N-(4-chloroprobutyryl)-hexahydroazepin-2-one | 101712-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: N-(4-chloroprobutyryl)-hexahydroazepin-2-one
• 英文别名: 1-(4-Chlorobutanoyl)azepan-2-one
• CAS: 101712-16-7
• 化学式: C₁₀H₁₆ClNO₂
• 分子量: 217.696
• InChiKey: DSUFSLRCWQLHGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  茶碱 、 N-(4-chloroprobutyryl)-hexahydroazepin-2-one 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以38.4%的产率得到1,3-dimethyl-7-(4-oxo-4-(2-oxoazepan-1-yl)-butyl)-3,7-dihydro-1H-purine-2,6-dione
  参考文献：
  名称：

  Synthesis and structure–activity relationship studies of theophylline analogs on population responses in the rat hippocampus in vitro

  摘要：

  We synthesized several theophylline analogs and tested the hypothesis that these compounds may be nootropic or cognitive enhancers by examining their effects on evoked population spikes recorded extra-cellularly in the CA1 region of the rat hippocampus. Whereas the length of the carbon chain on N7 had no effect, different size of the terminal lactam ring strongly influenced neuroactivity. Our results suggest that hexahydroazepin-2-one analogs have potential for further development as cognitive enhancers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.045
• 作为产物：
  描述：

  己内酰胺 、 4-氯丁酰氯 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 2.83h， 以76.6%的产率得到N-(4-chloroprobutyryl)-hexahydroazepin-2-one
  参考文献：
  名称：

  Synthesis and structure–activity relationship studies of theophylline analogs on population responses in the rat hippocampus in vitro

  摘要：

  We synthesized several theophylline analogs and tested the hypothesis that these compounds may be nootropic or cognitive enhancers by examining their effects on evoked population spikes recorded extra-cellularly in the CA1 region of the rat hippocampus. Whereas the length of the carbon chain on N7 had no effect, different size of the terminal lactam ring strongly influenced neuroactivity. Our results suggest that hexahydroazepin-2-one analogs have potential for further development as cognitive enhancers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.045

文献信息

• Practical and General Manganese-Catalyzed Carbonylative Coupling of Alkyl Iodides with Amides
  作者：Yahui Li、Fengxiang Zhu、Zechao Wang、Jabor Rabeah、Angelika Brückner、Xiao-Feng Wu

  DOI：10.1002/cctc.201601712

  日期：2017.3.20

  carbonylative transformation of alkyl iodides and amides was developed. A variety of imides were prepared in moderate to good yields. Alkyl bromides could also be applied by in situ treatment with NaI to give the corresponding alkyl iodides. Notably, no additives or expensive ligands were required here. As the first example of the carbonylative coupling of alkyl iodides with amides, the simple reaction

  开发了选择性锰催化的烷基碘和酰胺的羰基化转化。以中等至良好的产率制备了各种酰亚胺。烷基溴化物也可以通过用NaI原位处理来施加，以得到相应的烷基碘化物。值得注意的是，这里不需要添加剂或昂贵的配体。作为烷基碘与酰胺的羰基化偶联的第一个例子，锰的简单反应条件和优点使其比常规技术更具吸引力和实用性。从机理上讲，还进行了控制实验和电子顺磁共振波谱学研究，并证明了这一新工艺的根本性质。