5-methyl-1-piperidinomethyl-1H-indole-2,3-dione thiosemicarbazone | 16979-71-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-methyl-1-piperidinomethyl-1H-indole-2,3-dione thiosemicarbazone
• 英文别名: [(Z)-[5-methyl-2-oxo-1-(piperidin-1-ylmethyl)indol-3-ylidene]amino]thiourea
• CAS: 16979-71-8
• 化学式: C₁₆H₂₁N₅OS
• 分子量: 331.442
• InChiKey: JAGARDKWPGRHRA-JXAWBTAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.32
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  73.96
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  哌啶 、 聚合甲醛 、 5-甲基靛红 、 alkaline earth salt of/the/ methylsulfuric acid 生成 5-methyl-1-piperidinomethyl-1H-indole-2,3-dione thiosemicarbazone
  参考文献：
  名称：

  Combinatorial Optimization of Isatin-β-Thiosemicarbazones as Anti-poxvirus Agents

  摘要：

  Novel strategies are required to combat pox virus infections, whether caused by escape of viruses such as monkeypox from indigenous areas or intentional release of smallpox. Anti-smallpox drugs with a unique mode of antiviral action, inhibition of transcription termination, were known but not therapeutically useful. Using a combinatorial method, variants of the basic isatin-beta-thiosemicarbazone structure were prepared and examined for cytotoxicity and antiviral activity in vaccinia virus- and cowpox virus-infected human cells. Potent and much more selective N-aminomethyl-isatin-beta-thiosemicarbazones were discovered.

  DOI：

  10.1021/jm049147h

文献信息

• Combinatorial Optimization of Isatin-β-Thiosemicarbazones as Anti-poxvirus Agents
  作者：Michael C. Pirrung、Sunil V. Pansare、Koushik Das Sarma、Kathy A. Keith、Earl R. Kern

  DOI：10.1021/jm049147h

  日期：2005.4.1

  Novel strategies are required to combat pox virus infections, whether caused by escape of viruses such as monkeypox from indigenous areas or intentional release of smallpox. Anti-smallpox drugs with a unique mode of antiviral action, inhibition of transcription termination, were known but not therapeutically useful. Using a combinatorial method, variants of the basic isatin-beta-thiosemicarbazone structure were prepared and examined for cytotoxicity and antiviral activity in vaccinia virus- and cowpox virus-infected human cells. Potent and much more selective N-aminomethyl-isatin-beta-thiosemicarbazones were discovered.