(E)-[2-(2,4-dichlorophenyl)-3-[1,2,4]triazol-1-yl-propyl](3-phenylallyl)amine | 955041-90-4

• 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: (E)-[2-(2,4-dichlorophenyl)-3-[1,2,4]triazol-1-yl-propyl](3-phenylallyl)amine
• 英文别名: 2-(2,4-dichlorophenyl)-N-[(E)-3-phenylprop-2-enyl]-3-(1,2,4-triazol-1-yl)propan-1-amine
• CAS: 955041-90-4
• 化学式: C₂₀H₂₀Cl₂N₄
• 分子量: 387.312
• InChiKey: ADBXGEMXVPYOFX-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  42.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2,4-dichlorophenyl)-3-[1,2,4]triazol-1-yl-propylamine 、 Cinnamyl bromide 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 以27%的产率得到(E)-[2-(2,4-dichlorophenyl)-3-[1,2,4]triazol-1-yl-propyl](3-phenylallyl)amine
  参考文献：
  名称：

  Synthesis and Antifungal Activity of a Series of N-Substituted [2-(2,4-Dichlorophenyl)-3-(1,2,4-triazol-1-yl)]propylamines

  摘要：

  A series of N-mono- or N,N-disubstituted [2-(2,4-dichlorophenyl-3-(1,2,4-triazol-1-yl)]propylamines and N-[2-(2,4-dichlorophenyl-3-(1,2,4-triazol-1 -yl)propyl]amides were synthesized and tested for their fungicidal activity in vitro and in vivo against a group of plant pathogenic fungi. Some compounds exhibited a fairly good in vitro activity. The replacement of the ether group of tetraconazole with a secondary or tertiary amino group leads to compounds that maintain the antifungal activity on several phytopathogenic fungi, provided that the substituents are not too bulky or lipophilic. The allyl, propargyl, and cyclopropyl groups appear particularly suitable. Although these compounds have some structural similarities with terbinafine and naftifine, which act as squalene epoxidase inhibitors, they maintain the usual mechanism of action of the other triazoles.

  DOI：

  10.1021/jf071631g

文献信息

• Synthesis and Antifungal Activity of a Series of <i>N</i>-Substituted [2-(2,4-Dichlorophenyl)-3-(1,2,4-triazol-1-yl)]propylamines
  作者：Anna Arnoldi、Sabrina Dallavalle、Lucio Merlini、Loana Musso、Gandolfina Farina、Maddalena Moretti、Lalith Jayasinghe

  DOI：10.1021/jf071631g

  日期：2007.10.1

  A series of N-mono- or N,N-disubstituted [2-(2,4-dichlorophenyl-3-(1,2,4-triazol-1-yl)]propylamines and N-[2-(2,4-dichlorophenyl-3-(1,2,4-triazol-1 -yl)propyl]amides were synthesized and tested for their fungicidal activity in vitro and in vivo against a group of plant pathogenic fungi. Some compounds exhibited a fairly good in vitro activity. The replacement of the ether group of tetraconazole with a secondary or tertiary amino group leads to compounds that maintain the antifungal activity on several phytopathogenic fungi, provided that the substituents are not too bulky or lipophilic. The allyl, propargyl, and cyclopropyl groups appear particularly suitable. Although these compounds have some structural similarities with terbinafine and naftifine, which act as squalene epoxidase inhibitors, they maintain the usual mechanism of action of the other triazoles.