6-(3-hydroxyphenyl)-6-methyl-1,2,4,5-tetrazinane-3-thione | 1384850-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 6-(3-hydroxyphenyl)-6-methyl-1,2,4,5-tetrazinane-3-thione
• CAS: 1384850-11-6
• 化学式: C₉H₁₂N₄OS
• 分子量: 224.286
• InChiKey: QFOCKZVUALVOHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.05
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  68.35
• 氢给体数：
  5.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-羟基苯乙酮 、 硫代卡巴肼 以 乙醇 、 溶剂黄146 为溶剂， 以65%的产率得到6-(3-hydroxyphenyl)-6-methyl-1,2,4,5-tetrazinane-3-thione
  参考文献：
  名称：

  Synthesis of Aryl-1,2,4,5-tetrazinane-3-thiones, in vitro DNA binding studies, nuclease activity and its antimicrobial activity

  摘要：

  A series of small molecules with a tetrazine scaffold (5-8) was designed and synthesized as metal free DNA cleaving agent. These compounds (5-8) were characterized by using various spectroscopic (via; IR, H-1, C-13 NMR and ESI-MS) and analytical methods. The interaction studies of (5-8) with CT DNA were carried out by using various biophysical techniques, which showed high binding affinity of 7 and 8 towards CT DNA. Gel electrophoresis pattern demonstrated that the compounds are efficient artificial nuclease and prefers minor groove binding site. The mechanistic pattern showed that compounds follow hydrolytic pathway for DNA cleavage. In vitro antibacterial screening of these tetrazine-thiones (5-8) gives remarkable results both against gram-positive and gram-negative strains. These compounds also possess moderate antifungal activity when compared with the standard drugs. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.03.049