2,6-dimethoxy-4-hydroxybenzaldehyde-4-phenyl-3-thiosemicarbazone | 1415358-84-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,6-dimethoxy-4-hydroxybenzaldehyde-4-phenyl-3-thiosemicarbazone
• CAS: 1415358-84-7
• 化学式: C₁₆H₁₇N₃O₃S
• 分子量: 331.395
• InChiKey: SDFAHMBBAFSFFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  75.11
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-羟基-2,6-二甲氧基苯甲醛 、 4-苯基-3-硫代氨基脲 在 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以76.61%的产率得到2,6-dimethoxy-4-hydroxybenzaldehyde-4-phenyl-3-thiosemicarbazone
  参考文献：
  名称：

  Evaluating anti-Toxoplasma gondii activity of new serie of phenylsemicarbazone and phenylthiosemicarbazones in vitro

  摘要：

  While Toxoplasma gondii is able to infect and replicate within all eukaryotic cells, tachyzoites are the infective form of T. gondii that invades all eukaryotic cells leading to tissue rupture, the main features of toxoplasmosis. The present study evaluates the activity of (benzaldehyde)-4-phenyl-3-thiosemicarbazone and (benzaldehyde)-(4 or 1)-phenylsemicarbazone against intracellular T. gondii. The nine new compounds were incubated in infected Vero cells at concentrations of 0.01, 0.1, 0.5, and 1.0 mM and evaluated for three main effects: cytotoxicity, infection, and number of intracellular parasites. The cytotoxicity test showed a pattern by analyzing the substituent arylhydrazone, where trihydroxy Compounds 4-9 were cytotoxic at concentrations of 0.5 and 1.0 mM. The results highlight Compound 8, which reduced the number of intracellular parasites by 82 % in a concentration of 0.01 mM and showed a LD50 of 0.3 mM in cell culture. These different biological actions are due to changes in the molecular structure and type of radical present in each compound. All compounds tested were more efficient than the control drug sulfadizine.

  DOI：

  10.1007/s00044-012-0347-9