(1R,3S)-9-[3-(hydroxymethyl)-1,2,2-trimethylcyclopentyl]-9H-purin-6-one

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: (1R,3S)-9-[3-(hydroxymethyl)-1,2,2-trimethylcyclopentyl]-9H-purin-6-one
• 英文别名: 9-[(1R,3S)-3-(hydroxymethyl)-1,2,2-trimethyl-cyclopentyl]purin-6-ol；9-[(1R,3S)-3-(hydroxymethyl)-1,2,2-trimethylcyclopentyl]-1H-purin-6-one
• 化学式: C₁₄H₂₀N₄O₂
• 分子量: 276.338
• InChiKey: DGXCXSVXGJRNQG-YMTOWFKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  84.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1S,3R)-3-amino-2,2,3-trimethylcyclopentylmethanol 在 盐酸 、 sodium hydroxide 、 三乙胺 作用下， 以 正丁醇 为溶剂， 反应 150.0h， 生成 (1R,3S)-9-[3-(hydroxymethyl)-1,2,2-trimethylcyclopentyl]-9H-purin-6-one
  参考文献：
  名称：

  Synthesis and Antiviral Activity of Carbocyclic Nucleosides Incorporating a Modified Cyclopentane Ring. Part 3: Adenosine and Uridine Analogues

  摘要：

  Six new carbocyclic nucleosides were prepared by mounting a purine (compounds 4-6), 8-azapurine (7 and 8) or uridine (9) base on the amino group of (1S,3R)-3-amino-2,2,3-trimethylcyclopentylmethanol (10). At subtoxic concentrations, compounds 5-9 showed at best marginal antiviral activity.

  DOI：

  10.1080/07328319908044879

文献信息

• Synthesis of Novel Carbocyclic Nucleosides with a Modified Cyclopentane Ring and Evaluation of Their Antiviral Activity
  作者：Isabel Nieto、M. José Figueira、J. Manuel Blanco、Olga Caamaño、Franco Fernández、Erik De Clercq、Jan Balzarini

  DOI：10.1080/15257779908041525

  日期：1999.4

  New carbocyclic nucleosides with purine (compounds 2a-2c), 8-azapurine (compounds 2d and 2e) or pyrimidine (compound 3) as base were prepared and assayed for in vitro activity.
• Synthesis and Antiviral Activity of Carbocyclic Nucleosides Incorporating a Modified Cyclopentane Ring. Part 3: Adenosine and Uridine Analogues
  作者：M. Isabel Nieto、J. Manuel Blanco、Olga Caamaño、Franco Fernández、Xerardo Garcia-mera、Carmen Lopez、Jan Balzarini、Erik De Clercq

  DOI：10.1080/07328319908044879

  日期：1999.10

  Six new carbocyclic nucleosides were prepared by mounting a purine (compounds 4-6), 8-azapurine (7 and 8) or uridine (9) base on the amino group of (1S,3R)-3-amino-2,2,3-trimethylcyclopentylmethanol (10). At subtoxic concentrations, compounds 5-9 showed at best marginal antiviral activity.