N-{2-[4-phenylpiperazin-1-yl] ethyl}-2-naphthalenecarboxamide | 1049437-39-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-{2-[4-phenylpiperazin-1-yl] ethyl}-2-naphthalenecarboxamide
• 英文别名: N-(2-(4-phenylpiperazin-1-yl)ethyl)-2-naphthamide；N-[2-(4-phenylpiperazin-1-yl)ethyl]naphthalene-2-carboxamide
• CAS: 1049437-39-9
• 化学式: C₂₃H₂₅N₃O
• 分子量: 359.471
• InChiKey: VQPKBEPTXUAIJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 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：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2-(4-phenylpiperazin-1-yl)ethyl)isoindoline-1,3-dione 在 hydrazine hydrate 、 三乙胺 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 16.0h， 生成 N-{2-[4-phenylpiperazin-1-yl] ethyl}-2-naphthalenecarboxamide
  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.