2-acetylthiophene isonicotinoylhydrazone | 91397-02-3

• 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: 2-acetylthiophene isonicotinoylhydrazone
• 英文别名: [1-(thiophene-2-yl)ethylidene]-hydrazide；N-(1-thiophen-2-ylethylideneamino)-4-pyridinecarboxamide；N-(1-thiophen-2-ylethylideneamino)pyridine-4-carboxamide
• CAS: 91397-02-3
• 化学式: C₁₂H₁₁N₃OS
• mdl: MFCD00439262
• 分子量: 245.305
• InChiKey: ZVBINISUCJCXIC-UHFFFAOYSA-N

物化性质

• 熔点：
  260 °C
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  82.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-acetylthiophene isonicotinoylhydrazone 、 zinc(II) acetate dihydrate 以 乙醇 、 二甲基亚砜 为溶剂， 以65%的产率得到di([1-(thiophene-2-yl)ethylidene]-hydrazido)zinc(II)
  参考文献：
  名称：

  Synthesis, Magnetic, Thermal, and Spectral Studies of Some Chelates of Cu(II), Ni(II), Zn(II), Co(II), Mn(II), Sm(III), and Th(IV) Involving Aroylhydrazones Derived from Isonicotinic Acid Hydrazide and 2‐Furyl Methyl and 2‐Thienyl Methyl Ketone

  摘要：

  Two aroylhydrazones, viz., isonicotinic acid [1-(furan-2-yl)ethylidene]hydrazide (IFEH) and isonicotinic acid [1-(thiophene-2-yl)ethylidene]hydrazide (ITEH) have been synthesized by the interaction of 2-furyl methyl ketone and 2-thienyl methyl ketone with isonicotinic acid hydrazide in ethanol. Metal chelates of these hydrazones of the compositions [Cu(IFE)(2)(H2O)(2)].H2O (1), [Ni(IFE)(2)].H2O (2), [Co(IFE)(2)(H2O)(2)] (3), [Mn(IFE)(2)(H2O)(2)].H2O (4), [Zn(IFE)(2)]-H2O (5), [Cu(ITE)(2)] (6), [Zn(ITE)(2)] (7), [Sm(ITE)(2)(OAc)(H2O) (8) and [Th(ITE)(2) (NO3)(2)] (9) (HOAc = CH3COOH) have been prepared. The coordination behaviour of these two hydrazones with different metal ions has been discussed on the basis of analytical data, electronic spectra, magnetic measurements, thermogravimetric analyses, and infrared and nuclear magnetic resonance spectral studies.

  DOI：

  10.1081/sim-120026553
• 作为产物：
  描述：

  2-乙酰基噻吩 、 异烟肼 以 甲醇 为溶剂， 反应 2.0h， 以76%的产率得到2-acetylthiophene isonicotinoylhydrazone
  参考文献：
  名称：

  结晶异烟肼Hy固态生长的无溶剂和无催化方法

  摘要：

  异烟酰酰肼及其配位化合物具有抗菌，抗真菌，抗结核，抗肿瘤和抗惊厥活性。用于制备异烟酰酰肼的典型方法涉及在异烟酸酰肼与羰基化合物之间的缩合反应中使用挥发性有机溶剂。已经表明，可以将无溶剂技术应用于获得结晶化合物。在无溶剂条件下，异烟肼与羰基化合物的反应产生微晶固态异烟酰酰肼。评估了溶剂效应对缩合反应机理的影响，并解析了气相，水和甲醇存在下最重要的中间体和过渡态。溶剂对反应机理有积极作用，但是在合成衍生自醛的结晶异烟酰酰肼的过程中，有机溶剂是不必要的。将固体/液体反应物混合在一起而无其他溶剂可减少反应时间，并可用于获得微晶化合物，这些微晶化合物可合成，例如以评估生物学特性。

  DOI：

  10.1021/cg400529s

文献信息

• Synthesis, Magnetic, Thermal, and Spectral Studies of Some Chelates of Cu(II), Ni(II), Zn(II), Co(II), Mn(II), Sm(III), and Th(IV) Involving Aroylhydrazones Derived from Isonicotinic Acid Hydrazide and 2‐Furyl Methyl and 2‐Thienyl Methyl Ketone
  作者：R. C. Maurya、P. Patel、D. Sutradhar

  DOI：10.1081/sim-120026553

  日期：2003.1.12

  Two aroylhydrazones, viz., isonicotinic acid [1-(furan-2-yl)ethylidene]hydrazide (IFEH) and isonicotinic acid [1-(thiophene-2-yl)ethylidene]hydrazide (ITEH) have been synthesized by the interaction of 2-furyl methyl ketone and 2-thienyl methyl ketone with isonicotinic acid hydrazide in ethanol. Metal chelates of these hydrazones of the compositions [Cu(IFE)(2)(H2O)(2)].H2O (1), [Ni(IFE)(2)].H2O (2), [Co(IFE)(2)(H2O)(2)] (3), [Mn(IFE)(2)(H2O)(2)].H2O (4), [Zn(IFE)(2)]-H2O (5), [Cu(ITE)(2)] (6), [Zn(ITE)(2)] (7), [Sm(ITE)(2)(OAc)(H2O) (8) and [Th(ITE)(2) (NO3)(2)] (9) (HOAc = CH3COOH) have been prepared. The coordination behaviour of these two hydrazones with different metal ions has been discussed on the basis of analytical data, electronic spectra, magnetic measurements, thermogravimetric analyses, and infrared and nuclear magnetic resonance spectral studies.
• Solvent-Free and Catalysis-Free Approach to the Solid State in Situ Growth of Crystalline Isoniazid Hydrazones
  作者：Agata Trzesowska-Kruszynska

  DOI：10.1021/cg400529s

  日期：2013.9.4

  was evaluated and the most significant intermediates and transition states, in the gas phase and in the presence of water and methanol were resolved. The solvent has positive effect on the reaction mechanism, but the organic solvent is unnecessary during the synthesis of crystalline isonicotinoylhydrazones derived from aldehydes. Mixing solid/liquid reactants together without additional solvent reduce

  异烟酰酰肼及其配位化合物具有抗菌，抗真菌，抗结核，抗肿瘤和抗惊厥活性。用于制备异烟酰酰肼的典型方法涉及在异烟酸酰肼与羰基化合物之间的缩合反应中使用挥发性有机溶剂。已经表明，可以将无溶剂技术应用于获得结晶化合物。在无溶剂条件下，异烟肼与羰基化合物的反应产生微晶固态异烟酰酰肼。评估了溶剂效应对缩合反应机理的影响，并解析了气相，水和甲醇存在下最重要的中间体和过渡态。溶剂对反应机理有积极作用，但是在合成衍生自醛的结晶异烟酰酰肼的过程中，有机溶剂是不必要的。将固体/液体反应物混合在一起而无其他溶剂可减少反应时间，并可用于获得微晶化合物，这些微晶化合物可合成，例如以评估生物学特性。