5-methyl-2,6--1,2,6-thiadiazine-3(2H)-one 1,1-dioxide | 161146-75-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 英文名称: 5-methyl-2,6--1,2,6-thiadiazine-3(2H)-one 1,1-dioxide
• 英文别名: 2,6-di<(2-hydroxyethoxy)methyl>-5-methyl-1,2,6-thiadiazin-3(2H)-one 1,1-dioxide；2,6-Bis(2-hydroxyethoxymethyl)-5-methyl-1,1-dioxo-1,2,6-thiadiazin-3-one
• CAS: 161146-75-4
• 化学式: C₁₀H₁₈N₂O₇S
• 分子量: 310.328
• InChiKey: PDOMZAKOYCVZHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-methyl-2,6--1,2,6-thiadiazine-3(2H)-one 1,1-dioxide 在 Lipase PS 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以45%的产率得到2-<(2-acetoxyethoxy)methyl>-6-<(2-hydroxyethoxy)methyl>-5-methyl-1,2,6-thiadiazin-3(2H)-one 1,1-dioxide
  参考文献：
  名称：

  Regioselective lipase-mediated acylation-deacylation in thiadiazine diacyclonucleosides.

  摘要：

  The first thiadiazine acyclonucleosides has been prepared, and so acyclic glycosylation of the SO2 analog of 6-methyluracil has been achieved. Regioselective deprotection of thiadiazine diacyclonucleoside has been performed by a combined strategy of enzyme-catalyzed hydrolysis-acylation.

  DOI：

  10.1016/s0040-4020(01)85694-5
• 作为产物：
  描述：

  2,6-di<(2-acetoxyethoxy)methyl>-5-methyl-1,2,6-thiadiazin-3(2H)-one 1,1-dioxide 在 citrate-phosphate buffer 作用下， 以 叔丁醇 为溶剂， 反应 5.0h， 以5%的产率得到2-<(2-acetoxyethoxy)methyl>-6-<(2-hydroxyethoxy)methyl>-5-methyl-1,2,6-thiadiazin-3(2H)-one 1,1-dioxide
  参考文献：
  名称：

  Regioselective lipase-mediated acylation-deacylation in thiadiazine diacyclonucleosides.

  摘要：

  The first thiadiazine acyclonucleosides has been prepared, and so acyclic glycosylation of the SO2 analog of 6-methyluracil has been achieved. Regioselective deprotection of thiadiazine diacyclonucleoside has been performed by a combined strategy of enzyme-catalyzed hydrolysis-acylation.

  DOI：

  10.1016/s0040-4020(01)85694-5

文献信息

• Synthesis and Antiviral Activity of Modified 1,2,6-Thiadiazine Dioxide Acyclonucleosides
  作者：A. I. Esteban、E. De Clercq、A. Martinez

  DOI：10.1080/07328319708001347

  日期：1997.3

  Modified 1,2,6-thiadiazine dioxide acyclonucleosides were synthesized using the silylation method. All the compounds were tested as antiviral agents in a wide variety of assay systems. With two compounds, some activity (20, 35 and 14 mu g/mL, respectively) was noted against herpes simplex virus, human cytomegalovirus and varicella-zoster virus.