{1-(pyridine-2-yl)ethylidene}picolinohydrazonamide | 193625-46-6

• 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: {1-(pyridine-2-yl)ethylidene}picolinohydrazonamide
• 英文别名: (2-acetylpyridine)pyridine-2-carboxamidrazone；1,4-bis(2-pyridyl)-1-amino-4-methyl-2,3-diaza-1,3-butadiene；N'-(1-pyridin-2-ylethylideneamino)pyridine-2-carboximidamide
• CAS: 193625-46-6
• 化学式: C₁₃H₁₃N₅
• 分子量: 239.28
• InChiKey: PADNWYTUFYXAGN-UHFFFAOYSA-N

物化性质

• 沸点：
  396.6±40.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  76.52
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  copper(II) nitrate trihydrate 、 {1-(pyridine-2-yl)ethylidene}picolinohydrazonamide 以 甲醇 、 二氯甲烷 为溶剂， 以81%的产率得到
  参考文献：
  名称：

  Xu, Zhiqiang; Thompson, Laurence K.; Miller, David O., Inorganic Chemistry, 1997, vol. 36, # 18, p. 3985 - 3995

  摘要：

  DOI：

文献信息

• Pyridyl azine Schiff-base ligands exhibiting unexpected bonding modes towards ruthenium, rhodium and iridium half-sandwich complexes: Synthesis and structural studies
  作者：Sanjay Adhikari、Werner Kaminsky、Mohan Rao Kollipara

  DOI：10.1016/j.jorganchem.2017.03.005

  日期：2017.5

  the ligand L3 acted as uninegative pentadentate bridging ligand coordinating one metal center in a tridentate fashion and the other metal in a bidentate fashion. In the other isomer the ligand L3 behaved as uninegative tetradentate bridging ligand coordinating both iridium centers in a bidentate fashion. In the mononuclear complexes, the ligands are coordinated to the metal atom in a bidentate N∩N

  研究了多齿嗪席夫碱配体对对甲基钌，Cp * Rh和Cp * Ir配合物的反应。[（芳烃）MCl 2 ] 2（芳烃= 对-cymene，Cp *; M = Ru，Rh和Ir）与以1：2 M比率形成的嗪席夫碱配体（L1-L3）的反应导致形成[（arene）M（L）Cl] +类型的单核络合物的合成，而[Cp * MCl 2 ] 2（M = Rh / Ir）与嗪席夫碱配体（L1-L3）1：1的反应M比得到的双核铑和铱络合物轴承式[的Cp *的MC1} 2（μ-L）] +（M ＝ Rh / Ir）。双核络合物中的配体对金属原子表现出有趣的配位模式。配体L3与[Cp * IrCl 2 ] 2二聚体的反应产生两个配位异构体，而与[Cp * RhCl 2 ] 2仅产生一种异构体。已经建立了铱配合物的两种异构体的分子结构。在铑和铱络合物中，配体L3充当单负五齿桥联配体，以一个三齿的方式配位一个金属中心，以
• Xu, Zhiqiang; Thompson, Laurence K.; Matthews, Craig J., Journal of the Chemical Society, Dalton Transactions
  作者：Xu, Zhiqiang、Thompson, Laurence K.、Matthews, Craig J.、Miller, David O.、Goeta, Andres E.、et al.

  DOI：——

  日期：——
• Four thiocyanato-bridged cadmium(II) polymeric complexes based on open chain diazine ligands
  作者：Yan-Feng Yue、Chen-Jie Fang、En-Qing Gao、Cheng He、Shi-Qiang Bai、Sheng Xu、Chun-Hua Yan

  DOI：10.1016/j.molstruc.2007.04.002

  日期：2008.3

  One 1 D and three 3D thiocyanate cadmium(II) polymeric complexes with a series of open chain diazine Schiff bases as auxiliary bridging ligands have been synthesized and crystallographically characterized. In the 1D complex [Cd(L-1)(mu(1,3)-NCS)(4)](n) (1, L-1 = 1-(2-pyridyl)-4-phenyl-1-amino-2,3-diaza-1,3-butadiene), cadmium(II) ions are interlinked by double mu-1,3 thiocyanate ligands resulting in a 1D chain running along a direction. The three 3D complexes are isostructural with general formula of [Cd-2(L2-4)(mu(1,3)-NCS)(2)](n) (2-4, respectively, L-2 = 1,4-bis(2-pyridyl)-1,4-diamino-2,3-diaza-1,3-butadiene, L-3 = 1,4-bis(2-pyridyl)-1-amino-2,3-diaza-1,3-butadiene, L-4 = 1,4-bis(2-pyridyl)-1-amino-4-methyl-2,3-diaza-1,3-butadiene). In the complexes of 2-4, the double mu-1,3 thiocyanate ligands form a chain and the chains are further interlinked by single diazine ligands into a three-dimensional (10,3)-b net with each cadmium ion as a node. (C) 2007 Elsevier B.V. All rights reserved.
• Crystal structures and magnetic properties of triple helical binuclear complexes with bis(bidentate) diazine ligands
  作者：Yan-Feng Yue、En-Qing Gao、Chen-Jie Fang、Zheng He、Shi-Qiang Bai、Chun-Hua Yan

  DOI：10.1016/j.poly.2006.04.008

  日期：2006.10

  Three triple helical binuclear complexes [Ni-2(L-1)(3)]center dot(ClO4)(4)center dot(H2O)(3) (1) (L-1 = 1,4-bis(2-pyridyl)-1-amino-4-methyl-2,3-diaza-1,3-butadiene), [Ni(L-2)(3)]center dot(ClO4)(4)center dot(H2O)(3) (2) (L-2 = 2,5-bis(2-pyridyl)-3,4-diaza-2,4-hexadiene) and [Mn-2(L-1)(3)]center dot(ClO4)(4)center dot(H2O)(3) (3) have been studied, where the L-1 ligand possesses a rotationally flexible single N-N bond. In complexes 1-3, the three bis(bidentate) diazine ligands wrap around two metal cations with a spiral conformation, leading to a triple helicate with C-3 symmetry. Magnetic investigations revealed that antiferromagnetic interactions are operative between the two metal ions linked by the triple diazine bridges, with J = -2.97 and -5.40 cm(-1) for 1 and 2, respectively. Variable temperature magnetic data for 3 indicates a weak ferromagnetic interaction between the two manganese(II) centers with J = 1.24 cm(-1). The X-ray powder diffraction of 3 is also discussed. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis and characterization of copper(II) complexes of pyridine-2-carboxamidrazones as potent antimalarial agents
  作者：Nikhil H. Gokhale、Subhash B. Padhye、David C. Billington、Daniel L. Rathbone、Simon L. Croft、Howard D. Kendrick、Christopher E. Anson、Annie K. Powell

  DOI：10.1016/s0020-1693(03)00047-1

  日期：2003.6

  Copper(II) complexes of some pyridine-2-carboxamidrazones have been prepared and characterized. The crystal structures of the copper complex cis-[dichloro(N-1-2-acetylthiophene-pyridine-2-carboxamidrazone)copper(II)I 8a and one of the free ligands, viz. (p-chloro-2-thioloxy-benzylidine-pyridine-2-carboxamidrazone)} 6, have been determined. The former shows a highly distorted square planar geometry around copper, with weak intermolecular coordination from the thiophenyl sulfur resulting in a stacking arrangement in the crystal lattice. The in vitro activities of the synthesized compounds against the malarial parasite Plasmodium falciparum are reported for the first time, which clearly shows the advantage of copper complexation and the requirement of four coordinate geometry around copper as some of the key structural features for designing such metal-based antimalarials. (C) 2003 Elsevier Science B.V. All rights reserved.