2-(3-ethyl-4-methylanilino)-7-[4-(1-morpholinyl)butyl]-6-oxo-3-deazapurine | 579486-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 2-(3-ethyl-4-methylanilino)-7-[4-(1-morpholinyl)butyl]-6-oxo-3-deazapurine
• 英文别名: 6-(3-ethyl-4-methylanilino)-3-(4-morpholin-4-ylbutyl)-5H-imidazo[4,5-c]pyridin-4-one
• CAS: 579486-56-9
• 化学式: C₂₃H₃₁N₅O₂
• 分子量: 409.531
• InChiKey: KTMGLYHNIXESHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  71.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,6-二氯-1H-咪唑并[4,5-c]吡啶 在 sodium 、 四丁基碘化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 2-(3-ethyl-4-methylanilino)-7-[4-(1-morpholinyl)butyl]-6-oxo-3-deazapurine
  参考文献：
  名称：

  7-Alkyl-N2-substituted-3-deazaguanines. Synthesis, DNA polymerase III inhibition and antibacterial activity

  摘要：

  Several 2-anilino- and 2-benzylamino-3-deaza-6-oxopurines [3-deazaguanines] and selected 8-methyl and 8-aza analogs have been synthesized. 7-Substituted N-2-(3-ethyl-4-methylphenyl)-3-deazaguanines were potent and selective inhibitors of Gram+ bacterial DNA polymerase (pol) IIIC, and 7-substituted N-2-(3,4-dichlorobenzyl)-3-deazaguanines were potent inhibitors of both pol IIIC and pol IIIE from Gram+ bacteria, but weakly inhibited pol IIIE from Gram- bacteria. Potent enzyme inhibitors in both classes inhibited the growth of Gram+ bacteria (MICs 2.5-10 mu g/ml), and were inactive against the Gram- organism Escherichia coli. Several derivatives had moderate protective activity in Staphylococcus aureus-infected mice. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.093

文献信息

• 7-Alkyl-N2-substituted-3-deazaguanines. Synthesis, DNA polymerase III inhibition and antibacterial activity
  作者：Wei-chu Xu、George E. Wright、Neal C. Brown、Zheng-yu Long、Cheng-xin Zhi、Sofya Dvoskin、Joseph J. Gambino、Marjorie H. Barnes、Michelle M. Butler

  DOI：10.1016/j.bmcl.2011.05.093

  日期：2011.7

  Several 2-anilino- and 2-benzylamino-3-deaza-6-oxopurines [3-deazaguanines] and selected 8-methyl and 8-aza analogs have been synthesized. 7-Substituted N-2-(3-ethyl-4-methylphenyl)-3-deazaguanines were potent and selective inhibitors of Gram+ bacterial DNA polymerase (pol) IIIC, and 7-substituted N-2-(3,4-dichlorobenzyl)-3-deazaguanines were potent inhibitors of both pol IIIC and pol IIIE from Gram+ bacteria, but weakly inhibited pol IIIE from Gram- bacteria. Potent enzyme inhibitors in both classes inhibited the growth of Gram+ bacteria (MICs 2.5-10 mu g/ml), and were inactive against the Gram- organism Escherichia coli. Several derivatives had moderate protective activity in Staphylococcus aureus-infected mice. (C) 2011 Elsevier Ltd. All rights reserved.