N-(4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl)quinolin-2-amine | 1013059-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-(4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl)quinolin-2-amine
• 英文别名: N-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]quinolin-2-amine
• CAS: 1013059-90-9
• 化学式: C₂₄H₃₀N₄O
• 分子量: 390.528
• InChiKey: SVLOMAHKFFJJIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  40.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氯喹啉 、 4-4-(2-甲氧基-苯基)-哌嗪-1-基-丁基胺 反应 5.0h， 以63%的产率得到N-(4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl)quinolin-2-amine
  参考文献：
  名称：

  N-[ω-[4-(2-Methoxyphenyl)-1-piperazinyl]alkyl]-2-quinolinamines as High-Affinity Fluorescent 5-HT1A Receptor Ligands

  摘要：

  We here report on the design, synthesis; binding affinities, and fluorescent properties of a series of serotonin 5-HT1A receptor ligands, with N-[omega-[4-(2-methoxyphenyl)-1-piperazinyl]alkyl]-2-quinolinamine structure. Several of the new ligands displayed nanomolar affinity at 5-HT1A receptor and good fluorescent properties. In particular, derivative 24 showed a favorable combination of 5-HT1A receptor affinity (K-i = 0.4 nM), Stokes shift (excitation wavelength = 381 nm, emission wavelength = 455 nm), and quantum yield in ethanol (Phi = 0.45).

  DOI：

  10.1021/jm7013919

文献信息

• Synthesis and evaluation of amides surrogates of dopamine D3 receptor ligands
  作者：Mickaël Jean、Jacques Renault、Nicolas Levoin、Denis Danvy、Thierry Calmels、Isabelle Berrebi-Bertrand、Philippe Robert、J.C. Schwartz、J.M. Lecomte、Philippe Uriac、Marc Capet

  DOI：10.1016/j.bmcl.2010.07.096

  日期：2010.9

  Isosteric replacement of the amide function and modulation of the arylpiperazine moiety of known dopamine D3 receptor ligands led to potent and selective compounds. Enhanced bioavailability and preferential brain distribution make compound 6c a good candidate for pharmacological and clinical evaluation. (c) 2010 Elsevier Ltd. All rights reserved.
• N-[ω-[4-(2-Methoxyphenyl)-1-piperazinyl]alkyl]-2-quinolinamines as High-Affinity Fluorescent 5-HT1A Receptor Ligands
  作者：Enza Lacivita、Marcello Leopoldo

  DOI：10.1021/jm7013919

  日期：2008.3.13

  We here report on the design, synthesis; binding affinities, and fluorescent properties of a series of serotonin 5-HT1A receptor ligands, with N-[omega-[4-(2-methoxyphenyl)-1-piperazinyl]alkyl]-2-quinolinamine structure. Several of the new ligands displayed nanomolar affinity at 5-HT1A receptor and good fluorescent properties. In particular, derivative 24 showed a favorable combination of 5-HT1A receptor affinity (K-i = 0.4 nM), Stokes shift (excitation wavelength = 381 nm, emission wavelength = 455 nm), and quantum yield in ethanol (Phi = 0.45).