9-methyl-5,6-dihydronaphtho[1',2':4,5]thieno[2,3-d]pyrimidine-11(10H)-thione | 917384-11-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 9-methyl-5,6-dihydronaphtho[1',2':4,5]thieno[2,3-d]pyrimidine-11(10H)-thione
• CAS: 917384-11-3
• 化学式: C₁₅H₁₂N₂S₂
• 分子量: 284.406
• InChiKey: YNVZUTJZERZTBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  28.68
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  9-methyl-5,6-dihydronaphtho[1',2':4,5]thieno[2,3-d]pyrimidine-11(10H)-thione 在 ammonium hydroxide 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 3.0h， 生成 9-methyl-11-(β-D-glucopyranosulfanyl)-5,6-dihydronaphtho[1',2':4,5]thieno[2,3-d]pyrimidine
  参考文献：
  名称：

  Synthesis and Antiviral Screening of Some Thieno[2,3-d]Pyrimidine Nucleosides

  摘要：

  Some cyclic and acyclic nucleosides of thieno[2,3-d]-pyrimidine derivatives were synthesized via the reaction of compounds 1 and 2 or 3 and 4 with 2-chloroethyl methyl ether or 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide. Nucleosides 9, 10, 15, and 16 were tested as antiviral agents against herpes simplex virus type-1 ( HSV-1) and hepatitis-A virus ( HAV). Compound 15 showed the highest effect on HSV-1 than the other three compounds, while the four tested compounds did not show any activity against HAV.

  DOI：

  10.1080/15257770500377730
• 作为产物：
  描述：

  9-methyl-5,6,10-trihydronaphtho[1',2':4,5]thieno[2,3-d]pyrimidin-11-one 在 吡啶 、 diphosphorus pentasulfide 作用下， 以93%的产率得到9-methyl-5,6-dihydronaphtho[1',2':4,5]thieno[2,3-d]pyrimidine-11(10H)-thione
  参考文献：
  名称：

  Synthesis and Antiviral Screening of Some Thieno[2,3-d]Pyrimidine Nucleosides

  摘要：

  Some cyclic and acyclic nucleosides of thieno[2,3-d]-pyrimidine derivatives were synthesized via the reaction of compounds 1 and 2 or 3 and 4 with 2-chloroethyl methyl ether or 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide. Nucleosides 9, 10, 15, and 16 were tested as antiviral agents against herpes simplex virus type-1 ( HSV-1) and hepatitis-A virus ( HAV). Compound 15 showed the highest effect on HSV-1 than the other three compounds, while the four tested compounds did not show any activity against HAV.

  DOI：

  10.1080/15257770500377730