1-(4-trifluorophenyl)-3-ethoxycarbonyl-5-(2-pyrrolyl)-1,2,4-triazole | 1333334-63-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-trifluorophenyl)-3-ethoxycarbonyl-5-(2-pyrrolyl)-1,2,4-triazole
• 英文别名: ethyl 5-(1H-pyrrol-2-yl)-1-[4-(trifluoromethyl)phenyl]-1,2,4-triazole-3-carboxylate
• CAS: 1333334-63-6
• 化学式: C₁₆H₁₃F₃N₄O₂
• 分子量: 350.3
• InChiKey: DDSMZDLDLRYAQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-吡咯甲醛 在 盐酸羟胺 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 1-(4-trifluorophenyl)-3-ethoxycarbonyl-5-(2-pyrrolyl)-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and antiproliferative evaluation of 3,5-disubstituted 1,2,4-triazoles containing flurophenyl and trifluoromethanephenyl moieties

  摘要：

  An efficient 1,3-dipolar cycloaddition method was performed for the synthesis of a series of monofluoroand trifluoromethane-3,5-disubstituted 1,2,4-triazoles. This efficient cycloaddition method was to react hydrazonoyl hydrochlorides with a series of aldehydes in the presence of NEt(3) as catalytic basic agent to provide the corresponding product in 28-94%. Their growth inhibitory results against cancer cells indicated that some of the fluorine-and trifluoromethane-containing compounds could effectively inhibit the growth of NCI-H226 and T-cell leukemia (Jurkat) cells. Among the compounds, trifluoromethane-containing 1,2, 4-triazoles possessed the five-membered ring groups on the C-5 position of the triazolic ring, including cyclopentyl, 3-furyl, 3-thienyl, and 2-pyrrolyl, possessed the significant inhibitory activity for NCI-H226 cancer cells. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.009