8-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine | 157025-49-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 吡咯并嘧啶核苷和核苷酸
• 英文名称: 8-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine
• CAS: 157025-49-5
• 化学式: C₁₆H₁₇ClN₄O₇
• 分子量: 412.787
• InChiKey: HHDBSZCCWDBQGY-RGCMKSIDSA-N

物化性质

• 沸点：
  567.2±60.0 °C(predicted)
• 密度：
  1.62±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  131.73
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  8-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine 在 碳酸氢铵 作用下， 反应 120.0h， 以37%的产率得到8-Chloro-purine riboside
  参考文献：
  名称：

  Synthesis and Biologic Evaluation of 8-Substituted Derivatives of Nebularine (9-β-D-Ribofuranosylpurine)

  摘要：

  A series of 8-substituted purine ribonucleosides were prepared from 2',3',5'-tri-O-acetyl-8-bromoadenosine and evaluated for cytotoxicity and antiviral activity. Four of these nucleosides (6b-9b) were significantly toxic to both HEp-2 and L1210 cells in culture but the most cytotoxic one (9b) was inactive against the P388 leukemia in mice. None of these nucleosides showed significant antiviral activity against Herpes Simplex 1 or 2, vaccinia, or influenza A.

  DOI：

  10.1080/15257779408011875
• 作为产物：
  描述：

  8-chloro-2',3',5'-tri-O-acetyladenosine 在 亚硝酸特丁酯 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以39%的产率得到8-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine
  参考文献：
  名称：

  Synthesis and Biologic Evaluation of 8-Substituted Derivatives of Nebularine (9-β-D-Ribofuranosylpurine)

  摘要：

  A series of 8-substituted purine ribonucleosides were prepared from 2',3',5'-tri-O-acetyl-8-bromoadenosine and evaluated for cytotoxicity and antiviral activity. Four of these nucleosides (6b-9b) were significantly toxic to both HEp-2 and L1210 cells in culture but the most cytotoxic one (9b) was inactive against the P388 leukemia in mice. None of these nucleosides showed significant antiviral activity against Herpes Simplex 1 or 2, vaccinia, or influenza A.

  DOI：

  10.1080/15257779408011875