N-<4-Phenyl-thiobutyryl>-morpholin | 3657-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: N-<4-Phenyl-thiobutyryl>-morpholin
• 英文别名: 4-Phenyl-buttersaeure-thionmorpholid；1-(morpholin-4-yl)-4-phenylbutane-1-thione；4-(4-phenyl-thiobutyryl)-morpholine；1-Morpholin-4-yl-4-phenylbutane-1-thione
• CAS: 3657-94-1
• 化学式: C₁₄H₁₉NOS
• 分子量: 249.377
• InChiKey: PMANHGDZUFASIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吗啉 、 苯丁酮 在 silica gel-supported tetrafluoroboric acid 、 sulfur 作用下， 反应 2.6h， 以89%的产率得到N-<4-Phenyl-thiobutyryl>-morpholin
  参考文献：
  名称：

  Silica-supported fluoroboric acid (HBF4–SiO2) catalyzed highly productive synthesis of thiomorpholides as activators of l-asparaginase as well as the antioxidant agent

  摘要：

  An efficient solvent-free procedure for the synthesis of thiomorpholides in the presence of a catalytic amount of solid-supported fluoroboric acid (HBF4-SiO2) is described. The advantages of this method are high yields, short reaction times, ease of product isolation, low cost, and the catalyst can be recycled for a number of times without significant loss of activity. Three thiomorpholides possessing electron-donating group (4c, 4g, and 4h) were exhibiting excellent stimulatory activities against Erwinia carotovora L-asparaginase. The most potent activator, compound 4h displayed the following kinetic parameters, K-m = 75 mu M and V-max = 1000 mu mol mg(-1) min(-1) and K-A = 0.985 mu M. Furthermore, these compounds (4g, 4h, 4c, 4f, 4a, and 4d) have also shown promising 2,2'-diphenyl-1-picrylhydrazyl (DPPH) reducing antioxidant activity (21-36%) at 1 mM concentration as compared to standard butylated hydroxyl anisole (72% at 1 mM). (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2010.03.033