6-chloro-9-(4-methoxyphenylmethyl)-2-trifluoromethyl-9H-purine | 947327-12-0

• 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: 6-chloro-9-(4-methoxyphenylmethyl)-2-trifluoromethyl-9H-purine
• 英文别名: 6-chloro-9-[(4-methoxyphenyl)methyl]-2-(trifluoromethyl)purine
• CAS: 947327-12-0
• 化学式: C₁₄H₁₀ClF₃N₄O
• 分子量: 342.708
• InChiKey: AQVLSKOJARHJBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-chloro-9-(4-methoxyphenylmethyl)-2-trifluoromethyl-9H-purine 、 2-(三丁基锡烷基)呋喃 在 silica gel 、 ethyl acetate n-hexane 作用下， 生成 6-(2-Furyl)-9-(4-methoxyphenylmethyl)-2-trifluoromethyl-9H-purine
  参考文献：
  名称：

  Purine compounds

  摘要：

  本发明提供了一种抗分枝杆菌的6-芳基-9-(m-或p-取代苄基)嘌呤和嘌呤类似化合物。

  公开号：

  US20070203159A1
• 作为产物：
  描述：

  4-甲氧基氯苄 、 6-氯-2-(三氟甲基)-9h-嘌呤 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.33h， 以41%的产率得到6-chloro-9-(4-methoxyphenylmethyl)-2-trifluoromethyl-9H-purine
  参考文献：
  名称：

  Purine compounds

  摘要：

  这项发明提供了一种抗分枝杆菌的6-芳基-9-(m-或p-取代苄基)嘌呤和嘌呤类似化合物。

  公开号：

  US20070203159A1

文献信息

• Purine compounds
  申请人：Gundersen Lise-Lotte

  公开号：US20070203159A1

  公开（公告）日：2007-08-30

  The invention provides an antimycobacterial 6-aryl-9-(m- or p-substituted-benzyl) purine and purine analog compounds.

  这项发明提供了一种抗分枝杆菌的6-芳基-9-(m-或p-取代苄基)嘌呤和嘌呤类似化合物。
• Synthesis, biological activity, and SAR of antimycobacterial 2- and 8-substituted 6-(2-furyl)-9-(p-methoxybenzyl)purines
  作者：Morten Brændvang、Lise-Lotte Gundersen

  DOI：10.1016/j.bmc.2007.07.034

  日期：2007.11

  A Number of 6-(2-furyl)-9-(p-methoxybenzyl)purines carrying a variety of substituents in the 2- or 8-position have been synthesized and their ability to inhibit growth of mycobacterium tuberculosis in vitro has been determined. It is demonstrated that sterical hindrance in the purine 8-position reduces activity and that C-8 should be unsubstituted. In the purine 2-position small, hydrophobic substituents are beneficial. The electronic properties of the 2-substituents appear to have only a minor influence on bioactivity. The compounds studied exhibit low toxicity toward mammalian cells (VERO cells) and are essentially inactive toward Staphylococcus aureus and Escherichia coli. The most active and selective antimycobacterial in the series detected to date is the novel 2-methyl-6-furyl-9-(p-methoxybenzyl)purine with MIC = 0.20 ug/mL- against M. tuberculosis and IC50 against VERO cells >62.5 mu g/ mL. Also the novel 2-fluoro analog and the previously known 2-chloro compound, both with MIC = 0.39 mu g/mL, are highly interestinq drug candidates. (C) 2007 Elsevier Ltd. All rights reserved.