1-(4-methoxyphenyl)methyl-2-[(1,2,4-triazol-1-yl)methyl]aziridine | 1269438-54-1

• 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: 1-(4-methoxyphenyl)methyl-2-[(1,2,4-triazol-1-yl)methyl]aziridine
• 英文别名: 1-[[1-[(4-Methoxyphenyl)methyl]aziridin-2-yl]methyl]-1,2,4-triazole
• CAS: 1269438-54-1
• 化学式: C₁₃H₁₆N₄O
• 分子量: 244.296
• InChiKey: OQGGQMGPBJBQMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)methyl-2-[(1,2,4-triazol-1-yl)methyl]aziridine 、 二乙胺盐酸盐 、 二乙胺 以 乙腈 为溶剂， 反应 2.0h， 以19%的产率得到3-diethylamino-2-[(4-methoxyphenyl)methyl]amino-1-(1,2,4-triazol-1-yl)propane
  参考文献：
  名称：

  Synthesis of 2-(aminomethyl)aziridines and their microwave-assisted ring opening to 1,2,3-triaminopropanes as novel antimalarial pharmacophores

  摘要：

  A variety of 2-(aminomethyl)aziridines was prepared and converted into the corresponding 1,2,3-triaminopropanes through a novel, microwave-assisted and regioselective ring opening by diethylamine in acetonitrile. Antiplasmodial assays revealed antimalarial activity for 2-[(1,2,4-triazol-1-yl)methyl]aziridines and 2-(N,N-diethylaminomethyl)aziridines, as well as for the corresponding 1-(diethylamino) propanes obtained through ring opening, pointing to the relevance of both the 2-(aminomethyl)aziridine and the 1,2,3-triaminopropane unit as novel antimalarial pharmacophores. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.037
• 作为产物：
  描述：

  1H-1,2,4-三唑 、 2-溴甲基-1-[(4-甲氧基苯基)甲基]氮杂环丙烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以54%的产率得到1-(4-methoxyphenyl)methyl-2-[(1,2,4-triazol-1-yl)methyl]aziridine
  参考文献：
  名称：

  Synthesis of 2-(aminomethyl)aziridines and their microwave-assisted ring opening to 1,2,3-triaminopropanes as novel antimalarial pharmacophores

  摘要：

  A variety of 2-(aminomethyl)aziridines was prepared and converted into the corresponding 1,2,3-triaminopropanes through a novel, microwave-assisted and regioselective ring opening by diethylamine in acetonitrile. Antiplasmodial assays revealed antimalarial activity for 2-[(1,2,4-triazol-1-yl)methyl]aziridines and 2-(N,N-diethylaminomethyl)aziridines, as well as for the corresponding 1-(diethylamino) propanes obtained through ring opening, pointing to the relevance of both the 2-(aminomethyl)aziridine and the 1,2,3-triaminopropane unit as novel antimalarial pharmacophores. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.037

文献信息

• Synthesis of 2-(aminomethyl)aziridines and their microwave-assisted ring opening to 1,2,3-triaminopropanes as novel antimalarial pharmacophores
  作者：Matthias D’hooghe、Sara Kenis、Karel Vervisch、Carmen Lategan、Peter J. Smith、Kelly Chibale、Norbert De Kimpe

  DOI：10.1016/j.ejmech.2010.11.037

  日期：2011.2

  A variety of 2-(aminomethyl)aziridines was prepared and converted into the corresponding 1,2,3-triaminopropanes through a novel, microwave-assisted and regioselective ring opening by diethylamine in acetonitrile. Antiplasmodial assays revealed antimalarial activity for 2-[(1,2,4-triazol-1-yl)methyl]aziridines and 2-(N,N-diethylaminomethyl)aziridines, as well as for the corresponding 1-(diethylamino) propanes obtained through ring opening, pointing to the relevance of both the 2-(aminomethyl)aziridine and the 1,2,3-triaminopropane unit as novel antimalarial pharmacophores. (C) 2010 Elsevier Masson SAS. All rights reserved.