2-(2-(benzyloxy)phenoxy)-N-(2-(2-methoxyphenoxy)ethyl)ethanamine | 1255187-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2-(benzyloxy)phenoxy)-N-(2-(2-methoxyphenoxy)ethyl)ethanamine
• 英文别名: 2-(2-methoxyphenoxy)-N-[2-(2-phenylmethoxyphenoxy)ethyl]ethanamine
• CAS: 1255187-97-3
• 化学式: C₂₄H₂₇NO₄
• 分子量: 393.483
• InChiKey: PAEDPQXLBJMTGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(2-(benzyloxy)phenoxy)-N-(2-(2-methoxyphenoxy) ethyl)acetamide 在 dimethyl sulfide borane 、 盐酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以72%的产率得到2-(2-(benzyloxy)phenoxy)-N-(2-(2-methoxyphenoxy)ethyl)ethanamine
  参考文献：
  名称：

  Structure–activity relationships in 1,4-benzodioxan-related compounds. 10. Novel α1-adrenoreceptor antagonists related to openphendioxan: Synthesis, biological evaluation, and α1d computational study

  摘要：

  A series of novel openphendioxan analogues were synthesized and tested at alpha(1)-adrenoreceptor (AR) subtypes by binding and functional assays. The alpha(1d)-AR binding profile was also examined by means of 2D, 3D-QSAR together with docking studies. Multiple regression analysis suggested the relevance of adequate number of heteroatoms in the whole molecule and of passive membrane diffusion to enhance alpha(1d)-AR affinity. Docking simulations against a computational structural model of the biological target further proved this evidence and furnished support for chemiometric analysis, where polar, electrostatic, hydrophobic and shape effects of the ortho substituents in the phenoxy terminal, most likely governing ligand binding, helped the depiction of pharmacophore hypothesis for the examined ligands data set. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.08.002

文献信息

• Structure–activity relationships in 1,4-benzodioxan-related compounds. 10. Novel α1-adrenoreceptor antagonists related to openphendioxan: Synthesis, biological evaluation, and α1d computational study
  作者：Antonio Carrieri、Alessandro Piergentili、Fabio Del Bello、Mario Giannella、Maria Pigini、Amedeo Leonardi、Francesca Fanelli、Wilma Quaglia

  DOI：10.1016/j.bmc.2010.08.002

  日期：2010.10

  A series of novel openphendioxan analogues were synthesized and tested at alpha(1)-adrenoreceptor (AR) subtypes by binding and functional assays. The alpha(1d)-AR binding profile was also examined by means of 2D, 3D-QSAR together with docking studies. Multiple regression analysis suggested the relevance of adequate number of heteroatoms in the whole molecule and of passive membrane diffusion to enhance alpha(1d)-AR affinity. Docking simulations against a computational structural model of the biological target further proved this evidence and furnished support for chemiometric analysis, where polar, electrostatic, hydrophobic and shape effects of the ortho substituents in the phenoxy terminal, most likely governing ligand binding, helped the depiction of pharmacophore hypothesis for the examined ligands data set. (C) 2010 Elsevier Ltd. All rights reserved.