N-<(phenylthioacetoxy)methyl>saccharin | 150810-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: N-<(phenylthioacetoxy)methyl>saccharin
• 英文别名: (1,1,3-Trioxo-1,2-benzothiazol-2-yl)methyl 2-phenylsulfanylacetate
• CAS: 150810-11-0
• 化学式: C₁₆H₁₃NO₅S₂
• 分子量: 363.415
• InChiKey: GIWQLCDGCBZPSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-<(phenylthioacetoxy)methyl>saccharin 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-<(phenylthioacetoxy)methyl>saccharin sulfoxide
  参考文献：
  名称：

  Efficient inhibition of human leukocyte elastase and cathepsin G by saccharin derivatives

  摘要：

  A series of saccharin derivatives I has been synthesized and evaluated for their inhibitory activity toward human leukocyte elastase and cathepsin G. Most of the compounds were found to be efficient and time-dependent inhibitors of elastase. Inactivated elastase was found to regain its activity almost fully after 24 h (80-90 % activity) and the half-lives of reactivation ranged between 12-15 h. Addition of hydroxylamine to fully-inactivated enzyme led to rapid and complete recovery of enzymatic activity. A tentative mechanism of action is proposed on the basis of biochemical and model studies.

  DOI：

  10.1021/jm00073a019
• 作为产物：
  描述：

  N-羟基甲基糖精 在 氯化亚砜 、 三乙胺 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 50.0h， 生成 N-<(phenylthioacetoxy)methyl>saccharin
  参考文献：
  名称：

  Efficient inhibition of human leukocyte elastase and cathepsin G by saccharin derivatives

  摘要：

  A series of saccharin derivatives I has been synthesized and evaluated for their inhibitory activity toward human leukocyte elastase and cathepsin G. Most of the compounds were found to be efficient and time-dependent inhibitors of elastase. Inactivated elastase was found to regain its activity almost fully after 24 h (80-90 % activity) and the half-lives of reactivation ranged between 12-15 h. Addition of hydroxylamine to fully-inactivated enzyme led to rapid and complete recovery of enzymatic activity. A tentative mechanism of action is proposed on the basis of biochemical and model studies.

  DOI：

  10.1021/jm00073a019