[2-(3-Aminomethyl-[1,2,4]triazol-4-yl)-5-chloro-phenyl]-phenyl-methanone | 118790-80-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-(3-Aminomethyl-[1,2,4]triazol-4-yl)-5-chloro-phenyl]-phenyl-methanone
• CAS: 118790-80-0
• 化学式: C₁₆H₁₃ClN₄O
• 分子量: 312.758
• InChiKey: JVGXLSOGMZRLKB-UHFFFAOYSA-N

物化性质

• 沸点：
  563.2±60.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  73.8
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  艾司唑仑 在 盐酸 作用下， 生成 [2-(3-Aminomethyl-[1,2,4]triazol-4-yl)-5-chloro-phenyl]-phenyl-methanone
  参考文献：
  名称：

  Reversible ring-opening reactions of triazolobenzo- and triazolothienodiazepines in acidic media at around body temperature.

  摘要：

  三唑苯并二氮杂硫和三唑噻吩二氮杂苯（埃司唑仿和依他唑仿）以及一个噻吩二氮杂苯（氯噻唑仿）的水解反应通过光谱法进行了研究。埃司唑仿和依他唑仿的亚甲基键断裂反应是可逆的，开环化合物与闭环化合物（原药的质子化形式）之间处于平衡。然而，在氯噻唑仿中观察到的光谱变化很小。埃司唑仿的闭环反应速率高于开环反应，而依他唑仿则相反。通过阿伦尼乌斯类型的图谱获得了正反应的活化能。此外，测定了依他唑仿的pKa值。

  DOI：

  10.1248/cpb.28.2536

文献信息

• Reversible ring-opening reactions of triazolobenzo- and triazolothienodiazepines in acidic media at around body temperature.
  作者：NOBUO INOTSUME、MASAHIRO NAKANO

  DOI：10.1248/cpb.28.2536

  日期：——

  Hydrolytic reactions of triazolobenzo- and triazolothienodiazepines (estazolam and etizolam) as well as a thienodiazepine (clotiazepam) were studied spectrophotometrically. Cleavage reactions of the azomethine bonds of estazolam and etizolam were reversible and the open-ring compounds were in equilibrium with the closed-ring compounds (protonated forms of the parent drugs). However, little spectral change was observed in clotiazepam. The rate of ring-closure reaction was greater than that of ring-opening reaction in estazolam whereas the opposite was the case in etizolam. The activation energies of the forward and reverse reactions were obtained from Arrhenius-type plots. In addition, the pKa value of etizolam was determined.

  三唑苯并二氮杂硫和三唑噻吩二氮杂苯（埃司唑仿和依他唑仿）以及一个噻吩二氮杂苯（氯噻唑仿）的水解反应通过光谱法进行了研究。埃司唑仿和依他唑仿的亚甲基键断裂反应是可逆的，开环化合物与闭环化合物（原药的质子化形式）之间处于平衡。然而，在氯噻唑仿中观察到的光谱变化很小。埃司唑仿的闭环反应速率高于开环反应，而依他唑仿则相反。通过阿伦尼乌斯类型的图谱获得了正反应的活化能。此外，测定了依他唑仿的pKa值。