6-[2-(N,N-diethylamino)ethyl]amino-9-cyclopentyl-9H-purine | 1145671-83-5

• 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-[2-(N,N-diethylamino)ethyl]amino-9-cyclopentyl-9H-purine
• 英文别名: N-(9-cyclopentylpurin-6-yl)-N',N'-diethylethane-1,2-diamine
• CAS: 1145671-83-5
• 化学式: C₁₆H₂₆N₆
• 分子量: 302.423
• InChiKey: XTWXUHFHEKEBCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-氯-9-环戊基嘌呤 、 N,N-二乙基乙二胺 以 乙醇 为溶剂， 以95%的产率得到6-[2-(N,N-diethylamino)ethyl]amino-9-cyclopentyl-9H-purine
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of some new substituted purine derivatives

  摘要：

  A series of 8,9-disubstituted adenines (4, 5, 8), 6-substituted aminopurines (10-13) and 9-(p-fluorobenzyl/cyclopentyl)-6-substituted aminopurines (16, 17, 19-30) have been prepared and the antimicrobial activities of these compounds against Staphylococcus aureus, methicillin-resistant S. aureus (MRSA, standard and clinical isolate), Bacillus subtilis, Escherichia coli and Candida albicans were evaluated. 6[(N-phenylaminoethyl)amino]-9H-purine (12) which has no substitution at N-9 position and 9-cyclopentyl-6-[(4-fluorobenzyl) amino]-9H-purine (24) exhibited excellent activity against C. albicans with MIC 3.12 mu g/mL. These compounds displayed better antifungal activity than that of standard oxiconazole. Furthermore, compound 22 carrying 4-chlorobenzylamino group at the 6-position of the purine moiety exhibited comparable antibacterial activity with that of the standard ciprofloxacin against both of the drug-resistant bacteria (MRSA, standard and clinical isolate). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.12.050

文献信息

• Synthesis and antimicrobial evaluation of some new substituted purine derivatives
  作者：Meral Tunçbilek、Zeynep Ateş-Alagöz、Nurten Altanlar、Arzu Karayel、Süheyla Özbey

  DOI：10.1016/j.bmc.2008.12.050

  日期：2009.2

  A series of 8,9-disubstituted adenines (4, 5, 8), 6-substituted aminopurines (10-13) and 9-(p-fluorobenzyl/cyclopentyl)-6-substituted aminopurines (16, 17, 19-30) have been prepared and the antimicrobial activities of these compounds against Staphylococcus aureus, methicillin-resistant S. aureus (MRSA, standard and clinical isolate), Bacillus subtilis, Escherichia coli and Candida albicans were evaluated. 6[(N-phenylaminoethyl)amino]-9H-purine (12) which has no substitution at N-9 position and 9-cyclopentyl-6-[(4-fluorobenzyl) amino]-9H-purine (24) exhibited excellent activity against C. albicans with MIC 3.12 mu g/mL. These compounds displayed better antifungal activity than that of standard oxiconazole. Furthermore, compound 22 carrying 4-chlorobenzylamino group at the 6-position of the purine moiety exhibited comparable antibacterial activity with that of the standard ciprofloxacin against both of the drug-resistant bacteria (MRSA, standard and clinical isolate). (C) 2008 Elsevier Ltd. All rights reserved.