9-(cyclohexylmethyl)-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine | 1384277-50-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 9-(cyclohexylmethyl)-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine
• 英文别名: 9-(Cyclohexylmethyl)-6-(1-methyltetrazol-5-yl)sulfanylpurine；9-(cyclohexylmethyl)-6-(1-methyltetrazol-5-yl)sulfanylpurine
• CAS: 1384277-50-2
• 化学式: C₁₄H₁₈N₈S
• 分子量: 330.417
• InChiKey: BURFOHKKVLQAEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-甲基-5-巯基-1H-四氮唑 、 6-chloro-9-(cyclohexylmethyl)-9H-purine 以 二氯甲烷 为溶剂， 反应 96.0h， 以80%的产率得到9-(cyclohexylmethyl)-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine
  参考文献：
  名称：

  Synthesis of some novel amino and thiotetrazole purine derivatives and investigation of their antimicrobial activity and DNA interactions

  摘要：

  A series of amino and thiotetrazole purine derivatives introduced with different alkyl groups in position 9 was synthesized. The structures of the synthesized compounds were characterized using spectroscopic methods. All the synthesized compounds were screened for their antibacterial activities against Gram-positive and Gram-negative bacteria and for their antifungal activities against yeast strains. The effect of the compounds on pBR322 plasmid DNA was studied by gel electrophoretic mobility measurements. The results of antimicrobial activity show that attachment of tetrazole group to purine bases results in disappearance of antimicrobial activity The results of the plasmid DNA interaction and the restriction studies suggest that while aminotetrazole purine derivatives cause DNA damages, thiotetrazole purine derivatives are believed to form a range of interstrand GG adducts with duplex DNA that induce global changes in the DNA conformation.

  DOI：

  10.1007/s00044-012-0140-9

文献信息

• Synthesis of some novel amino and thiotetrazole purine derivatives and investigation of their antimicrobial activity and DNA interactions
  作者：Gulay Dilek Celik、Ali Disli、Yagmur Oner、Leyla Acik

  DOI：10.1007/s00044-012-0140-9

  日期：2013.3

  A series of amino and thiotetrazole purine derivatives introduced with different alkyl groups in position 9 was synthesized. The structures of the synthesized compounds were characterized using spectroscopic methods. All the synthesized compounds were screened for their antibacterial activities against Gram-positive and Gram-negative bacteria and for their antifungal activities against yeast strains. The effect of the compounds on pBR322 plasmid DNA was studied by gel electrophoretic mobility measurements. The results of antimicrobial activity show that attachment of tetrazole group to purine bases results in disappearance of antimicrobial activity The results of the plasmid DNA interaction and the restriction studies suggest that while aminotetrazole purine derivatives cause DNA damages, thiotetrazole purine derivatives are believed to form a range of interstrand GG adducts with duplex DNA that induce global changes in the DNA conformation.