9-benzyl-6-(3-pyridyl)purine | 83135-09-5

• 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: 9-benzyl-6-(3-pyridyl)purine
• 英文别名: 9-Benzyl-6-pyridin-3-ylpurine；9-benzyl-6-pyridin-3-ylpurine
• CAS: 83135-09-5
• 化学式: C₁₇H₁₃N₅
• 分子量: 287.324
• InChiKey: BSWGPBIVALBVBF-UHFFFAOYSA-N

物化性质

• 沸点：
  543.9±60.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-溴吡啶 、 6-氯-9-(苯基甲基)-9H-嘌呤 在 四(三苯基膦)钯 正丁基锂 、 zinc dibromide 作用下， 以 乙醚 、 正己烷 、 四氢呋喃 为溶剂， 反应 19.5h， 以88%的产率得到9-benzyl-6-(3-pyridyl)purine
  参考文献：
  名称：

  Selective anti-tubercular purines: Synthesis and chemotherapeutic properties of 6-aryl- and 6-heteroaryl-9-benzylpurines

  摘要：

  6-Aryl- and 6-heteroaryl-9-benzylpurines have been synthesized employing palladium-catalyzed coupling reactions in the step forming the C-C or C-N bond between the aryl- or heteroaryl and the purine. The compounds were screened for activity against Mycobacterium tuberculosis as well as representative Gram+ and Gram- bacteria, and for cytotoxic effects on mammalian cells. Several potent antimycobacterials were identified. These compounds probably act by a novel and selective mechanism; they exhibit low toxicity toward other bacteria as well as mammalian cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.06.054

文献信息

• Coupling of diazopurines, a curious steric effect in a free radical reaction
  作者：Thomas C. McKenzie、Joseph W. Epstein

  DOI：10.1021/jo00146a013

  日期：1982.12
• Selective anti-tubercular purines: Synthesis and chemotherapeutic properties of 6-aryl- and 6-heteroaryl-9-benzylpurines
  作者：Morten Brændvang、Lise-Lotte Gundersen

  DOI：10.1016/j.bmc.2005.06.054

  日期：2005.12

  6-Aryl- and 6-heteroaryl-9-benzylpurines have been synthesized employing palladium-catalyzed coupling reactions in the step forming the C-C or C-N bond between the aryl- or heteroaryl and the purine. The compounds were screened for activity against Mycobacterium tuberculosis as well as representative Gram+ and Gram- bacteria, and for cytotoxic effects on mammalian cells. Several potent antimycobacterials were identified. These compounds probably act by a novel and selective mechanism; they exhibit low toxicity toward other bacteria as well as mammalian cells. (c) 2005 Elsevier Ltd. All rights reserved.