2-(5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)-1-(3-flourophenyl)ethanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)-1-(3-flourophenyl)ethanone
• 英文别名: 2-(5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)-1-(3-flourophenyl)-ethanone (5)；1-(3-fluorophenyl)-2-(5H-[1,2,4]triazino[5,6-b]indol-3-ylsulfanyl)ethanone
• 化学式: C₁₇H₁₁FN₄OS
• 分子量: 338.365
• InChiKey: UJIKQENQWHEBPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  96.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  靛红 在 potassium carbonate 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 2-(5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)-1-(3-flourophenyl)ethanone
  参考文献：
  名称：

  Triazinoindole analogs as potent inhibitors of α-glucosidase: Synthesis, biological evaluation and molecular docking studies

  摘要：

  A new series of triazinoindole analogs 1-11 were synthesized, characterized by EI-MS and H-1 NMR, evaluated for alpha-glucosidase inhibitory potential. All eleven (11) analogs showed different range of alpha-glucosidase inhibitory potential with IC50 value ranging between 2.46 +/- 0.008 and 312.79 +/- 0.06 mu M when compared with the standard acarbose (IC50, 38.25 +/- 0.12 mu M). Among the series, compounds 1, 3, 4, 5, 7, 8, and 11 showed excellent inhibitory potential with IC50 values 2.46 +/- 0.008, 37.78 +/- 0.05, 28.91 +/- 0.0, 38.12 +/- 0.04, 37.43 +/- 0.03, 36.89 +/- 0.06 and 37.11 +/- 0.05 mu M respectively. All other compounds also showed good enzyme inhibition. The binding modes of these analogs were confirmed through molecular docking. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2014.12.001

文献信息

• Triazinoindole analogs as potent inhibitors of α-glucosidase: Synthesis, biological evaluation and molecular docking studies
  作者：Fazal Rahim、Khadim Ullah、Hayat Ullah、Abdul Wadood、Muhammad Taha、Ashfaq Ur Rehman、Imad uddin、Muhammad Ashraf、Ayesha Shaukat、Wajid Rehman、Shafqat Hussain、Khalid Mohammed Khan

  DOI：10.1016/j.bioorg.2014.12.001

  日期：2015.2

  A new series of triazinoindole analogs 1-11 were synthesized, characterized by EI-MS and H-1 NMR, evaluated for alpha-glucosidase inhibitory potential. All eleven (11) analogs showed different range of alpha-glucosidase inhibitory potential with IC50 value ranging between 2.46 +/- 0.008 and 312.79 +/- 0.06 mu M when compared with the standard acarbose (IC50, 38.25 +/- 0.12 mu M). Among the series, compounds 1, 3, 4, 5, 7, 8, and 11 showed excellent inhibitory potential with IC50 values 2.46 +/- 0.008, 37.78 +/- 0.05, 28.91 +/- 0.0, 38.12 +/- 0.04, 37.43 +/- 0.03, 36.89 +/- 0.06 and 37.11 +/- 0.05 mu M respectively. All other compounds also showed good enzyme inhibition. The binding modes of these analogs were confirmed through molecular docking. (C) 2014 Elsevier Inc. All rights reserved.