(R)-1-Phenoxy-3-(4-phenoxy-piperidin-1-yl)-propan-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-1-Phenoxy-3-(4-phenoxy-piperidin-1-yl)-propan-2-ol
• 英文别名: (2R)-1-phenoxy-3-(4-phenoxypiperidin-1-yl)propan-2-ol
• 化学式: C₂₀H₂₅NO₃
• 分子量: 327.423
• InChiKey: AXPMHZJZVFNEBY-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-苯氧基哌啶 、 (R)-α-(2-环氧乙基)苯甲醚 以 甲醇 为溶剂， 生成 (R)-1-Phenoxy-3-(4-phenoxy-piperidin-1-yl)-propan-2-ol
  参考文献：
  名称：

  Discovery of selective dopamine D4 receptor antagonists: 1-Aryloxy-3-(4-aryloxypiperidinyl)-2-propanols

  摘要：

  High volume screening identified 3-(4-benzylpiperidinyl)-1-naphthoxy-2-propanol as a selective dopamine D4 receptor Ligand. A systematic structure-activity study revealed that the benzyl group could be replaced with phenoxy and the naphthalene with phenyl to improve potency almost tenfold. The (R) enantiomer of this compound had a D4 affinity of 2 nM and was over 100-fold weaker at dopamine D2 and D3 receptors. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00233-3

文献信息

• Discovery of selective dopamine D4 receptor antagonists: 1-Aryloxy-3-(4-aryloxypiperidinyl)-2-propanols
  作者：Jon L. Wright、Tracy F. Gregory、Thomas G. Heffner、Robert G. MacKenzie、Thomas A. Pugsley、Seth Vander Meulen、Lawrence D. Wise

  DOI：10.1016/s0960-894x(97)00233-3

  日期：1997.6

  High volume screening identified 3-(4-benzylpiperidinyl)-1-naphthoxy-2-propanol as a selective dopamine D4 receptor Ligand. A systematic structure-activity study revealed that the benzyl group could be replaced with phenoxy and the naphthalene with phenyl to improve potency almost tenfold. The (R) enantiomer of this compound had a D4 affinity of 2 nM and was over 100-fold weaker at dopamine D2 and D3 receptors. (C) 1997 Elsevier Science Ltd.