和吡啶基氮进行配位。磁化率测量结果证实了Co（II）配合物的顺磁性质，发现其中一种配合物具有反磁性。此外，进行了HF / 6-311G（d，p）/ LANL2DZ计算，以预测可能导致稳定能降低的分子内相互作用。因此，发现π→π*跃迁负责配体及其钴配合物的稳定能。为了描述和讨论合成配合物的化学反应性和稳定性，量子化学参数（如前沿轨道能），计算出硬度，柔软度，能隙，电负性，化学势，亲电性，极化率和偶极矩。而且，考虑了主要的电子结构原理，例如最大硬度，最小极化率和最小亲电性原理，以评估配合物的稳定性。

  DOI：

  10.1016/j.molstruc.2021.129978

文献信息

• Synthesis and antibacterial studies of rhodium and iridium complexes comprising of dipyridyl hydrazones
  作者：Basava Punna Rao Aradhyula、Nidhi Joshi、Krishna Mohan Poluri、Mohan Rao Kollipara

  DOI：10.1016/j.molstruc.2018.03.058

  日期：2018.7

  ( 11 ) and Ir ( 12 )} which resulted in a series of mono- and di-nuclear cationic complexes. The complexes have been characterized by various spectroscopic techniques. The solid-state structures of three complexes (5, 6 and 8) have been determined by single-crystal X-ray diffraction studies. These cationic complexes have been evaluated for the preliminary antibacterial activity towards four bacterial

  摘要 Cp*Rh 和 Cp*Ir 二聚体与二吡啶基腙，如吡啶甲酸 (L1)、烟碱 (L2) 和异烟碱 (L3) 的反应已在此处报道，配方 [Cp*MCl L3 ](PF 6 ) 其中M = Rh ( 5 ) 和 Ir ( 6 )}, [(Cp*MCl) 2 L1 ](PF 6 ) 其中 M = Rh ( 7 ) 和 Ir ( 8 )}, [(Cp*MCl) 2 L2 Cl ](PF 6 ) 其中 M = Rh( 9 ) 和 Ir( 10 )}，和 [(Cp*MCl) 2 L3 Cl](PF 6 ) 其中 M = Rh ( 11 ) 和 Ir ( 12 )} 其中导致一系列单核和双核阳离子配合物。这些配合物已通过各种光谱技术表征。三种配合物（5、6 和 8）的固态结构已通过单晶 X 射线衍射研究确定。已经评估了这些阳离子复合物对四种细菌菌株的初步抗菌活性，即金黄色葡萄球菌；苏云金芽孢
• Structural modification induced hydrogelation and antibacterial properties in supramolecular gels
  作者：Dipankar Ghosh、Pooja Chaudhary、Aathira Pradeep、Surendra Singh、Jayakumar Rangasamy、Krishna K. Damodaran

  DOI：10.1016/j.molliq.2023.122023

  日期：2023.7

  moieties into hydrazone/semicarbazone groups, which was obtained by the modification of the pyridyl functional groups of hydrazone/semicarbazone compounds. The properties of the N-oxide compounds were compared with the pyridyl compounds, and the results showed that the structural modification of the pyridyl-hydrazides to pyridyl-N-oxide hydrazides enhanced the water solubility of the hydrazone gelator.

  低分子量N-氧化物水凝胶剂是通过将N-氧化物部分结合到腙/缩氨基脲基团中合成的，该基团是通过修饰腙/缩氨基脲化合物的吡啶基官能团获得的。将N-氧化物化合物的性质与吡啶基化合物进行了比较，结果表明吡啶酰肼结构修饰为吡啶基-N-氧酰肼提高了腙胶凝剂的水溶性。通过最小凝胶化浓度、凝胶-溶胶转变温度和流变学分析凝胶的相对稳定性，并通过扫描电子显微镜（SEM）分析形态。通过添加不同的钾盐分析凝胶在各种盐存在下的刺激响应特性，腙凝胶显示出对氰离子的选择性响应。腙凝胶显示出对革兰氏阳性菌和革兰氏阴性菌的抗菌活性，而缩氨基脲凝胶则无活性。此外，发现凝胶具有生物相容性，可用作抗菌剂。
• Versatile binding properties of a di-2-pyridyl ketone nicotinoylhydrazone ligand: Crystal structure of a Cu(II) complex
  作者：Neema Ani Mangalam、M.R. Prathapachandra Kurup

  DOI：10.1016/j.saa.2010.11.032

  日期：2011.3

  Six new copper complexes of di-2-pyridyl ketone nicotinoylhydrazone (HDKN) have been synthesized. The complexes have been characterized by a variety of spectroscopic techniques and the structure of [Cu(DKN)(2)]center dot H2O has been determined by single crystal X-ray diffraction. The compound [Cu(DKN)(2)].H2O crystallized in the monoclinic space group P2(1) and has a distorted octahedral geometry. The IR spectra revealed the presence of variable modes of chelation for the investigated ligand. The EPR spectra of compounds [Cu-2(DKN)(2)(mu-N-3)(2)] and [Cu-2(DKN)(2)(mu-NCS)(2)] in polycrystalline state suggest a dimeric structure as they exhibited a half field signal, which indicate the presence of a weak interaction between two Cu(II) ions in these complexes. (C) 2010 Elsevier B.V. All rights reserved.
• Synthesis, structural, DFT studies and antibacterial evaluation of Cp∗ rhodium and Cp∗ iridium complexes using hydrazide based dipyridyl ketone ligand
  作者：A. Basava Punna Rao、Narasinga Rao Palepu、Debojit Kumar Deb、A. Uma、T. Chiranjeevi、Biplab Sarkar、Werner Kaminsky、Kollipara Mohan Rao

  DOI：10.1016/j.ica.2015.12.035

  日期：2016.3

  The synthesis, characterization and antibacterial evaluation of four new water soluble half-sandwich complexes of N'-di(pyridin-2-yl) methylene}picolinohydrazide (PHADPK-L1) and N'-di(pyridin-2-yl) methylene} nicotinohydrazide (NHADPK-L2) have been described with the general formula [Cp*MLCl] BF4 where L = L1, M = Rh (1), Ir (2); L = L2, M = Rh (3), Ir (4) have been described. All the complexes have been characterized by elemental analysis and spectral studies. Crystal structures of all the complexes 1-4 have been determined by single crystal X-ray analyses. Preliminary in vitro antibacterial activity of the four complexes was investigated against Gram-positive bacterium Staphylococcus aureus, and Gram-negative bacteria viz., Escherichia coli, Klebsiella pneumonia and Pseuedomonas aeruginosa by agar well diffusion method. Spectral and structural studies revealed that the formation of mononuclear complexes takes place by dipyridyl mediated N-N binding. All the complexes exhibited a HOMO (highest occupied molecular orbital)-LUMO (lowest unoccupied molecular orbital) energy gap from 3.65 to 3.97 eV. (C) 2016 Elsevier B.V. All rights reserved.