[(2S,4S)-4-(6-Amino-imidazo[4,5-h]quinazolin-1-yl)-tetrahydro-furan-2-yl]-methanol | 214121-31-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: [(2S,4S)-4-(6-Amino-imidazo[4,5-h]quinazolin-1-yl)-tetrahydro-furan-2-yl]-methanol
• CAS: 214121-31-0
• 化学式: C₁₄H₁₅N₅O₂
• 分子量: 285.305
• InChiKey: TZTTWBPWBMEWSL-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.88
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  99.08
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [(2S,4S)-4-(6-Amino-imidazo[4,5-h]quinazolin-1-yl)-tetrahydro-furan-2-yl]-methanol 在 磷酸三乙酯 、 三氯氧磷 作用下， 生成 Phosphoric acid mono-[(2S,4S)-4-(6-amino-imidazo[4,5-h]quinazolin-1-yl)-tetrahydro-furan-2-ylmethyl] ester
  参考文献：
  名称：

  Inhibition of HIV integrase by novel nucleotides bearing tricyclic bases

  摘要：

  5'-Monophosphates of several novel dideoxynucleosides bearing tricyclic nucleobases were synthesized. Both linear and angular ring-extended analogs of isomeric dideoxyadenosine 5'-monophosphate were discovered to have moderate to good inhibition of the viral-encoded enzyme, HIV integrase. The results suggest that the nucleotide binding site of HIV integrase can accommodate major modifications in the nucleobase, which is in stark contrast to the nucleotide binding site on HIV reverse transcriptase, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00327-8
• 作为产物：
  描述：

  Benzoic acid (2S,4S)-4-(6-methylsulfanyl-imidazo[4,5-h]quinazolin-1-yl)-tetrahydro-furan-2-ylmethyl ester 在 氨 作用下， 以 甲醇 为溶剂， 反应 22.0h， 以86%的产率得到[(2S,4S)-4-(6-Amino-imidazo[4,5-h]quinazolin-1-yl)-tetrahydro-furan-2-yl]-methanol
  参考文献：
  名称：

  Inhibition of HIV integrase by novel nucleotides bearing tricyclic bases

  摘要：

  5'-Monophosphates of several novel dideoxynucleosides bearing tricyclic nucleobases were synthesized. Both linear and angular ring-extended analogs of isomeric dideoxyadenosine 5'-monophosphate were discovered to have moderate to good inhibition of the viral-encoded enzyme, HIV integrase. The results suggest that the nucleotide binding site of HIV integrase can accommodate major modifications in the nucleobase, which is in stark contrast to the nucleotide binding site on HIV reverse transcriptase, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00327-8