5-acetyl-1-[(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)methyl]-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one

• 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: 5-acetyl-1-[(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)methyl]-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
• 英文别名: 5-Acetyl-6-(2,5-dimethoxyphenyl)-4-methyl-3-[[1-[(4-nitrophenyl)methyl]triazol-4-yl]methyl]-1,6-dihydropyrimidin-2-one；5-acetyl-6-(2,5-dimethoxyphenyl)-4-methyl-3-[[1-[(4-nitrophenyl)methyl]triazol-4-yl]methyl]-1,6-dihydropyrimidin-2-one
• 化学式: C₂₅H₂₆N₆O₆
• 分子量: 506.518
• InChiKey: IKRUSSSXHBFXMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  144
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-acetyl-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one 在 copper(l) iodide 、 sodium azide 、 potassium tert-butylate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.47h， 生成 5-acetyl-1-[(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)methyl]-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
  参考文献：
  名称：

  Dihydropyrimidinone/1,2,3-triazole hybrid molecules: Synthesis and anti-varicella-zoster virus (VZV) evaluation

  摘要：

  By combining the structural features of dihydropyrimidinone and 1,2,3-triazole heterocycles, novel hybrid compounds were synthesized using a simple and convenient method. A series of novel mono and bis 1,2,3-triazole was synthesized via copper-catalyzed Huisgen azide-alkyne cycloadditions (CuAAC) under microwave irradiation. The newly synthesized compounds were evaluated for their antiviral activity against varicella-zoster virus (VZV). Compounds 6aa, lab, 6ba and 6da showed valuable antiviral activities, with EC50 values ranging from 3.6 to 11.3 mu M against TK+ and TK- VZV and without measurable cell-growth inhibition. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.06.028

文献信息

• Dihydropyrimidinone/1,2,3-triazole hybrid molecules: Synthesis and anti-varicella-zoster virus (VZV) evaluation
  作者：Hanane Kaoukabi、Youssef Kabri、Christophe Curti、Moha Taourirte、Juan C. Rodriguez-Ubis、Robert Snoeck、Graciela Andrei、Patrice Vanelle、Hassan B. Lazrek

  DOI：10.1016/j.ejmech.2018.06.028

  日期：2018.7

  By combining the structural features of dihydropyrimidinone and 1,2,3-triazole heterocycles, novel hybrid compounds were synthesized using a simple and convenient method. A series of novel mono and bis 1,2,3-triazole was synthesized via copper-catalyzed Huisgen azide-alkyne cycloadditions (CuAAC) under microwave irradiation. The newly synthesized compounds were evaluated for their antiviral activity against varicella-zoster virus (VZV). Compounds 6aa, lab, 6ba and 6da showed valuable antiviral activities, with EC50 values ranging from 3.6 to 11.3 mu M against TK+ and TK- VZV and without measurable cell-growth inhibition. (C) 2018 Elsevier Masson SAS. All rights reserved.