[1-(2-pyrazinyl)-ethylidene]-dithiocarbazonic acid methyl ester | 85748-36-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: [1-(2-pyrazinyl)-ethylidene]-dithiocarbazonic acid methyl ester
• 英文别名: <1-(2-pyrazinyl)-ethylidene>dithiocarbazonic acid methyl ester；methyl 3-[1-(2-pyrazyl)ethylenediene]hydrazinecarbodithioate；methyl N-(1-pyrazin-2-ylethylideneamino)carbamodithioate
• CAS: 85748-36-3
• 化学式: C₈H₁₀N₄S₂
• 分子量: 226.326
• InChiKey: UVXNAQWLROHVSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  50.17
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [1-(2-pyrazinyl)-ethylidene]-dithiocarbazonic acid methyl ester 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以54%的产率得到[1-(2-pyrazinyl)-ethyl]-dithiocarbazonic acid methyl ester
  参考文献：
  名称：

  Milczarska, Barbara; Foks, Henryk; SokoLowska, Jolanta, Acta poloniae pharmaceutica, 1999, vol. 56, # 2, p. 121 - 126

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙酰基吡嗪 、 肼基二硫代甲酸甲酯 以 甲醇 为溶剂， 反应 0.25h， 以80%的产率得到[1-(2-pyrazinyl)-ethylidene]-dithiocarbazonic acid methyl ester
  参考文献：
  名称：

  Milczarska, Barbara; Foks, Henryk; Trapkowski, Zbigniew, Acta poloniae pharmaceutica, 1998, vol. 55, # 4, p. 289 - 295

  摘要：

  DOI：

文献信息

• Synthesis, Characterization and Preliminary Study on Acetylpyrazine N(4)Butylthiosemicarbazone as a Potential CDK2 Inhibitor Combined with DFT Calculations
  作者：Erna Normaya、Mohammad Ahmad、Yang Farina、Ku Bulat

  DOI：10.21577/0103-5053.20180097

  日期：——

  orbital (LUMO) was evaluated to study the reactivity and stability of the compound. Global chemical reactivity and local reactivity descriptors of reactants and the product (APBT) were calculated to study the reaction mechanism. The region of interaction during the reaction to form APBT was determined using molecular electrostatic potential analysis. Finally, a preliminary study of the title compound as a

  在这项研究中，合成了一种新的硫半脲配体，即乙酰吡嗪N（4）丁基硫半脲（APBT），并使用1H和13C核磁共振（NMR）和傅立叶变换红外（FTIR）光谱进行了表征。使用密度泛函理论在B3LYP / 6-311 ++ G（d，p）基础集级别上执行量子化学计算。基于文献的X射线结构报告，讨论了APBT的最佳分子几何结构。振动频率的分配是基于使用振动能量分布分析（VEDA）4软件进行的势能分布分析完成的。评估了最高占据分子轨道（HOMO）与最低未占据分子轨道（LUMO）之间的能隙，以研究该化合物的反应性和稳定性。计算了反应物和产物（APBT）的整体化学反应性和局部反应性描述子，以研究反应机理。使用分子静电势分析确定在反应过程中形成APBT的相互作用区域。最后，通过对接计算进一步评估了标题化合物作为细胞周期蛋白依赖性激酶（CDK）抑制剂的初步研究。
• Magnetic, spectroscopic and X-ray crystallographic structural studies on copper(II) complexes of tridentate NNS Schiff base ligands formed from 2-acetylpyrazine and S-methyl- and S-benzyldithiocarbazates
  作者：Malai Haniti S.A. Hamid、Mohammad Akbar Ali、Aminul Huq Mirza、Paul V. Bernhardt、Boujemaa Moubaraki、Keith S. Murray

  DOI：10.1016/j.ica.2009.04.019

  日期：2009.8

  New copper(II) complexes of general empirical formula, [Cu(NNS)X] (NNS = anionic forms of the 2-acetylpyrazine Schiff bases of S-methyl-and S-benzyldithiocarbazate, Hapsme and Hapsbz) and X = Cl, Br, NCS and NO3 have been synthesized and characterized. X-ray crystal structures of the free ligand, Hapsbz and the complexes, [Cu(apsbz)(NO3)](infinity), [Cu(apsme)(NCS)](2) and [Cu(apsme)Cl](2) have been determined. In the solid state, the Schiff base, Hapsbz remains in its thione tautomeric form with the thione sulfur atom trans to the azomethine nitrogen atom. X-ray diffraction shows that the [Cu(apsbz)(NO)](infinity) complex is a novel coordination polymer in which one of the nitrogen atoms of the pyrazine ring bridges two adjacent copper(II) ions. The Schiff base is coordinated to the copper(II) ion in its iminothiolate form via the thiolate sulfur atom, the azomethine nitrogen atom and one of the pyrazine nitrogen atoms, the overall geometry of each copper atom in the polymer being close to a square-pyramid. The complexes, [Cu(apsme)X](2) (X = NCS, Cl) are dimers in which each copper atom adopts a five-coordinate near square-pyramidal geometry with an N3S2 coordination environment. The Schiff base coordinates as a uninegatively charged tridentate ligand chelating via the pyridine and azomethine nitrogen atoms and the thiolate sulfur atoms. A nitrogen atom of a unidentate thiocayanate or chloride ligand and a bridging sulfur atom from a second ligand completes the coordination sphere. Room temperature mu(eff) values for the complexes in the solid state are in the range 1.70-2.0 mu(B) typical of uncoupled or weakly coupled Cu(II) centres. Variable temperature susceptibility studies show that the chain complex displays weak ferromagnetic coupling across the pyrazine bridges, while the S-bridged dinuclear compounds display either weak ferromagnetic or weak antiferromagnetic coupling that relates to subtle bridging geometry differences. EPR studies of frozen DMF solutions give rather similar g and A(Cu) values for all compounds indicative of Cu(d(x2-y2)) ground state orbitals on the Cu centers. (C) 2009 Elsevier B. V. All rights reserved.