[(1R,3S)-3-[[(5-amino-6-chloropyrimidin-4-yl)amino]methyl]-1,2,2-trimethylcyclopentyl]methanol | 210160-05-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: [(1R,3S)-3-[[(5-amino-6-chloropyrimidin-4-yl)amino]methyl]-1,2,2-trimethylcyclopentyl]methanol
• CAS: 210160-05-7
• 化学式: C₁₄H₂₃ClN₄O
• 分子量: 298.816
• InChiKey: YHPCTEDKEZUQTN-OTYXRUKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  84.06
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [(1R,3S)-3-[[(5-amino-6-chloropyrimidin-4-yl)amino]methyl]-1,2,2-trimethylcyclopentyl]methanol 在 ammonium hydroxide 、 sodium nitrite 作用下， 生成 [(1R,3S)-3-[(7-aminotriazolo[4,5-d]pyrimidin-3-yl)methyl]-1,2,2-trimethylcyclopentyl]methanol
  参考文献：
  名称：

  Synthesis, Antiviral and Cytostatic Activities of Carbocyclic Nucleosides Incorporating a Modified Cyclopentane Ring. Part 2:¹Adenosine and Uridine Analogues

  摘要：

  Six new carbocyclic nucleosides were prepared by mounting a purine (compounds 5-7), 8-azapurine (compounds 9 and 10) or pyrimidine (compound 13) base on the amino group of (1R,cis)-3-(aminomethyl)-1,2,2-trimethylcyclopentylmethanol (2). The antiviral activity of compounds 5-7, 10 and 13, and their cytostatic activity, were evaluated. At subtoxic concentrations, the compounds showed no or marginal antiviral activity. Compound 5 showed moderate inhibition on tumor cell proliferation.

  DOI：

  10.1080/07328319808004237
• 作为产物：
  描述：

  4,6-二氯-5-氨基嘧啶 、 (1R,cis)-3-aminomethyl-1,2,2-trimethylcyclopentylmethanol 在 三乙胺 作用下， 以 正丁醇 为溶剂， 反应 44.0h， 以92%的产率得到[(1R,3S)-3-[[(5-amino-6-chloropyrimidin-4-yl)amino]methyl]-1,2,2-trimethylcyclopentyl]methanol
  参考文献：
  名称：

  Synthesis, Antiviral and Cytostatic Activities of Carbocyclic Nucleosides Incorporating a Modified Cyclopentane Ring. Part 2:¹Adenosine and Uridine Analogues

  摘要：

  Six new carbocyclic nucleosides were prepared by mounting a purine (compounds 5-7), 8-azapurine (compounds 9 and 10) or pyrimidine (compound 13) base on the amino group of (1R,cis)-3-(aminomethyl)-1,2,2-trimethylcyclopentylmethanol (2). The antiviral activity of compounds 5-7, 10 and 13, and their cytostatic activity, were evaluated. At subtoxic concentrations, the compounds showed no or marginal antiviral activity. Compound 5 showed moderate inhibition on tumor cell proliferation.

  DOI：

  10.1080/07328319808004237