thiamin | 675848-34-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: thiamin
• 英文别名: Thiamine(2+)；2-[3-[(4-amino-2-methylpyrimidin-1-ium-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol
• CAS: 675848-34-7
• 化学式: C₁₂H₁₈N₄OS
• 分子量: 266.367
• InChiKey: JZRWCGZRTZMZEH-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  thiamin 在 sodium hydroxide 作用下， 生成 4-Amino-5-[2-hydroxy-5-(2-hydroxy-ethyl)-4-methyl-thiazol-3-ylmethyl]-2-methyl-pyrimidin-1-ium
  参考文献：
  名称：

  Hydrolysis of thiamine

  摘要：

  The hydrolysis of thiamine has been studied over the range 0.5 < pH < 10.5 in aqueous solution at 25 degrees C using the stopped-flow technique. When the backward reaction from thiazolium anion to thiamine is followed, two relaxation effects are observed and the evaluation of the relaxation amplitudes allows us to determine seven independent equilibrium constants between thiamine, differently protonated pseudo bases and differently protonated thioles. The results are confirmed by the pH-dependence of the relaxation times. The hydrolysis of thiamine proceeds via the same mechanism as observed for other thiazolium salts, when the protonation of the pyrimidine ring of thiamine is also taken into account for all species.

  DOI：

  10.1039/p29950000463
• 作为产物：
  描述：

  4-Amino-5-[2-hydroxy-5-(2-hydroxy-ethyl)-4-methyl-thiazol-3-ylmethyl]-2-methyl-pyrimidin-1-ium 在 盐酸 作用下， 生成 thiamin
  参考文献：
  名称：

  Hydrolysis of thiamine

  摘要：

  The hydrolysis of thiamine has been studied over the range 0.5 < pH < 10.5 in aqueous solution at 25 degrees C using the stopped-flow technique. When the backward reaction from thiazolium anion to thiamine is followed, two relaxation effects are observed and the evaluation of the relaxation amplitudes allows us to determine seven independent equilibrium constants between thiamine, differently protonated pseudo bases and differently protonated thioles. The results are confirmed by the pH-dependence of the relaxation times. The hydrolysis of thiamine proceeds via the same mechanism as observed for other thiazolium salts, when the protonation of the pyrimidine ring of thiamine is also taken into account for all species.

  DOI：

  10.1039/p29950000463

文献信息

• Hydrolysis of thiamine
  作者：Joachim Herrmann、Wilhelm Knoche、Roland Neugebauer

  DOI：10.1039/p29950000463

  日期：——

  The hydrolysis of thiamine has been studied over the range 0.5 < pH < 10.5 in aqueous solution at 25 degrees C using the stopped-flow technique. When the backward reaction from thiazolium anion to thiamine is followed, two relaxation effects are observed and the evaluation of the relaxation amplitudes allows us to determine seven independent equilibrium constants between thiamine, differently protonated pseudo bases and differently protonated thioles. The results are confirmed by the pH-dependence of the relaxation times. The hydrolysis of thiamine proceeds via the same mechanism as observed for other thiazolium salts, when the protonation of the pyrimidine ring of thiamine is also taken into account for all species.