9-(Cyclohexylmethyl)-6-(2-furyl)purine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 9-(Cyclohexylmethyl)-6-(2-furyl)purine
• 英文别名: 9-(cyclohexylmethyl)-6-(furan-2-yl)purine
• 化学式: C₁₆H₁₈N₄O
• 分子量: 282.345
• InChiKey: AVOJBTZQXLDCSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  56.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(三丁基锡烷基)呋喃 、 6-chloro-9-(cyclohexylmethyl)-9H-purine 在 bis(triphenylphosphine)palladium(II)-chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以89%的产率得到9-(Cyclohexylmethyl)-6-(2-furyl)purine
  参考文献：
  名称：

  Synthesis and Antimycobacterial Activity of 6-Arylpurines:  The Requirements for the N-9 Substituent in Active Antimycobacterial Purines

  摘要：

  6-Arylpurines carrying a variety of substituents in the 9-position were prepared by Stille coupling between appropriately substituted 6-chloropurines and aryl(tributyl)tin, and the compounds were screened for antibacterial activity against Mycobacterium tuberculosis H-37-Rv. The lowest minimum inhibitory concentration value, 0.78 mug/mL, was found for 9-benzyl-2-chloro-6-(2-furyl)purine. This compound exhibited relatively low cytotoxicity, and it was active against several singly drug-resistant strains of M. tuberculosis.

  DOI：

  10.1021/jm0110284

文献信息

• Synthesis and Antimycobacterial Activity of 6-Arylpurines:  The Requirements for the <i>N</i>-9 Substituent in Active Antimycobacterial Purines
  作者：Lise-Lotte Gundersen、Jon Nissen-Meyer、Bjørn Spilsberg

  DOI：10.1021/jm0110284

  日期：2002.3.1

  6-Arylpurines carrying a variety of substituents in the 9-position were prepared by Stille coupling between appropriately substituted 6-chloropurines and aryl(tributyl)tin, and the compounds were screened for antibacterial activity against Mycobacterium tuberculosis H-37-Rv. The lowest minimum inhibitory concentration value, 0.78 mug/mL, was found for 9-benzyl-2-chloro-6-(2-furyl)purine. This compound exhibited relatively low cytotoxicity, and it was active against several singly drug-resistant strains of M. tuberculosis.