6-(1,3-dimethoxyphen-4-yl)-9-phenylmethyl-9H-purine

• 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: 6-(1,3-dimethoxyphen-4-yl)-9-phenylmethyl-9H-purine
• 英文别名: 9-benzyl-6-(2,4-dimethoxyphenyl)-9H-purine；9-Benzyl-6-(2,4-dimethoxyphenyl)purine
• 化学式: C₂₀H₁₈N₄O₂
• 分子量: 346.389
• InChiKey: TXWPJIVMEZFRQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  62.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-氯-9-(苯基甲基)-9H-嘌呤 、 间苯二甲醚 在 三氟甲磺酸 、 六氟异丙醇 作用下， 反应 24.0h， 以100%的产率得到6-(1,3-dimethoxyphen-4-yl)-9-phenylmethyl-9H-purine
  参考文献：
  名称：

  氟代醇中布朗斯台德酸促进卤代嘌呤的亲核芳基化

  摘要：

  通过卤代嘌呤与芳香族化合物的直接芳基化，在三氟甲磺酸和氟代醇的结合下，合成了各种芳基取代的嘌呤衍生物。这种不含金属的方法是对使用金属催化剂和试剂合成芳基取代嘌呤类似物的常规偶联反应的补充。

  DOI：

  10.3390/molecules24213812

文献信息

• Direct Synthesis of 6-Arylpurines by Reaction of 6-Chloropurines with Activated Aromatics
  作者：Hai-Ming Guo、Pu Li、Hong-Ying Niu、Dong-Chao Wang、Gui-Rong Qu

  DOI：10.1021/jo1010334

  日期：2010.9.3

  Highly functionalized C6-aryl-substituted purine analogues were synthesized through direct arylation of 6-chloropurine with aromatics promoted by anhydrous AlCl(3) in a single step. The reactions, which were conducted using a 3-fold excess of AlCl(3) in refluxing 1,2-dichloroethane, gave moderate to excellent product yields in 0.5 h. This work is complementary to the classical coupling reactions for the synthesis of C6-aryl-substituted purine analogues.
• 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.