2-Amino-N-[3-(2-chloro-benzoyl)-5-ethyl-thiophen-2-yl]-N-methyl-acetamide | 133278-83-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Amino-N-[3-(2-chloro-benzoyl)-5-ethyl-thiophen-2-yl]-N-methyl-acetamide
• 英文别名: 2-amino-N-[3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl]-N-methylacetamide
• CAS: 133278-83-8
• 化学式: C₁₆H₁₇ClN₂O₂S
• 分子量: 336.842
• InChiKey: QSLQEEWNICMSFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  91.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氯噻西泮 在 盐酸 作用下， 生成 2-Amino-N-[3-(2-chloro-benzoyl)-5-ethyl-thiophen-2-yl]-N-methyl-acetamide
  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。