(6-butoxy-2-naphthyl)-2-aminopropane | 1148178-89-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (6-butoxy-2-naphthyl)-2-aminopropane
• 英文别名: 1-(6-butoxynaphthalen-2-yl)propan-2-amine
• CAS: 1148178-89-5
• 化学式: C₁₇H₂₃NO
• 分子量: 257.376
• InChiKey: HQJXBGMWVQCDJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (6-butoxy-2-naphthyl)-2-aminopropane 、 苯甲醛 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Naphthylisopropylamine and N-benzylamphetamine derivatives as monoamine oxidase inhibitors

  摘要：

  A series of naphthylisopropylamine and N-benzyl-4-methylthioamphetamine derivatives were evaluated as monoamine oxidase inhibitors. Their potencies were compared with those of a series of amphetamine derivatives, to test if the increase of electron richness of the aromatic ring and overall size of the molecule might improve their potency as enzyme inhibitors. Molecular dockings were performed to gain insight regarding the binding mode of these inhibitors and rationalize their different potencies. In the case of naphthylisopropylamine derivatives, the increased electron-donating capacity and size of the aromatic moiety resulting from replacement of the phenyl ring of amphetamine derivatives by a naphthalene system resulted in more potent compounds. In the other case, extension of the arylisopropylamine molecule by N-benzylation of the amino group led to a decrease in potency as monoamine oxidase inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.01.074

文献信息

• Naphthylisopropylamine and N-benzylamphetamine derivatives as monoamine oxidase inhibitors
  作者：Marcelo Vilches-Herrera、Juan Miranda-Sepúlveda、Marco Rebolledo-Fuentes、Angélica Fierro、Susan Lühr、Patricio Iturriaga-Vasquez、Bruce K. Cassels、Miguel Reyes-Parada

  DOI：10.1016/j.bmc.2009.01.074

  日期：2009.3

  A series of naphthylisopropylamine and N-benzyl-4-methylthioamphetamine derivatives were evaluated as monoamine oxidase inhibitors. Their potencies were compared with those of a series of amphetamine derivatives, to test if the increase of electron richness of the aromatic ring and overall size of the molecule might improve their potency as enzyme inhibitors. Molecular dockings were performed to gain insight regarding the binding mode of these inhibitors and rationalize their different potencies. In the case of naphthylisopropylamine derivatives, the increased electron-donating capacity and size of the aromatic moiety resulting from replacement of the phenyl ring of amphetamine derivatives by a naphthalene system resulted in more potent compounds. In the other case, extension of the arylisopropylamine molecule by N-benzylation of the amino group led to a decrease in potency as monoamine oxidase inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.