1,2-Bis(mercaptomethyl)-4-methylurazole | 145626-92-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1,2-Bis(mercaptomethyl)-4-methylurazole
• 英文别名: 4-Methyl-1,2-bis(sulfanylmethyl)-1,2,4-triazolidine-3,5-dione
• CAS: 145626-92-2
• 化学式: C₅H₉N₃O₂S₂
• 分子量: 207.277
• InChiKey: SRCFHNPSBFFMAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  45.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-Bis(mercaptomethyl)-4-methylurazole 在 5,5'-二硫双(2-硝基苯甲酸) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以58%的产率得到1,2-Bis(mercaptomethyl)-4-methylurazole Disulfide
  参考文献：
  名称：

  Synthesis of dithiols as reducing agents for disulfides in neutral aqueous solution and comparison of reduction potentials

  摘要：

  Several dithiols have been prepared that are useful for the reduction of disulfides in aqueous solution. The reduction potential of these dithiols have been determined from the measurement of the equilibrium constant of thiol/disulfide interchange with oxidized dithiothreitol using a H-1 NMR assay. The values of pK(a) of some of the dithiols were measured to estimate their rate of reduction of disulfides. Bis(2-mercaptoethyl) sulfone (2), N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine (5), and meso-2,5-dimercapto-N,N,N',N'-tetramethyladipamide (6) are especially interesting as alternatives to dithiothreitol for the reduction of disulfides.

  DOI：

  10.1021/jo00055a015
• 作为产物：
  描述：

  1,2-Bis(hydroxymethyl)-4-methyl-1,2,4-triazolidine-3,5-dione 在 盐酸 、 氯化亚砜 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 68.58h， 生成 1,2-Bis(mercaptomethyl)-4-methylurazole
  参考文献：
  名称：

  Synthesis of dithiols as reducing agents for disulfides in neutral aqueous solution and comparison of reduction potentials

  摘要：

  Several dithiols have been prepared that are useful for the reduction of disulfides in aqueous solution. The reduction potential of these dithiols have been determined from the measurement of the equilibrium constant of thiol/disulfide interchange with oxidized dithiothreitol using a H-1 NMR assay. The values of pK(a) of some of the dithiols were measured to estimate their rate of reduction of disulfides. Bis(2-mercaptoethyl) sulfone (2), N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine (5), and meso-2,5-dimercapto-N,N,N',N'-tetramethyladipamide (6) are especially interesting as alternatives to dithiothreitol for the reduction of disulfides.

  DOI：

  10.1021/jo00055a015