1-(3-甲基苯基)-4-(2-吡啶-2-基乙基)哌嗪 | 90125-64-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-(3-甲基苯基)-4-(2-吡啶-2-基乙基)哌嗪
• 英文名称: 1-(2-(pyridin-2-yl)ethyl)-4-(m-tolyl)piperazine
• 英文别名: 1-(3-Methylphenyl)-4-[2-(pyridin-2-yl)ethyl]piperazine；1-(3-methylphenyl)-4-(2-pyridin-2-ylethyl)piperazine
• CAS: 90125-64-7
• 化学式: C₁₈H₂₃N₃
• 分子量: 281.401
• InChiKey: NULDCLOZTRQBPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  19.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲基苯胺 在 水 作用下， 以 正丁醇 为溶剂， 生成 1-(3-甲基苯基)-4-(2-吡啶-2-基乙基)哌嗪
  参考文献：
  名称：

  Catalyst-free anti-Markovnikov hydroamination and hydrothiolation of vinyl heteroarenes in aqueous medium: an improved process towards centhaquine

  摘要：

  在水介质中实现了乙烯基杂环烯/缺电子烯的无催化剂氢化和氢硫化。

  DOI：

  10.1039/d3ob02046k

文献信息

• Antivertigo agents. I. Structure-activity relationships of 2-(2-aminoethyl)pyridines.
  作者：AKIRA SHIOZAWA、YUHICHIRO ICHIKAWA、CHIKARA KOMURO、GENICHI IDZU、MICHIO ISHIKAWA、SHUJI KURASHIGE、HIROSHI MIYAZAKI、HIROSHI YAMANAKA、TAKAO SAKAMOTO

  DOI：10.1248/cpb.32.553

  日期：——

  A series of 2-(2-aminoethyl) pyridines derived by the modification of the amine moiety in betahistine, 2-(2-methylaminoethyl) pyridine, was synthesized and evaluated for antivertigo action in terms of inhibitory activity against spontaneous nystagmus in cats. The structure-activity relationships between the amine moieties and antivertigo activities were investigated. The effects of substituents on the phenyl ring of the 4-phenylpiperazine moiety were investigated by means of quantitative regression analysis using various physicochemical parameters. The following equation gave the best correlation. log 1/ID30=-0.417 (±0.322) π+0.166 (±0.048) MR-1.473 (±0.237) (n=15, s=0.239, r=0.910, F212=28.887). In this series of compounds, 1-(2-methoxyphenyl)-4-[2-(2-pyridyl) ethyl] piperazine, 1-(2-methoxyphenyl)-4-[2-[2-(6-methyl) pyridyl] ethyl]-piperazine, and 1-(2-methoxyphenyl)-4-[2-[2-(5-ethyl) pyridyl] ethyl] piperazine were found to show more potent activity than betahistine. Thus, the 4-(2-methoxyphenyl) piperazine group was found to be the most effective amine moiety for activity against spontaneous nystagmus.

  通过修改倍他司汀中的胺部分，合成了一系列2-(2-氨基乙基)吡啶，并将其合成的2-(2-甲基氨基乙基)吡啶，就其对猫自发性眼球震颤的抑制活性，评估了它们的抗眩晕作用。研究了胺部分与抗眩晕活性之间的构效关系。通过利用各种物理化学参数进行定量回归分析，研究了4-苯基哌嗪部分苯环上取代基的影响。以下方程给出了最佳相关性。log 1/ID30=-0.417 (±0.322) π+0.166 (±0.048) MR-1.473 (±0.237) (n=15, s=0.239, r=0.910, F212=28.887).在这一系列化合物中，发现1-(2-甲氧基苯基)-4-[2-(2-吡啶基)乙基]哌嗪，1-(2-甲氧基苯基)-4-[2-[2-(6-甲基)吡啶基]乙基]-哌嗪，和1-(2-甲氧基苯基)-4-[2-[2-(5-乙基)吡啶基]乙基]哌嗪的活性强于倍他司汀。因此，发现4-(2-甲氧基苯基)哌嗪部分是对抗自发性眼球震颤活性最有效的胺部分。