ethyl<3-(4-methylphenylsulfonyl-hydrazino)>-butanoate | 91572-45-1

• 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: ethyl<3-(4-methylphenylsulfonyl-hydrazino)>-butanoate
• 英文别名: ethyl (3E)-3-{[(4-methylphenyl)sulfonyl]hydrazono}butanoate；ethyl (3E)-3-[(4-methylphenyl)sulfonylhydrazinylidene]butanoate
• CAS: 91572-45-1
• 化学式: C₁₃H₁₈N₂O₄S
• 分子量: 298.363
• InChiKey: OKOCJGPSMJXEBE-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl<3-(4-methylphenylsulfonyl-hydrazino)>-butanoate 、 丙酮 、 三氟化硼 、 乙醚 以89%的产率得到
  参考文献：
  名称：

  SACKS C. E.; FUCHS P. L., SYNTHESIS , 1976, NO 7, 456-457

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲苯磺酰氯 在 一水合肼 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 4.5h， 生成 ethyl<3-(4-methylphenylsulfonyl-hydrazino)>-butanoate
  参考文献：
  名称：

  Synthesis, biological investigation, calf thymus DNA binding and docking studies of the sulfonyl hydrazides and their derivatives

  摘要：

  The present study describes the syntheses and biological investigations of sulfonyl hydrazides and their novel derivatives. The detailed investigations involved the characterization of the newly synthesized compounds using FTIR, NMR, mass spectrometry and by single crystal X-Ray diffraction (XRD) analysis techniques. The binding tendencies of these compounds with CT-DNA (calf thymus DNA) have been explored by electronic absorption (UV) spectroscopy and viscosity measurement. The binding constant (K) and Gibb's free energy (Delta G) values were also calculated accordingly. In addition, we also investigated the biological activities such as antioxidant, antibacterial, enzyme inhibition and DNA interactions. The antioxidant activity was assayed by 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenging activity, while antibacterial activity was investigated against four bacterial strains (viz. Escherichia coli, Crynibacteria bovius, Staphylococcus auras and Bacillus antherasis) by employing the common disc diffusion method. Enzyme inhibition activity of the synthesized compounds was examined against butyrylcholinestrase. The results of enzyme inhibition activity and the DNA binding interaction studies were also collected through molecular docking program using computational analysis. Our study reveals that the newly synthesized compounds possess moderate to good biological activities. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2015.11.046

文献信息

• Electrochemical Synthesis of Polysubstituted Sulfonated Pyrazoles via Cascade Intermolecular Condensation, Radical–Radical Cross Coupling Sulfonylation, and Pyrazole Annulation
  作者：Jiajun Feng、Yuzhi Wang、Luoyu Gao、Yang Yu、Jonathan B. Baell、Fei Huang

  DOI：10.1021/acs.joc.2c01609

  日期：2022.10.7

  established under metal-free, exogenous-oxidant-free, and mild conditions. By judicious choice of different electrochemical reaction conditions, NH2-functionalized enaminones or N,N-disubstituted enaminones can react with aryl/alkyl sulfonyl hydrazides to afford tetra- or trisubstituted sulfonated pyrazoles in moderate to good yields, respectively. The gram-scale electrochemical transformation demonstrated

  在无金属、无外源氧化剂和温和条件下，建立了由烯胺酮和磺酰肼电化学合成多取代磺化吡唑的方法。通过明智地选择不同的电化学反应条件，NH 2 -官能化烯胺酮或N , N-二取代烯胺酮可以分别与芳基/烷基磺酰肼反应，分别以中等至良好的收率得到四取代或三取代的磺化吡唑。克级电化学转化证明了这种合成策略的效率和实用性。此外，磺化的NH-吡唑可以通过N的解离获得-甲苯磺酰基。机理研究表明，多取代磺化吡唑的电化学级联反应合成是通过分子间缩合、自由基-自由基交叉偶联磺酰化和吡唑环化的顺序进行的。
• Vinczer, Peter; Novak, Lajos; Szantay, Csaba, Synthetic Communications, 1984, vol. 14, # 3, p. 281 - 288
  作者：Vinczer, Peter、Novak, Lajos、Szantay, Csaba

  DOI：——

  日期：——
• VINCZER, P.;NOVAK, L.;SZANTAY, C., SYNTH. COMMUN., 1984, 14, N 3, 281-288
  作者：VINCZER, P.、NOVAK, L.、SZANTAY, C.

  DOI：——

  日期：——
• PETER, VINCZER;NOVAK, LAJOS;SZANTAY, CSABA, MAGY. KEM. FOLYOIR., 94,(1988) N 9, C. 392-393
  作者：PETER, VINCZER、NOVAK, LAJOS、SZANTAY, CSABA

  DOI：——

  日期：——
• Synthesis, biological investigation, calf thymus DNA binding and docking studies of the sulfonyl hydrazides and their derivatives
  作者：Shahzad Murtaza、Saima Shamim、Naghmana Kousar、Muhammad Nawaz Tahir、Muhammad Sirajuddin、Usman Ali Rana

  DOI：10.1016/j.molstruc.2015.11.046

  日期：2016.3

  The present study describes the syntheses and biological investigations of sulfonyl hydrazides and their novel derivatives. The detailed investigations involved the characterization of the newly synthesized compounds using FTIR, NMR, mass spectrometry and by single crystal X-Ray diffraction (XRD) analysis techniques. The binding tendencies of these compounds with CT-DNA (calf thymus DNA) have been explored by electronic absorption (UV) spectroscopy and viscosity measurement. The binding constant (K) and Gibb's free energy (Delta G) values were also calculated accordingly. In addition, we also investigated the biological activities such as antioxidant, antibacterial, enzyme inhibition and DNA interactions. The antioxidant activity was assayed by 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenging activity, while antibacterial activity was investigated against four bacterial strains (viz. Escherichia coli, Crynibacteria bovius, Staphylococcus auras and Bacillus antherasis) by employing the common disc diffusion method. Enzyme inhibition activity of the synthesized compounds was examined against butyrylcholinestrase. The results of enzyme inhibition activity and the DNA binding interaction studies were also collected through molecular docking program using computational analysis. Our study reveals that the newly synthesized compounds possess moderate to good biological activities. (C) 2015 Elsevier B.V. All rights reserved.