2-amino-5-(methylmercapto)pyrimidine | 7367-94-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-amino-5-(methylmercapto)pyrimidine
• 英文别名: 2-Amino-5-(methylthio)pyrimidin；2-Amino-5-methylmercapto-pyrimidin；5-methylsulfanyl-pyrimidin-2-ylamine；5-(Methylthio)pyrimidin-2-amine；5-methylsulfanylpyrimidin-2-amine
• CAS: 7367-94-4
• 化学式: C₅H₇N₃S
• mdl: MFCD18816618
• 分子量: 141.197
• InChiKey: WQBNMWSBCOVADX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-5-(methylmercapto)pyrimidine 在 水 、 溶剂黄146 、 sodium nitrite 作用下， 反应 2.0h， 以69%的产率得到5-(methylmercapto)-2-pyrimidinone
  参考文献：
  名称：

  Synthesis and antiviral activity of 1-(2-deoxy-.beta.-D-ribofuranosyl)-5-(methylmercapto)-2-pyrimidinone

  摘要：

  1-(2-Deoxy-beta-D-ribofuranosyl)-5-(methylmercapto)-2-pyrimidinone (1b) was synthesized via modification of the silyl method. 1b inhibits the Herpes simplex virus type 1 (98%) and type 2 (97%) at a concentration which is nontoxic to human HeLa cells. The compound shows 50 times greater binding affinity (lower Ki) to the virus-specific thymidine kinase than to the thymidine kinase of uninfected HeLa cells.

  DOI：

  10.1021/jm00133a022

文献信息

• Synthesis and antiviral activity of 1-(2-deoxy-.beta.-D-ribofuranosyl)-5-(methylmercapto)-2-pyrimidinone
  作者：Alan C. Schroeder、Thomas J. Bardos、Yung-Chi Cheng

  DOI：10.1021/jm00133a022

  日期：1981.1

  1-(2-Deoxy-beta-D-ribofuranosyl)-5-(methylmercapto)-2-pyrimidinone (1b) was synthesized via modification of the silyl method. 1b inhibits the Herpes simplex virus type 1 (98%) and type 2 (97%) at a concentration which is nontoxic to human HeLa cells. The compound shows 50 times greater binding affinity (lower Ki) to the virus-specific thymidine kinase than to the thymidine kinase of uninfected HeLa cells.