1-甲基哌啶-4-基萘-1-羧酸酯 | 102699-03-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-甲基哌啶-4-基萘-1-羧酸酯
• 英文名称: 1-methyl piperidine-4-yl naphthalene-1-carboxylate
• 英文别名: (1-Methylpiperidin-4-yl) naphthalene-1-carboxylate
• CAS: 102699-03-6
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: AAENHNJEFKUQDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-甲基-4-哌啶醇 、 1-萘甲酸 在 吡啶 作用下， 反应 12.0h， 生成 1-甲基哌啶-4-基萘-1-羧酸酯
  参考文献：
  名称：

  Structural analysis of 5-HT3 receptor antagonists: synthesis and pharmacological activity of various aromatic esters or amides derived from tropane and 1,2,6-trisubstituted piperidine

  摘要：

  Preliminary results of a structure-activity relationship in the field of 5-HT3 receptor antagonists on the influence of the aromatic ring and steric hindrance around the basic nitrogen atom are reported. The favorable role of the naphthalene moiety substituted by a carbonyl function in position 1 was demonstrated by measuring the biological activity using the inhibition of the specific binding of [H-3]BRL 43694 and the inhibition of the Bezold-Jarisch reflex. Several esters and amides of 1,2,6-trisubstituted piperidine derivatives with a suitable fit with the antagonist reference compounds were synthesized. The lack of biological activity of these compounds emphasizes the importance of steric hindrance for binding with the anionic receptor site. These data confirm the major role of the tropane and quinuclidine frameworks in the potency of a number of 5-HT3 antagonists.

  DOI：

  10.1016/0223-5234(93)90039-h