7-{3-[4-(2-methoxy-phenyl)-piperazin-1-yl]-propoxy}-4-methyl-chromen-2-one | 39577-31-6

• 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: 7-{3-[4-(2-methoxy-phenyl)-piperazin-1-yl]-propoxy}-4-methyl-chromen-2-one
• 英文别名: 7-[3-[4-(2-Methoxyphenyl)piperazin-1-yl]propoxy]-4-methylchromen-2-one
• CAS: 39577-31-6
• 化学式: C₂₄H₂₈N₂O₄
• 分子量: 408.497
• InChiKey: WYYRWPAVRAAIOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(2-甲氧苯基)哌嗪 在 sodium hydroxide 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 7-{3-[4-(2-methoxy-phenyl)-piperazin-1-yl]-propoxy}-4-methyl-chromen-2-one
  参考文献：
  名称：

  New arylpiperazine derivatives with high affinity for α1A, D2 and 5-HT2A receptors

  摘要：

  A series of novel long-chain arylpiperazines bearing a coumarin fragment was synthesized and the compounds were evaluated for their affinity at alpha(1), D-2 and 5-HT2A receptors. Most of the new compounds showed high affinity for the three types of receptors alpha(1A), D-2 and 5-HT2A which depends, fundamentally, on the substitution of the N-4 of the piperazine ring. From the series emerged compound 6, which had an haloperidol-like profile at D-2 and 5HT(2A) receptors (pK(i) values of 7.93 and 6.76 respectively). The higher alpha(1A) receptor affinity (pA(2) = 9.07) of this compound could contribute to a more atypical antipsychotic profile than the haloperidol. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00933-2

文献信息

• New arylpiperazine derivatives with high affinity for α1A, D2 and 5-HT2A receptors
  作者：J.C González-Gómez、L Santana、E Uriarte、J Brea、M Villazón、M.I Loza、M De Luca、M.E Rivas、G.Y Montenegro、J.A Fontenla

  DOI：10.1016/s0960-894x(02)00933-2

  日期：2003.1

  A series of novel long-chain arylpiperazines bearing a coumarin fragment was synthesized and the compounds were evaluated for their affinity at alpha(1), D-2 and 5-HT2A receptors. Most of the new compounds showed high affinity for the three types of receptors alpha(1A), D-2 and 5-HT2A which depends, fundamentally, on the substitution of the N-4 of the piperazine ring. From the series emerged compound 6, which had an haloperidol-like profile at D-2 and 5HT(2A) receptors (pK(i) values of 7.93 and 6.76 respectively). The higher alpha(1A) receptor affinity (pA(2) = 9.07) of this compound could contribute to a more atypical antipsychotic profile than the haloperidol. (C) 2002 Elsevier Science Ltd. All rights reserved.