N-methyl-1-[(1R,2R)-2-naphthalen-1-ylcyclopropyl]methanamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-methyl-1-[(1R,2R)-2-naphthalen-1-ylcyclopropyl]methanamine
• 化学式: C₁₅H₁₇N
• 分子量: 211.307
• InChiKey: GUAHRXPLMKTNME-SWLSCSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  trans-2-(naphthalen-1-yl)cyclopropanecarbaldehyde 、 甲胺 在 三乙酰氧基硼氢化钠 作用下， 以 乙醇 为溶剂， 生成 N-methyl-1-[(1R,2R)-2-naphthalen-1-ylcyclopropyl]methanamine
  参考文献：
  名称：

  Conformationally restricted homotryptamines. Part 4: Heterocyclic and naphthyl analogs of a potent selective serotonin reuptake inhibitor

  摘要：

  A series of hybrid molecules containing the cyclopropylmethylamino side chain found in homotryptamine (1S,2S)-2c and an isosteric heteroaryl or naphthyl core were prepared and their binding affinities for the human serotonin transporter determined. The most potent isosteres were CN-substituted naphthalenes. These results demonstrate that isosteric aromatic cores which lack an H-bond donor site may be substituted for the indole nucleus without substantial loss in hSERT binding. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.083