(S)-N-methyl-N-(1-methyl-2-phenylethyl)-3-phenyl-1-aminopropane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-N-methyl-N-(1-methyl-2-phenylethyl)-3-phenyl-1-aminopropane
• 英文别名: (2S)-N-methyl-1-phenyl-N-(3-phenylpropyl)propan-2-amine
• 化学式: C₁₉H₂₅N
• 分子量: 267.414
• InChiKey: JHOGBNVITNKZLY-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  盐酸脱氧麻黄碱 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 (S)-N-methyl-N-(1-methyl-2-phenylethyl)-3-phenyl-1-aminopropane
  参考文献：
  名称：

  Structural Features Important for .sigma.1 Receptor Binding

  摘要：

  Two problems that have hampered a receptor research are (i) a lack of high-affinity agents and iii) the recent identification Of multiple populations of a receptors (i.e., sigma(1) and sigma(2) sites). Recently, several high-affinity sigma ligands have been identified, and the term superpotent sigma ligands has been coined to describe agents with K-i values of <1 nM. We have previously shown that appropriately N-substituted phenylalkylamines bind at a receptors with high affinity. In the present investigation, we examine the structure-affinity relationships of these phenylalkylamine derivatives for sigma binding and describe some of the first superpotent sigma(1) ligands. A binding model was developed to account for the structural features of the phenylalkylamines that appear to be important for the interaction of these agents with sigma(1) sites.

  DOI：

  10.1021/jm00034a020