methyl 6'-deoxy-6'-(6-mercaptopurine)-α-D-glucopyranoside | 156091-04-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6'-deoxy-6'-(6-mercaptopurine)-α-D-glucopyranoside
• 英文别名: (2S,3R,4S,5S,6S)-2-methoxy-6-(7H-purin-6-ylsulfanylmethyl)oxane-3,4,5-triol
• CAS: 156091-04-2
• 化学式: C₁₂H₁₆N₄O₅S
• 分子量: 328.349
• InChiKey: WXGHZGILRYHUNC-IISLSXNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  159
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 6'-deoxy-6'-(6-mercaptopurine)-α-D-glucopyranoside 在 吡啶 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 methyl 2',3',4'-tri-O-acetyl-6'-deoxy-6'-(6-sulfoxipurine)-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and biological activity of methyl-d-glucopyranoside derivatives of mercaptopurine and mercaptopyrimidine

  摘要：

  Methyl 6'-deoxy-6'-(6-mercaptopurine or 2-mercaptopyrimidine)-alpha-D-glucopyranosidesand some of their derivatives, such as sulfoxides, were synthesized. Of the 9 molecules obtained, 2 exhibited a significant growth inhibitory effect on mammalian cells and parasites.

  DOI：

  10.1016/0223-5234(94)90212-7
• 作为产物：
  描述：

  6-mercaptopurine 、 methyl 6-iodo-6-deoxy-α-D-glucopyranoside 在 sodium hydride 作用下， 生成 methyl 6'-deoxy-6'-(6-mercaptopurine)-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and biological activity of methyl-d-glucopyranoside derivatives of mercaptopurine and mercaptopyrimidine

  摘要：

  Methyl 6'-deoxy-6'-(6-mercaptopurine or 2-mercaptopyrimidine)-alpha-D-glucopyranosidesand some of their derivatives, such as sulfoxides, were synthesized. Of the 9 molecules obtained, 2 exhibited a significant growth inhibitory effect on mammalian cells and parasites.

  DOI：

  10.1016/0223-5234(94)90212-7

文献信息

• Synthesis and biological activity of methyl-d-glucopyranoside derivatives of mercaptopurine and mercaptopyrimidine
  作者：AD Da Silva、AS Machado、C Tempête、M Robert-Gero

  DOI：10.1016/0223-5234(94)90212-7

  日期：1994.1

  Methyl 6'-deoxy-6'-(6-mercaptopurine or 2-mercaptopyrimidine)-alpha-D-glucopyranosidesand some of their derivatives, such as sulfoxides, were synthesized. Of the 9 molecules obtained, 2 exhibited a significant growth inhibitory effect on mammalian cells and parasites.