N-(4-diethylaminoethoxybenzyl)benzene-1,4-bis(sulfonamide) hydrochloride | 1073637-69-0

• 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-(4-diethylaminoethoxybenzyl)benzene-1,4-bis(sulfonamide) hydrochloride
• 英文别名: N-(4-diethylaminoethoxybenzyl)benzene-1,4-bis(sulphonamide) hydrochloride
• CAS: 1073637-69-0
• 化学式: C₁₉H₂₇N₃O₅S₂*ClH
• 分子量: 478.033
• InChiKey: YRBIKIJQNIKODC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.95
• 重原子数：
  30.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  118.8
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N-(4-diethylaminoethoxybenzyl)benzene-1,4-bis(sulfonamide) 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以80%的产率得到N-(4-diethylaminoethoxybenzyl)benzene-1,4-bis(sulfonamide) hydrochloride
  参考文献：
  名称：

  Structure, acidity and basicity of a benzene disulfonamide inhibitor of carbonic anhydrase

  摘要：

  N-(4-Diethylaminoethoxybenzyl)benzene-1,4-bis(sulfonamide) (I-3) and its hydrochloride salt (I-3 center dot HCl) were prepared. The X-ray molecular structure of (I-3 center dot HCl) has been determined. The gas phase geometry of free base, its anion, cation and hydrochloride has been computed using Becke3LYP/6-311++G(d,p) and 897D/6-311++G(d,p) model chemistry. The conformational behavior of these systems in water was examined using the salvation CPCM model. In the solid state this compound possesses a sandwich-like structure. According to the density functional calculations using B97D Grimme's functional including dispersion this structure is also present in the gas phase and/or in water solution. On the other hand, the B3LYP functional calculations prefer extended conformer in gas phase. The calculated gas-phase acidity and basicity are conformationally dependent and low, indicating that 1-3 behaves as a weak acid and/or base. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.11.047