(2S)-2-ethynylazepane;oxalic acid | 128960-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (2S)-2-ethynylazepane;oxalic acid
• CAS: 128960-00-9
• 化学式: C₂H₂O₄*C₈H₁₃N
• 分子量: 213.233
• InChiKey: BIWUJIHMMAVSMK-DDWIOCJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.31
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  86.63
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2S)-2-ethynylazepane;oxalic acid 、 乙酰氯 在 三乙胺 作用下， 以 乙醚 为溶剂， 以79%的产率得到1-[(2S)-2-ethynylazepan-1-yl]ethanone
  参考文献：
  名称：

  轻松合成已分解的α-乙炔基取代的环胺

  摘要：

  已经通过包括关键阳极氧化步骤在内的简便方法合成了一系列拆分的α-炔基吡咯烷基，哌啶基和全氢a庚啶基衍生物。绝对构型的分配基于化学相关性和圆二色性光谱。

  DOI：

  10.1016/s0040-4039(00)94612-4
• 作为产物：
  描述：

  (+/-)-2-<2-(trimethylsilyl)ethynyl>perhydroazepine 在 potassium fluoride 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 (2S)-2-ethynylazepane;oxalic acid
  参考文献：
  名称：

  Resolved pyrrolidine, piperidine, and perhydroazepine analogs of the muscarinic agent N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide

  摘要：

  A series of conformationally restricted analogues of the partial muscarinic agonist N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide (BM 5; 1) was synthesized. Three of the racemic derivatives were resolved into the enantiomers. The compounds were investigated for muscarinic and antimuscarinic activity in the isolated guinea pig ileum. They were found to be fairly potent muscarinic antagonists or weak partial agonists. The new compounds were either equally or less potent than 1 in inhibiting (-)-[3H]-N-methylscopolamine binding in homogenates of the rat cerebral cortex. Thus, structural modifications to 1 in which the amide moiety and the methyl group in the butynyl chain have been joined to form a six- or seven-membered ring preserve affinity but abolish efficacy. The R enantiomers were found to have 14-79 times higher affinity to ileal muscarinic receptors than the respective antipodes. The enantiomeric affinity ratios were nearly identical in both preparations studied. As suggested by molecular mechanics calculations, the difference in affinity between the five-membered and the six- and seven-membered ring analogues may be rationalized in conformational terms.

  DOI：

  10.1021/jm00174a014

文献信息

• LUNDKVIST, J. R. MICHAEL;VARGAS, HUGO M.;CALDIROLA, PATRIZIA;RINGDAHL, BJ+, J. MED. CHEM., 33,(1990) N2, C. 3182-3189
  作者：LUNDKVIST, J. R. MICHAEL、VARGAS, HUGO M.、CALDIROLA, PATRIZIA、RINGDAHL, BJ+

  DOI：——

  日期：——