1-(3-methylpyridin-2-yl)-3-[(5-nitrofuran-2-yl)methylideneamino]thiourea | 1142817-05-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 1-(3-methylpyridin-2-yl)-3-[(5-nitrofuran-2-yl)methylideneamino]thiourea
• CAS: 1142817-05-7
• 化学式: C₁₂H₁₁N₅O₃S
• 分子量: 305.317
• InChiKey: YWPMGTNFYXJTRH-UHFFFAOYSA-N

物化性质

• 熔点：
  200-201 °C(Solvent: Ethanol; Chloroform)
• 沸点：
  469.4±55.0 °C(predicted)
• 密度：
  1.47±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  105.59
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  5-硝基糠醛 、 1-Amino-3-(3-methylpyridin-2-yl)thiourea 在 溶剂黄146 作用下， 以78.7%的产率得到1-(3-methylpyridin-2-yl)-3-[(5-nitrofuran-2-yl)methylideneamino]thiourea
  参考文献：
  名称：

  5-Nitrofuran-2-yl derivatives: Synthesis and inhibitory activities against growing and dormant mycobacterium species

  摘要：

  Eighteen 5-nitrofuran-2-yl derivatives were prepared by reacting 5-nitro-2-furfural with various (sub)phenyl/pyridyl thiosemicarbazide using microwave irradiation. The compounds were tested for their in vitro activity against tubercular and various non-tubercular mycobacterium species in log-phase and 6-week-starved cultures. Compound N-(3,5-dibromopyridin-2-yl)-2-((5-nitrofuran-2-yl) methylene) hydrazinecarbothioamide (4r) was found to be the most potent compound (MIC: 0.22 mu M) and was 3 times more active than standard isoniazid (INH) and equally active as rifampicin (RIF) in log-phase culture of Mycobacterium tuberculosis H37Rv. In starved M. tuberculosis H37Rv, 4r inhibited with MIC of 13.9 mu M and was found to be 50 times more active than INH and slightly more active than RIF. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.088