N-[3-(4-chlorophenoxy)-3-phenylpropyl]-N-(oxiranylmethyl)methylamine | 848072-62-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[3-(4-chlorophenoxy)-3-phenylpropyl]-N-(oxiranylmethyl)methylamine
• CAS: 848072-62-8
• 化学式: C₁₉H₂₂ClNO₂
• 分子量: 331.842
• InChiKey: GKKBVCQCSALMGW-UHFFFAOYSA-N

物化性质

• 沸点：
  457.5±40.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  23.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  25.0
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[3-(4-chlorophenoxy)-3-phenylpropyl]-N-(oxiranylmethyl)methylamine 、 1-(3-氯苯基)哌嗪 以 乙醇 为溶剂， 以66%的产率得到1-[N-methyl-N-(3-phenyl-3-(4-chlorophenoxy)propyl)amino]-3-[4-(3-chlorophenyl)piperazino]propan-2-ol trihydrochloride
  参考文献：
  名称：

  Substituted propanolamines and alkylamines derived from fluoxetine as potent appetite suppressants☆

  摘要：

  A series of propanolamine and alkylamine analogues of fluoxetine (7-26, 28-31) were synthesized and assessed for their anorexigenic and antidepressant activities. Effect of various substituents at C-4 aryl position of fluoxetine has also been studied. Most of the propanolamine analogues (7-13, 16-26) displayed significant anorexigenic activity but interestingly they were devoid of antidepressant activity whereas anorexigenic as well as antidepressant activity was retained in the alkylamine series (28-31). Compounds 10 and 26 emerged as the most active compound and anorexigenic activity was better (83.67%) and 82.45%) compared to fluoxetine (81.25%). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.001
• 作为产物：
  描述：

  在 potassium carbonate 、 氯甲酸甲酯 作用下， 以 乙醇 、 苯 为溶剂， 反应 34.0h， 生成 N-[3-(4-chlorophenoxy)-3-phenylpropyl]-N-(oxiranylmethyl)methylamine
  参考文献：
  名称：

  Substituted propanolamines and alkylamines derived from fluoxetine as potent appetite suppressants☆

  摘要：

  A series of propanolamine and alkylamine analogues of fluoxetine (7-26, 28-31) were synthesized and assessed for their anorexigenic and antidepressant activities. Effect of various substituents at C-4 aryl position of fluoxetine has also been studied. Most of the propanolamine analogues (7-13, 16-26) displayed significant anorexigenic activity but interestingly they were devoid of antidepressant activity whereas anorexigenic as well as antidepressant activity was retained in the alkylamine series (28-31). Compounds 10 and 26 emerged as the most active compound and anorexigenic activity was better (83.67%) and 82.45%) compared to fluoxetine (81.25%). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.001