1,3-dimethyl-5-iodomethyluracil | 135581-65-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,3-dimethyl-5-iodomethyluracil
• 英文别名: 5-(iodomethyl)-1,3-dimethylpyrimidine-2,4-dione
• CAS: 135581-65-6
• 化学式: C₇H₉IN₂O₂
• 分子量: 280.065
• InChiKey: CLRZWWDLPYQFEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.02
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  44.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-硝基-苯甲硫醇 、 1,3-dimethyl-5-iodomethyluracil 以 苯 为溶剂， 反应 8.0h， 以67%的产率得到1,3-dimethyl-5-p-nitrobenzylthiomethyluracil
  参考文献：
  名称：

  Reduction of 5-uracilylmethylenepyridinium salts by thiols. A model of the reduction step of the thymidylate synthase reaction

  摘要：

  Reaction of 1-(5-uracilylmethylene)pyridinium salts with thiols leads to the formation of the corresponding thymine derivatives. This transformation of a uracil derivative to the corresponding thymine is explained on the basis of the formation of an exocyclicmethylene intermediate, analogous to that proposed in the thymidylate synthase reaction, followed by its reduction by additional thiol, presumably involving a radical mechanism.

  DOI：

  10.1016/s0040-4020(01)87105-2
• 作为产物：
  描述：

  1,3-二甲基脲嘧啶 在 盐酸 、 sodium iodide 作用下， 以 盐酸 、 乙腈 为溶剂， 反应 5.0h， 生成 1,3-dimethyl-5-iodomethyluracil
  参考文献：
  名称：

  Reduction of 5-uracilylmethylenepyridinium salts by thiols. A model of the reduction step of the thymidylate synthase reaction

  摘要：

  Reaction of 1-(5-uracilylmethylene)pyridinium salts with thiols leads to the formation of the corresponding thymine derivatives. This transformation of a uracil derivative to the corresponding thymine is explained on the basis of the formation of an exocyclicmethylene intermediate, analogous to that proposed in the thymidylate synthase reaction, followed by its reduction by additional thiol, presumably involving a radical mechanism.

  DOI：

  10.1016/s0040-4020(01)87105-2