4-hydroxy-3-(thiomorpholin-1-ylmethyl)benzonitrile | 1041658-79-0

• 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: 4-hydroxy-3-(thiomorpholin-1-ylmethyl)benzonitrile
• 英文别名: 4-Hydroxy-3-(thiomorpholin-4-ylmethyl)benzonitrile
• CAS: 1041658-79-0
• 化学式: C₁₂H₁₄N₂OS
• 分子量: 234.322
• InChiKey: GWWIMZZQZCMXSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  硫代吗啉 、 聚合甲醛 、 4-羟基苯甲腈 反应 0.25h， 以85%的产率得到4-hydroxy-3-(thiomorpholin-1-ylmethyl)benzonitrile
  参考文献：
  名称：

  Deprotonation Mechanism and log P Values of New Antihypertensive Thiomorpholinylmethylphenols: A Combined Experimental and Theoretical Study

  摘要：

  Four new antihypertensive thiomorpholinylmethylphenol compounds were synthesized by its potential antihypertensive and antiarhythmic properties. The pK(a) values were determined experimentally, with die aid of program SQUAD, by Capillary Zone Electrophoresis (CZE) (T = 310.15 K and / = 0.05 mol.dm(-3)) and by UV spectrophotometry at pseudophysiological conditions (T = 310.15 K and / = 0.15 mol.dm(-3)). obtaining good agreement between the values determined with both techniques. A theoretical study was followed to propose a deprotonation mechanism for each compound. The log P values were also determined between n-octanol and water and compared with the values of other similar compounds to relate it with its possible biological activity.

  DOI：

  10.1021/je100470g

文献信息

• Deprotonation Mechanism and log <i>P</i> Values of New Antihypertensive Thiomorpholinylmethylphenols: A Combined Experimental and Theoretical Study
  作者：Karla Sanpedro-Montoya、Beatriz Martínez-Pérez、Annia Galano、Enrique Ángeles、Víctor H. Abrego、María Teresa Ramírez-Silva、Alberto Rojas-Hernández

  DOI：10.1021/je100470g

  日期：2010.10.14

  Four new antihypertensive thiomorpholinylmethylphenol compounds were synthesized by its potential antihypertensive and antiarhythmic properties. The pK(a) values were determined experimentally, with die aid of program SQUAD, by Capillary Zone Electrophoresis (CZE) (T = 310.15 K and / = 0.05 mol.dm(-3)) and by UV spectrophotometry at pseudophysiological conditions (T = 310.15 K and / = 0.15 mol.dm(-3)). obtaining good agreement between the values determined with both techniques. A theoretical study was followed to propose a deprotonation mechanism for each compound. The log P values were also determined between n-octanol and water and compared with the values of other similar compounds to relate it with its possible biological activity.