5-Methylsulfanyl-1,1-dioxo-1,4-dihydro-2H-1λ⁶-[1,2,4,6]thiatriazin-3-one | 184427-53-0

• 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-Methylsulfanyl-1,1-dioxo-1,4-dihydro-2H-1λ⁶-[1,2,4,6]thiatriazin-3-one
• 英文别名: 5-methylsulfanyl-1,1-dioxo-4H-1,2,4,6-thiatriazin-3-one
• CAS: 184427-53-0
• 化学式: C₃H₅N₃O₃S₂
• 分子量: 195.223
• InChiKey: NUNYGSDEDAIPRY-UHFFFAOYSA-N

物化性质

• 密度：
  2.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Methylsulfanyl-1,1-dioxo-1,4-dihydro-2H-1λ⁶-[1,2,4,6]thiatriazin-3-one 在 肼 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以90%的产率得到5-Hydrazino-1,1-dioxo-1,4-dihydro-2H-1λ⁶-[1,2,4,6]thiatriazin-3-one
  参考文献：
  名称：

  First Example of a 4-Amino-1,2,4,6-thiatriazine 1,1-Dioxide Derivative

  摘要：

  For the first time, an N-4-amino derivative of 1,2,4,6-thiatriazine 1,1-dioxide (5) was prepared by cyclocondensation reaction of the appropriate sulfamoylcarbamate (3) with hydrazine. Reaction of 3 with ammonia yielded the cyclic 4H-derivative (4). Nucleophilic substitution reactions of 4 and 5 with hydrazine, as well as condensation of 5 with ethyl orthoformate were achieved. The antiprotozoal and anti-HIV properties of the new compounds were evaluated, but none of them showed significant biological activities.

  DOI：

  10.3987/com-96-7548
• 作为产物：
  描述：

  ammonium salt of 2,3-dihydro-5-methylthio-3-oxo-4H-1,2,4,6-thiatriazine 1,1-dioxide 在 Amberlite ir-120 (H⁽¹⁺⁾) resine 作用下， 以 水 为溶剂， 以100%的产率得到5-Methylsulfanyl-1,1-dioxo-1,4-dihydro-2H-1λ⁶-[1,2,4,6]thiatriazin-3-one
  参考文献：
  名称：

  First Example of a 4-Amino-1,2,4,6-thiatriazine 1,1-Dioxide Derivative

  摘要：

  For the first time, an N-4-amino derivative of 1,2,4,6-thiatriazine 1,1-dioxide (5) was prepared by cyclocondensation reaction of the appropriate sulfamoylcarbamate (3) with hydrazine. Reaction of 3 with ammonia yielded the cyclic 4H-derivative (4). Nucleophilic substitution reactions of 4 and 5 with hydrazine, as well as condensation of 5 with ethyl orthoformate were achieved. The antiprotozoal and anti-HIV properties of the new compounds were evaluated, but none of them showed significant biological activities.

  DOI：

  10.3987/com-96-7548

文献信息

• Synthesis and Anti-HIV Properties of 1,2,4,6-Thiatriazin-3-one 1,1-Dioxtoe Nucleosides
  作者：Carmen Ochoa、Rafael Provencio、Maria Luisa Jimeno、Jan Balzarini、Erik De Clercq

  DOI：10.1080/07328319808003462

  日期：1998.5

  Synthesis of 1,2,4,6-thiatriazine 1,l-dioxide nucleosides is now reported for the first time. In order to know the conformation of the nucleosides, a NMR study has been carried out. Anti-HIV-1 and HIV-8 properties of the nucleosides have been tested. These compounds have not shown activity at subtoxic concentrations.
• First Example of a 4-Amino-1,2,4,6-thiatriazine 1,1-Dioxide Derivative
  作者：Carmen Ochoa、Angela Herrero、Rafael Provencio、Jan Balzarini、Erik De Clercq、Alicia Gómez-Barrio、Rafael Martinez Díaz、Juan José Nogal

  DOI：10.3987/com-96-7548

  日期：——

  For the first time, an N-4-amino derivative of 1,2,4,6-thiatriazine 1,1-dioxide (5) was prepared by cyclocondensation reaction of the appropriate sulfamoylcarbamate (3) with hydrazine. Reaction of 3 with ammonia yielded the cyclic 4H-derivative (4). Nucleophilic substitution reactions of 4 and 5 with hydrazine, as well as condensation of 5 with ethyl orthoformate were achieved. The antiprotozoal and anti-HIV properties of the new compounds were evaluated, but none of them showed significant biological activities.