N,N'-1,2-ethanediylbis(m-toluenesulfonamide) | 793713-92-5

• 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: N,N'-1,2-ethanediylbis(m-toluenesulfonamide)
• 英文别名: N,N'-(Ethane-1,2-diyl)bis(3-methylbenzenesulfonamide)；3-methyl-N-[2-[(3-methylphenyl)sulfonylamino]ethyl]benzenesulfonamide
• CAS: 793713-92-5
• 化学式: C₁₆H₂₀N₂O₄S₂
• 分子量: 368.478
• InChiKey: PTKBYSSHVPWNBN-UHFFFAOYSA-N

物化性质

• 熔点：
  158-161 °C
• 沸点：
  569.0±60.0 °C(Predicted)
• 密度：
  1.297±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,10-菲罗啉 、 N,N'-1,2-ethanediylbis(m-toluenesulfonamide) 、 copper diacetate 以 乙腈 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  Synthesis, characterization and antimicrobial activity of m-toluenesulfonamide, N,N′-1,2-ethanediylbis (mtsen) and [Cu(II)(phenanthroline)2]mtsen complex

  摘要：

  M-toluenesulfonamide, N,N'-1,2-ethanediylbis (a disulfonamide compound, mtsen) and [Cu(II)(phenanthroline)(2)]mtsen compounds were newly synthesized. The molecular structure of mtsen was investigated by using elemental analyses, liquid chromatography-mass spectrometry (LC-MS), X-ray diffraction, Fourier transform infrared spectroscopy (FT-IR), dispersive Raman spectroscopy, H-1, C-13, heteronuclear chemical-shift correlation (HETCOR) and correlation spectroscopy (COSY) NMR spectroscopies. The FT-IR, dispersive Raman and far-infrared spectra of mtsen were recorded at room-temperature and discussed assisted with B3LYP/6-311G(d,p) level of theory along with scaled quantum mechanics force field (SQM-FF) method. Furthermore, H-1 and C-13 NMR analyses were performed at B3LYP/6-311++G(d,p) theory level using gauge including atomic orbital (CIAO) method and compared with the experimental findings. Further analyses were also made for [Cu(II)(phenanthroline)(2)]mtsen complex by using elemental analysis, LC-MS, magnetic susceptibility; conductivity measurement and FT-IR. The antibacterial activities of synthesized compounds were studied against some Gram-positive and Gram-negative bacteria by using the microdilution and disk diffusion method. The biological activity screening showed that complex have more activity than ligand against the tested bacteria. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.06.046
• 作为产物：
  描述：

  间甲苯磺酰氯 、 乙二胺 以 四氢呋喃 为溶剂， 反应 24.0h， 以72%的产率得到N,N'-1,2-ethanediylbis(m-toluenesulfonamide)
  参考文献：
  名称：

  Synthesis, characterization and antimicrobial activity of m-toluenesulfonamide, N,N′-1,2-ethanediylbis (mtsen) and [Cu(II)(phenanthroline)2]mtsen complex

  摘要：

  M-toluenesulfonamide, N,N'-1,2-ethanediylbis (a disulfonamide compound, mtsen) and [Cu(II)(phenanthroline)(2)]mtsen compounds were newly synthesized. The molecular structure of mtsen was investigated by using elemental analyses, liquid chromatography-mass spectrometry (LC-MS), X-ray diffraction, Fourier transform infrared spectroscopy (FT-IR), dispersive Raman spectroscopy, H-1, C-13, heteronuclear chemical-shift correlation (HETCOR) and correlation spectroscopy (COSY) NMR spectroscopies. The FT-IR, dispersive Raman and far-infrared spectra of mtsen were recorded at room-temperature and discussed assisted with B3LYP/6-311G(d,p) level of theory along with scaled quantum mechanics force field (SQM-FF) method. Furthermore, H-1 and C-13 NMR analyses were performed at B3LYP/6-311++G(d,p) theory level using gauge including atomic orbital (CIAO) method and compared with the experimental findings. Further analyses were also made for [Cu(II)(phenanthroline)(2)]mtsen complex by using elemental analysis, LC-MS, magnetic susceptibility; conductivity measurement and FT-IR. The antibacterial activities of synthesized compounds were studied against some Gram-positive and Gram-negative bacteria by using the microdilution and disk diffusion method. The biological activity screening showed that complex have more activity than ligand against the tested bacteria. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.06.046

文献信息

• Quantitative structure–activity relationships studies for prediction of antimicrobial activity of synthesized disulfonamide derivatives
  作者：Saliha Alyar、Neslihan Özbek、Kübra Kuzukıran、Nurcan Karacan

  DOI：10.1007/s00044-010-9304-7

  日期：2011.3

  A new series of disulfonamides were synthesized and assayed as antimicrobial agents against Staphylococcus aureus, Bacillus cereus, and Escherichia coli. The quantitative structure-activity relationship analysis (QSAR) was applied to find out the correlation between experimentally evaluated antimicrobial activities with various parameters of the compounds using stepwise multiple liner regression method. The QSAR analysis revealed that the third-order average connectivity index ((3)chi(A)) was found to have negative correlation. The best QSAR models were further validated by leave-one-out method of cross-validation.