2,6,8-tribromopurine | 89379-12-4

• 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: 2,6,8-tribromopurine
• 英文别名: 2,6,8-tribromo-7(9)H-purine；2,6,8-Tribrom-purin；2,6,8-tribromo-7H-purine
• CAS: 89379-12-4
• 化学式: C₅HBr₃N₄
• 分子量: 356.802
• InChiKey: YYFABSBTYBSQMJ-UHFFFAOYSA-N

物化性质

• 沸点：
  326.0±52.0 °C(Predicted)
• 密度：
  3.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6,8-tribromopurine 在 氨 、 sodium hydride 作用下， 以 甲醇 、 乙腈 、 paraffin 为溶剂， 反应 72.33h， 生成 8-amino-9-<2-deoxy-β-D-erythro-pentofuranosyl>-2,6-dibromopurine
  参考文献：
  名称：

  2-Chloro-2′-deoxyadenosine: Synthesis and Antileukemic Activity of 8-Substituted Derivatives

  摘要：

  A series of 8-substituted 2-chloro-2'-deoxyadenosine (2-CdA, 1) derivatives were prepared as potential anticancer agents. They were synthesized stereoselectively by the anion displacement reactions on 8-bromo-2-chloro-2'-deoxyadenosine (3). Within the 8-substituted CdA derivatives the 8-thioxo compound 11 was cytotoxic to several leukemia cell lines.

  DOI：

  10.1080/15257779508010700

文献信息

• 2-Chloro-2′-deoxyadenosine: Synthesis and Antileukemic Activity of 8-Substituted Derivatives
  作者：Zygmunt Kazimierczuk、Juhani A. Vilpo、Frank Seela

  DOI：10.1080/15257779508010700

  日期：1995.8

  A series of 8-substituted 2-chloro-2'-deoxyadenosine (2-CdA, 1) derivatives were prepared as potential anticancer agents. They were synthesized stereoselectively by the anion displacement reactions on 8-bromo-2-chloro-2'-deoxyadenosine (3). Within the 8-substituted CdA derivatives the 8-thioxo compound 11 was cytotoxic to several leukemia cell lines.