5-(2-bromo-5-methoxyphenyl)-4H-1,2,4-triazole-3-thiol | 935770-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-bromo-5-methoxyphenyl)-4H-1,2,4-triazole-3-thiol
• 英文别名: 5-(2-bromo-5-methoxyphenyl)-1,2-dihydro-1,2,4-triazole-3-thione
• CAS: 935770-07-3
• 化学式: C₉H₈BrN₃OS
• 分子量: 286.152
• InChiKey: ZQCLFAUFOLHDBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  50.8
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-(2-bromo-5-methoxyphenyl)-4H-1,2,4-triazole-3-thiol 、 6-bromo-3-(2-bromoacetyl)-2H-chromen-2-one 以 乙醇 为溶剂， 反应 4.0h， 以88%的产率得到6-bromo-3-(2-(2-bromo-5-methoxyphenyl)thiazolo[3,2-b][1,2,4]triazol-6-yl)-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis, Characterization, and Antiproliferative Activity of 2-(2-Bromo-5-methoxyphenyl)-6-aryl-1,3-thiazolo[3,2b][1,2,4]triazoles

  摘要：

  Eight new 2-(2-bromo-5-methoxyphenyl)-6-aryl-1,3-thiazolo[3,2-b][1,2,4]triazoles were synthesized by treating 5-(2-bromo-5-methoxyphenyl)-4H-1,2,4-triazole-3-thiol with phenacyl bromides. The new products were characterized by spectroscopic and analytical methods. Five of the new compounds were evaluated for their antiproliferative activity. 2-(2-Bromo-5-methoxyphenyl)-6-(3,4-dihydroxyphenyl)-1,3-thiazolo[3,2-b] [1,2,4]triazole exhibited promising activity. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

  DOI：

  10.1080/10426500902775646
• 作为产物：
  描述：

  2-溴-5-甲氧基苯甲酸甲酯 在 盐酸 、 sodium hydroxide 、 一水合肼 作用下， 以 甲醇 为溶剂， 反应 8.0h， 生成 5-(2-bromo-5-methoxyphenyl)-4H-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  The One Step Synthesis of 2-(2-Bromo-5- methoxyphenyl)-5-(3-arylidene)-1,3-thiazolo[3,2-b]- 1,2,4-triazol-6-(5H)-ones and the Evaluation of the Anticonvulsant Activity

  摘要：

  A smooth one-step synthesis of 2-(2-bromo-5-methoxyphenyl)-5-(3-arylidene)-1,3-thiazolo[3,2- b ]-1,2,4-triazol-6-(5H )-ones (4a-n) is described. The newly prepared compounds are characterized by analytical and IR, H-1 NMR, C-13 NMR, and FABMS spectral analysis. A few compounds are screened for anticonvulsant activity. Compounds 4i and 4n exhibit promising anticonvulsant activity and are recommended for further studies.

  DOI：

  10.1080/10426500500544170

文献信息

• Synthesis, Characterization, and Antiproliferative Activity of 2-(2-Bromo-5-methoxyphenyl)-6-aryl-1,3-thiazolo[3,2<i>b</i>][1,2,4]triazoles
  作者：B. Narayana、K. K. Vijaya Raj、B. K. Sarojini

  DOI：10.1080/10426500902775646

  日期：2010.1.29

  Eight new 2-(2-bromo-5-methoxyphenyl)-6-aryl-1,3-thiazolo[3,2-b][1,2,4]triazoles were synthesized by treating 5-(2-bromo-5-methoxyphenyl)-4H-1,2,4-triazole-3-thiol with phenacyl bromides. The new products were characterized by spectroscopic and analytical methods. Five of the new compounds were evaluated for their antiproliferative activity. 2-(2-Bromo-5-methoxyphenyl)-6-(3,4-dihydroxyphenyl)-1,3-thiazolo[3,2-b] [1,2,4]triazole exhibited promising activity. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
• The One Step Synthesis of 2-(2-Bromo-5- methoxyphenyl)-5-(3-arylidene)-1,3-thiazolo[3,2-<i>b</i>]- 1,2,4-triazol-6-(5<i>H</i>)-ones and the Evaluation of the Anticonvulsant Activity
  作者：K. K. Vijaya Raj、B. Narayana

  DOI：10.1080/10426500500544170

  日期：2006.9.1

  A smooth one-step synthesis of 2-(2-bromo-5-methoxyphenyl)-5-(3-arylidene)-1,3-thiazolo[3,2- b ]-1,2,4-triazol-6-(5H )-ones (4a-n) is described. The newly prepared compounds are characterized by analytical and IR, H-1 NMR, C-13 NMR, and FABMS spectral analysis. A few compounds are screened for anticonvulsant activity. Compounds 4i and 4n exhibit promising anticonvulsant activity and are recommended for further studies.