3,5-dithioxo-7-(3,4,5-trimethoxy-phenyl)-2,3,5,6-tetrahydro[1,2,4] triazolo [4,3-c ]pyrimidine-8-carbonitrile | 1488330-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3,5-dithioxo-7-(3,4,5-trimethoxy-phenyl)-2,3,5,6-tetrahydro[1,2,4] triazolo [4,3-c ]pyrimidine-8-carbonitrile
• CAS: 1488330-24-0
• 化学式: C₁₅H₁₃N₅O₃S₂
• 分子量: 375.432
• InChiKey: AESCWEQMMVJEIN-UHFFFAOYSA-N

物化性质

• 熔点：
  243-245 °C
• 沸点：
  498.3±55.0 °C(predicted)
• 密度：
  1.53±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  100.36
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  6-chloro-2-sulfanylidene-4-(3,4,5-trimethoxyphenyl)-1H-pyrimidine-5-carbonitrile 在 一水合肼 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 5.33h， 生成 3,5-dithioxo-7-(3,4,5-trimethoxy-phenyl)-2,3,5,6-tetrahydro[1,2,4] triazolo [4,3-c ]pyrimidine-8-carbonitrile
  参考文献：
  名称：

  Synthesis, antimicrobial, antioxidant activities of novel 6-aryl-5-cyano thiouracil derivatives

  摘要：

  A series of 6-aryl-5-cyano thiouracil derivatives (2a-c to ha-c) was synthesized from 6-ary1-4hydrazino-2-thioxo-1,2-dihydropyrimidine-5-carbonitriles (la-c).The products were characterized by analytical and spectral data (IR, 1H NMR, 13C NMR and mass spectra). All compounds were screened for their in-vitro antibacterial and antifungal activities. Compounds 7a, 7g and 9a-c showed pronounced antimicrobial activity than standards. Some of the newly synthesized compounds were evaluated for antioxidant activity. Compounds lc, 5c and 8c displayed promising free radical scavenging activity and found to be more potent than standard, ascorbic acid (vitamin C). (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.08.032

文献信息

• Synthesis, antimicrobial, antioxidant activities of novel 6-aryl-5-cyano thiouracil derivatives
  作者：M.S. Mohamed、M.M. Youns、N.M. Ahmed

  DOI：10.1016/j.ejmech.2013.08.032

  日期：2013.11

  A series of 6-aryl-5-cyano thiouracil derivatives (2a-c to ha-c) was synthesized from 6-ary1-4hydrazino-2-thioxo-1,2-dihydropyrimidine-5-carbonitriles (la-c).The products were characterized by analytical and spectral data (IR, 1H NMR, 13C NMR and mass spectra). All compounds were screened for their in-vitro antibacterial and antifungal activities. Compounds 7a, 7g and 9a-c showed pronounced antimicrobial activity than standards. Some of the newly synthesized compounds were evaluated for antioxidant activity. Compounds lc, 5c and 8c displayed promising free radical scavenging activity and found to be more potent than standard, ascorbic acid (vitamin C). (C) 2013 Elsevier Masson SAS. All rights reserved.