2-((5,6-diphenyl-1,2,4-triazin-3-yl)thio)-N-(4-methoxyphenyl)acetamide | 335215-68-4

• 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: 2-((5,6-diphenyl-1,2,4-triazin-3-yl)thio)-N-(4-methoxyphenyl)acetamide
• 英文别名: 2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]-N-(4-methoxyphenyl)acetamide
• CAS: 335215-68-4
• 化学式: C₂₄H₂₀N₄O₂S
• mdl: MFCD01629754
• 分子量: 428.514
• InChiKey: BYXNQHZZFSQOKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  联苯甲酰 在 溶剂黄146 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 2-((5,6-diphenyl-1,2,4-triazin-3-yl)thio)-N-(4-methoxyphenyl)acetamide
  参考文献：
  名称：

  Synthesis, molecular docking and α-glucosidase inhibition of 2-((5,6-diphenyl-1,2,4-triazin-3-yl)thio)-N-arylacetamides

  摘要：

  A novel series of 2-((5,6-dipheny1-1,2,4-triazin-3-yl)thio)-N-arylacetamides 5a-5q have been synthesized and evaluated for their alpha-glucosidase inhibitory activity. All newly synthesized compounds exhibited potent alpha-glucosidase inhibitory activity in the range of IC50 = 12.46 +/- 0.13-72.68 +/- 0.20 mu M, when compared to the standard drug acarbose (IC50 = 817.38 +/- 6.27 mu M). Among the series, compound 5j (12.46 0.13 mu M) with strong electron-withdrawing nitro group on the arylacetamide moiety was identified as the most potent inhibitor of alpha-glucosidase. Molecular docking study was carried out to explore the binding interactions of these compounds with alpha-glucosidase. Our study identifies a novel series of potent alpha-glucosidase inhibitors for further investigation. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.01.094

文献信息

• Synthesis, molecular docking and α-glucosidase inhibition of 2-((5,6-diphenyl-1,2,4-triazin-3-yl)thio)-N-arylacetamides
  作者：Guangcheng Wang、Xin Li、Jing Wang、Zhenzhen Xie、Luyao Li、Ming Chen、Shan Chen、Yaping Peng

  DOI：10.1016/j.bmcl.2017.01.094

  日期：2017.3

  A novel series of 2-((5,6-dipheny1-1,2,4-triazin-3-yl)thio)-N-arylacetamides 5a-5q have been synthesized and evaluated for their alpha-glucosidase inhibitory activity. All newly synthesized compounds exhibited potent alpha-glucosidase inhibitory activity in the range of IC50 = 12.46 +/- 0.13-72.68 +/- 0.20 mu M, when compared to the standard drug acarbose (IC50 = 817.38 +/- 6.27 mu M). Among the series, compound 5j (12.46 0.13 mu M) with strong electron-withdrawing nitro group on the arylacetamide moiety was identified as the most potent inhibitor of alpha-glucosidase. Molecular docking study was carried out to explore the binding interactions of these compounds with alpha-glucosidase. Our study identifies a novel series of potent alpha-glucosidase inhibitors for further investigation. (C) 2017 Elsevier Ltd. All rights reserved.