(1R,cis)-3-(6-chloro-9H-purin-9-ylmethyl)-1,2,2-trimethylcyclopentylmethanol | 210160-06-8

• 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: (1R,cis)-3-(6-chloro-9H-purin-9-ylmethyl)-1,2,2-trimethylcyclopentylmethanol
• 英文别名: [(1R,3S)-3-[(6-chloropurin-9-yl)methyl]-1,2,2-trimethylcyclopentyl]methanol
• CAS: 210160-06-8
• 化学式: C₁₅H₂₁ClN₄O
• 分子量: 308.811
• InChiKey: JVPZIDBZUKQVTO-BMIGLBTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,cis)-3-(6-chloro-9H-purin-9-ylmethyl)-1,2,2-trimethylcyclopentylmethanol 在 氨 作用下， 以 甲醇 为溶剂， 反应 84.0h， 以70%的产率得到(1R,cis)-3-(6-amino-9H-purin-9-ylmethyl)-1,2,2-trimethylcyclopentylmethanol
  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：

  (1R,cis)-3-aminomethyl-1,2,2-trimethylcyclopentylmethanol 在 盐酸 、 三乙胺 作用下， 以 正丁醇 为溶剂， 反应 62.0h， 生成 (1R,cis)-3-(6-chloro-9H-purin-9-ylmethyl)-1,2,2-trimethylcyclopentylmethanol
  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

文献信息

• Synthesis, Antiviral and Cytostatic Activities of Carbocyclic Nucleosides Incorporating a Modified Cyclopentane Ring. Part 2:¹Adenosine and Uridine Analogues
  作者：M. I. Nieto、J. M. Blanco、O. CaamañTo、F. Fernández、X. García-Mera、J. Balzarini、E. Padalko、J. Neyts、E. De Clercq

  DOI：10.1080/07328319808004237

  日期：1998.7

  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.