((1S,3R)-3-((6-chloro-9H-purin-9-yl)methyl)-2,2,3-trimethylcyclopentyl)methanol | 443301-00-6

• 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: ((1S,3R)-3-((6-chloro-9H-purin-9-yl)methyl)-2,2,3-trimethylcyclopentyl)methanol
• 英文别名: [(1S,3R)-3-[(6-chloropurin-9-yl)methyl]-2,2,3-trimethyl-cyclopentyl]methanol；[(1S,3R)-3-[(6-chloropurin-9-yl)methyl]-2,2,3-trimethylcyclopentyl]methanol
• CAS: 443301-00-6
• 化学式: C₁₅H₂₁ClN₄O
• 分子量: 308.811
• InChiKey: OMBBPHBZCASECY-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：

  ((1S,3R)-3-((6-chloro-9H-purin-9-yl)methyl)-2,2,3-trimethylcyclopentyl)methanol 在 ammonium hydroxide 作用下， 反应 16.0h， 以83%的产率得到((1S,3R)-3-((6-amino-9H-purin-9-yl)methyl)-2,2,3-trimethylcyclopentyl)methanol
  参考文献：
  名称：

  SYNTHESIS, ANTIVIRAL AND CYTOSTATIC ACTIVITIES, OF CARBOCYCLIC NUCLEOSIDES INCORPORATING A MODIFIED CYCLOPENTANE RING. IV. ADENOSINE AND URIDINE ANALOGUES

  摘要：

  Eight new carbocyclic nucleosides were prepared by mounting a purine (compounds 8-10), 8-azapurine (12 and 13) or pyrimidine (15, 16 and 17b) on the amino group of (1S,3R)-3-aminomethyl-2,2,3-trimethyl-cyclopentylmethanol (6). All the compounds were evaluated as antiviral and antitumor agents in a variety of assay systems. Only compound 8 showed any cytostatic activity against the tumor cell lines examined.

  DOI：

  10.1081/ncn-120003289
• 作为产物：
  描述：

  (1S,3R)-3-aminomethyl-2,2,3-trimethylcyclopentylmethanol 在 盐酸 、 三乙胺 作用下， 以 正丁醇 为溶剂， 反应 89.0h， 生成 ((1S,3R)-3-((6-chloro-9H-purin-9-yl)methyl)-2,2,3-trimethylcyclopentyl)methanol
  参考文献：
  名称：

  SYNTHESIS, ANTIVIRAL AND CYTOSTATIC ACTIVITIES, OF CARBOCYCLIC NUCLEOSIDES INCORPORATING A MODIFIED CYCLOPENTANE RING. IV. ADENOSINE AND URIDINE ANALOGUES

  摘要：

  Eight new carbocyclic nucleosides were prepared by mounting a purine (compounds 8-10), 8-azapurine (12 and 13) or pyrimidine (15, 16 and 17b) on the amino group of (1S,3R)-3-aminomethyl-2,2,3-trimethyl-cyclopentylmethanol (6). All the compounds were evaluated as antiviral and antitumor agents in a variety of assay systems. Only compound 8 showed any cytostatic activity against the tumor cell lines examined.

  DOI：

  10.1081/ncn-120003289

文献信息

• SYNTHESIS, ANTIVIRAL AND CYTOSTATIC ACTIVITIES, OF CARBOCYCLIC NUCLEOSIDES INCORPORATING A MODIFIED CYCLOPENTANE RING. IV. ADENOSINE AND URIDINE ANALOGUES
  作者：M. Isabel Nieto、Olga Caamaño、Franco Fernández、María Gómez、Jan Balzarini、Erik De Clercq

  DOI：10.1081/ncn-120003289

  日期：2002.4.15

  Eight new carbocyclic nucleosides were prepared by mounting a purine (compounds 8-10), 8-azapurine (12 and 13) or pyrimidine (15, 16 and 17b) on the amino group of (1S,3R)-3-aminomethyl-2,2,3-trimethyl-cyclopentylmethanol (6). All the compounds were evaluated as antiviral and antitumor agents in a variety of assay systems. Only compound 8 showed any cytostatic activity against the tumor cell lines examined.