N-{2-[4-(4-methylphenyl)-1,2,3,6-tetrahydropyridin-1-yl]ethyl}-2-quinoxalinecarboxamide | 1553930-22-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-{2-[4-(4-methylphenyl)-1,2,3,6-tetrahydropyridin-1-yl]ethyl}-2-quinoxalinecarboxamide
• 英文别名: N-[2-[4-(4-methylphenyl)-3,6-dihydro-2H-pyridin-1-yl]ethyl]quinoxaline-2-carboxamide
• CAS: 1553930-22-5
• 化学式: C₂₃H₂₄N₄O
• 分子量: 372.47
• InChiKey: GZBJERWTCBNIEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-喹喔啉甲酰氯 、 2-(4-(p-tolyl)-3,6-dihydropyridin-1(2H)-yl)ethan-1-amine 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 15.0h， 生成 N-{2-[4-(4-methylphenyl)-1,2,3,6-tetrahydropyridin-1-yl]ethyl}-2-quinoxalinecarboxamide
  参考文献：
  名称：

  Enhancing a CH−π Interaction to Increase the Affinity for 5-HT_1A Receptors

  摘要：

  An electrostatic interaction related to a favorable position of the distal phenyl ring and a phenylalanine residue in the binding pocket would explain the higher 5-HT1A affinity of a 4-phenyl-1,2,3,6-tetrahydropyridine (THP) analogue compared to the corresponding 4-phenylpiperazine analogue. To explore a possible reinforcement of this interaction to increase the affinity for 5-HT1A receptors, different 4-substituted-phenyl analogues were synthesized and tested. The most important increase of affinity is obtained with two electron-donating methyl groups in positions 3 and 5.

  DOI：

  10.1021/ml4004843

文献信息

• Enhancing a CH−π Interaction to Increase the Affinity for 5-HT_1A Receptors
  作者：Jean-François Liégeois、Marc Lespagnard、Elsa Meneses Salas、Floriane Mangin、Jacqueline Scuvée-Moreau、Sébastien Dilly

  DOI：10.1021/ml4004843

  日期：2014.4.10

  An electrostatic interaction related to a favorable position of the distal phenyl ring and a phenylalanine residue in the binding pocket would explain the higher 5-HT1A affinity of a 4-phenyl-1,2,3,6-tetrahydropyridine (THP) analogue compared to the corresponding 4-phenylpiperazine analogue. To explore a possible reinforcement of this interaction to increase the affinity for 5-HT1A receptors, different 4-substituted-phenyl analogues were synthesized and tested. The most important increase of affinity is obtained with two electron-donating methyl groups in positions 3 and 5.