1-(2-hydroxybenzoyl)-4-ethyl thiosemicarbazide | 26036-10-2

• 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-(2-hydroxybenzoyl)-4-ethyl thiosemicarbazide
• 英文别名: 4-ethyl-1-(2-hydroxybenzoyl)thiosemicarbazide；N-ethyl-2-[(2-hydroxyphenyl)carbonyl]hydrazinecarbothioamide；1-ethyl-3-[(2-hydroxybenzoyl)amino]thiourea
• CAS: 26036-10-2
• 化学式: C₁₀H₁₃N₃O₂S
• mdl: MFCD02320174
• 分子量: 239.298
• InChiKey: FFUAMWJMASXKII-UHFFFAOYSA-N

物化性质

• 熔点：
  216-218 °C(Solv: 1,4-dioxane (123-91-1); ethanol (64-17-5))
• 密度：
  1.301±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  106
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxybenzoyl)-4-ethyl thiosemicarbazide 在 potassium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以78%的产率得到4-ethyl-5-(2-hydroxyphenyl)-2H-1,2,4-triazole-3(4H)-thione
  参考文献：
  名称：

  Synthesis and structure of new derivatives of salicylic acid hydrazide

  摘要：

  DOI：

  10.1134/s1070363214090369
• 作为产物：
  描述：

  异硫氰酸乙酯 、 水杨酰肼 以 乙醇 为溶剂， 反应 10.0h， 以93%的产率得到1-(2-hydroxybenzoyl)-4-ethyl thiosemicarbazide
  参考文献：
  名称：

  Synthesis and structure of new derivatives of salicylic acid hydrazide

  摘要：

  DOI：

  10.1134/s1070363214090369

文献信息

• Comparative studies between 4-allyl-, 4-phenyl- and 4-ethyl-1-(2-hydroxybenzoyl) thiosemicarbazides and the synthesis, characterization and DFT calculations of binary and ternary complexes derived from 4-ethyl (L1) and 2,2′-dipyridyl
  作者：Shaker J. Azhari、Mosaad R. Mlahi、Mohsen M. Mostafa

  DOI：10.1016/j.saa.2015.06.056

  日期：2015.11

  complexes were evaluated by DFT method from DMOL(3). Also, the MEP for L(1) is illustrated. The existence of the OH group in the Zn(2+) ternary complexes is confirmed by IR, mass and (1)H-NMR spectra. Biological activity for the L(1) and some its complexes was tested against DNA. Comparative studies between the ligation behavior and reactivity of our previous work derived from 4-phenyl- and 4-allyl-1-(2-hydroxybenzoyl)

  4-乙基-1-（2-羟基苯甲酰基）硫代氨基脲（L（1））与MCl2（M = Co（2 +），Cu（2+）和Zn（2+））和Zn（Ac）的金属配合物合成了2个在EtOH中的化合物，并使用光谱（IR，（1）H-NMR，质量，UV-Visible），磁矩和热测量进行了表征。具有通式[Cu（L（1）-H）2]·EtOH，[Co（L（1）-H）2]，[Zn3（L（1）-H）（L（ 1））（Ac）5]，[Cu2（L（2））2（L（1）-2H）2（H2O）2]·4 ，[Co（L（2））（L（1）-2H ）]·3 和[Zn2（L（2））（OH）（L（1）-3H）（ ）]·1 / 2EtOH（其中L（2）为2,2'-联吡啶）已被提出并表征。通过DMOL（3）的DFT方法评估了分离出的配合物的键长，键角，化学活化，能量成分，结合能和偶极矩。此外，示出了用于L（1）的MEP。红外光谱证实了Zn（2+
• Synthesis, experimental, theoretical characterization and biological activities of 4-ethyl-5-(2-hydroxyphenyl)-2H-1,2,4-triazole-3(4H)-thione
  作者：Metin Koparir、Cahit Orek、Pelin Koparir、Kamiran Sarac

  DOI：10.1016/j.saa.2012.12.052

  日期：2013.3

  This work presents the characterization of 4-ethyl-5-(2-hydroxyphenyl)-2H-1,2,4-triazole-3(4H)-thione (III) by quantum chemical calculations and spectral techniques. The molecular geometry, vibrational frequencies and gauge including atomic orbital (GIAO) H-1 and C-13 NMR chemical shift values of III in the ground state have been calculated using the density functional method (B3LYP) with the 6-31G(d) basis set. The calculated results show that the optimized geometry can well reproduce the crystal structure, and the theoretical vibrational frequencies and chemical shift values show good agreement with experimental values. To determine conformational flexibility, the molecular energy profile of the title compound was obtained by DFT calculations with respect to the selected torsion angle, which was varied from -180 degrees to +180 degrees in steps of 10 degrees. The energetic behavior of III in solvent media was examined using the B3LYP method with the 6-31G(d) basis set by applying the Onsager and the polarizable continuum model (PCM). The predicted nonlinear optical properties of III are greater than ones of urea. In addition, DFT calculations of molecular electrostatic potentials and frontier molecular orbitals of III were carried out at the B3LYP/6-31G(d) level of theory. The title compound was screened for antibacterial, antifungal and antioxidant activities. (C) 2012 Elsevier B.V. All rights reserved.