| 67007-90-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 67007-90-3
• 化学式: C₉H₁₀N₄O₂S₂*C₄₂H₇₀O₃₅
• 分子量: 1405.33
• InChiKey: ZJYGVSFWBPKVLD-ZQOBQRRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -14.0
• 重原子数：
  94.0
• 可旋转键数：
  10.0
• 环数：
  23.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  652.02
• 氢给体数：
  23.0
• 氢受体数：
  41.0

反应信息

• 作为产物：
  描述：

  磺胺甲噻二唑 、 β-环糊精 以 水 为溶剂， 生成
  参考文献：
  名称：

  Spectral, thermal, and molecular modeling studies on the encapsulation of selected sulfonamide drugs in β-cyclodextrin nano-cavity

  摘要：

  In the present work the inclusion complexation of three sulfonamide (SA) drugs, namely sulfisoxazole (SSX), sulfamethizole (SMZ), and Sulfamethazine (STM) with beta-cyclodextrin (beta-CD) has been investigated using UV-Vis spectroscopy, DSC, H-1 NMR spectroscopy, and molecular modeling methods. The binding constant (K-b) of SA:beta-CD inclusion complexation was determined via applying the modified form of Benesi-Hildebrand equation employing the changes in absorbance at lambda(max). Obtained results revealed that SA drugs form 1:1 inclusion complex with beta-CD with K-b of 650, 1532, 714 M-1 at 25 degrees C for SSX, SMZ, and STM, respectively. The UV-Vis absorption spectra displayed solvatochromic behavior of bathochromic shift with decreasing solvent polarity that in turn is good agreement with their behavior in the presence of beta-CD in terms of environment polarity dependency. The inclusion complex formation between beta-CD and tested SA drugs in liquid and solid states was confirmed by 1H NMR and DSC, respectively. Using semi-empirical quantum chemistry methods at PM3 theoretical level, inclusion complexes' structures as well as energetic and thermodynamic parameters of encapsulation were elucidated. Obtained results revealed that the encapsulation is favorably energetic and enthalpic in nature with the inclusion of the aniline moiety through the wide rim side of beta-CD nano-cavity. Further, molecular modeling revealed that beta-CD encapsulation of SA drugs reduced their (E-HOMO - E-LUMO) gap. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.04.136