O-(4-nitrobenzoyl)thiamine chloride hydrochloride | 22559-81-5

• 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: O-(4-nitrobenzoyl)thiamine chloride hydrochloride
• 英文别名: 3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-4-methyl-5-[2-(4-nitro-benzoyloxy)-ethyl]-thiazolium; hydrochloride；3-(4-Amino-2-methyl-pyrimidin-5-ylmethyl)-4-methyl-5-[2-(4-nitro-benzoyloxy)-aethyl]-thiazolium; Hydrochlorid；O-p-Nitro-benzoyl-thiamin Chlorid-Hydrochlorid；O-p-Nitro-benzoylthiamin-hydrochlorid；2-[3-[(4-Amino-2-methylpyrimidin-1-ium-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl 4-nitrobenzoate;dichloride
• CAS: 22559-81-5
• 化学式: C₁₉H₂₀N₅O₄S*ClH*Cl
• 分子量: 486.379
• InChiKey: FKMMSUPXYRCOIF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.19
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  157
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  O-(4-nitrobenzoyl)thiamine chloride hydrochloride 在 K-Na phosphate buffer 、 cytochrome c 作用下， 以 水 为溶剂， 生成 4-nitro-benzoic acid 2-(3,7-dimethyl-4H-1-thia-3a,6,8,9-tetraaza-cyclopenta[b]naphthalen-2-yl)-ethyl ester
  参考文献：
  名称：

  摘要：

  The kinetics of reduction of ferricytochrome c in its reaction with thiamine and its O-substituted structural analogs in phosphate buffer at pH 7.5-7.8 were studied. The reduction rate is proportional to the concentration of thiamine or its derivatives. The dependence of the reaction rate on the oxidant concentration is characterized by negative deviations from linearity. In oxidation with ferricytochrome c, the reactivity of thiamine consdierably exceeds the reactivity of thiamine diphosphate and thiamine monophosphate, and in oxidation with ferricyanide the reaction rate increases in the order thiamine monophosphate < thiamine < thiamine diphosphate. With O-(2-norbornoyl)thiamine, O-(2-adamantyl)acetylthiamine, O-benzoylthiamine, O-(4-nitrobenzoyl)thiamine, or O-(5-nitro-2-chlorobenzoyl)thiamine, the rate of ferricytochrome c reduction is higher than with thiamine. Presumably, the electron transfer to the heme group of the oxidant is preceded by formation of a complex of ferricytochrome c with the neutral tricyclic form of the substrate.

  DOI：

  10.1023/a:1023361817590
• 作为产物：
  描述：

  盐酸硫胺 在 盐酸 、 sodium hydroxide 、 乙醇 、 水 作用下， 生成 O-(4-nitrobenzoyl)thiamine chloride hydrochloride
  参考文献：
  名称：

  Yoshida, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1954, vol. 74, p. 993,994

  摘要：

  DOI：

文献信息

• Kawasaki, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1954, vol. 74, p. 1189,1191
  作者：Kawasaki

  DOI：——

  日期：——