6,8-dichloro[1,2,4]triazolo[3,4-b][1,3]benzoxazole-3(2H)-thione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 6,8-dichloro[1,2,4]triazolo[3,4-b][1,3]benzoxazole-3(2H)-thione
• 英文别名: 5,7-dichloro-2H-[1,2,4]triazolo[3,4-b][1,3]benzoxazole-1-thione
• 化学式: C₈H₃Cl₂N₃OS
• 分子量: 260.103
• InChiKey: LUTUKSMSIDEQRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6,8-dichloro[1,2,4]triazolo[3,4-b][1,3]benzoxazole-3(2H)-thione 、 氯乙酸乙酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以84.25%的产率得到ethyl [(6,8-dichloro[1,2,4]triazolo[3,4-b][1,3]benzoxazol-3-yl)sulfanyl]acetate
  参考文献：
  名称：

  Synthesis, in vitro antioxidant, anthelmintic and molecular docking studies of novel dichloro substituted benzoxazole-triazolo-thione derivatives

  摘要：

  A novel 6,8-dichloro [1,2,4]triazolo [3,4-b] [1,3]benzoxazole-3(2H)-thione 4 and its derivatives 5a and 5b are synthesized from 5,7-dichloro-2-hydrazinyl-1,3-benzoxazole 3, obtained by reaction of hydrazine hydrate with ethyl [(5,7-dichloro-1,3-benzoxazol-2-yl)sulfanyl]acetate 2. The newly synthesized compounds are characterized by analytical (1)H NMR,(13)C NMR, LC-MS mass spectrometry and elemental analysis. All synthesized compounds are screened for in vitro antioxidant and anthelmintic activities. In correlation to anthelmintic activity, compounds are subjected to molecular docking studies for the binding to beta-Tubulin, target protein elite to the parasites.Compounds 3, 4 and Sa exhibited potential radical scavenging capacity with good anthelmintic activity. In molecular docking study also, compounds showed minimum binding energy and have good affinity toward the active pocket thus, they may be considered as good inhibitor of beta-Tubulin. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.017
• 作为产物：
  描述：

  5,7-dichloro-3H-benzoxazole-2-thione 在 potassium carbonate 、 一水合肼 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 、 丙酮 为溶剂， 反应 18.5h， 生成 6,8-dichloro[1,2,4]triazolo[3,4-b][1,3]benzoxazole-3(2H)-thione
  参考文献：
  名称：

  Synthesis, in vitro antioxidant, anthelmintic and molecular docking studies of novel dichloro substituted benzoxazole-triazolo-thione derivatives

  摘要：

  A novel 6,8-dichloro [1,2,4]triazolo [3,4-b] [1,3]benzoxazole-3(2H)-thione 4 and its derivatives 5a and 5b are synthesized from 5,7-dichloro-2-hydrazinyl-1,3-benzoxazole 3, obtained by reaction of hydrazine hydrate with ethyl [(5,7-dichloro-1,3-benzoxazol-2-yl)sulfanyl]acetate 2. The newly synthesized compounds are characterized by analytical (1)H NMR,(13)C NMR, LC-MS mass spectrometry and elemental analysis. All synthesized compounds are screened for in vitro antioxidant and anthelmintic activities. In correlation to anthelmintic activity, compounds are subjected to molecular docking studies for the binding to beta-Tubulin, target protein elite to the parasites.Compounds 3, 4 and Sa exhibited potential radical scavenging capacity with good anthelmintic activity. In molecular docking study also, compounds showed minimum binding energy and have good affinity toward the active pocket thus, they may be considered as good inhibitor of beta-Tubulin. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.017

文献信息

• Synthesis, in vitro antioxidant, anthelmintic and molecular docking studies of novel dichloro substituted benzoxazole-triazolo-thione derivatives
  作者：R.V. Satyendra、K.A. Vishnumurthy、H.M. Vagdevi、K.P. Rajesh、H. Manjunatha、A. Shruthi

  DOI：10.1016/j.ejmech.2011.03.017

  日期：2011.7

  A novel 6,8-dichloro [1,2,4]triazolo [3,4-b] [1,3]benzoxazole-3(2H)-thione 4 and its derivatives 5a and 5b are synthesized from 5,7-dichloro-2-hydrazinyl-1,3-benzoxazole 3, obtained by reaction of hydrazine hydrate with ethyl [(5,7-dichloro-1,3-benzoxazol-2-yl)sulfanyl]acetate 2. The newly synthesized compounds are characterized by analytical (1)H NMR,(13)C NMR, LC-MS mass spectrometry and elemental analysis. All synthesized compounds are screened for in vitro antioxidant and anthelmintic activities. In correlation to anthelmintic activity, compounds are subjected to molecular docking studies for the binding to beta-Tubulin, target protein elite to the parasites.Compounds 3, 4 and Sa exhibited potential radical scavenging capacity with good anthelmintic activity. In molecular docking study also, compounds showed minimum binding energy and have good affinity toward the active pocket thus, they may be considered as good inhibitor of beta-Tubulin. (C) 2011 Elsevier Masson SAS. All rights reserved.