2-amino-1-(3-nitrophenyl)ethan-1-one thiosemicarbazone | 1456532-28-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-amino-1-(3-nitrophenyl)ethan-1-one thiosemicarbazone
• CAS: 1456532-28-7
• 化学式: C₉H₁₁N₅O₂S
• 分子量: 253.285
• InChiKey: FDLSPBGEKFKSGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  119.57
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-bromo-1-(m-nitrophenyl)ethan-1-one 在 盐酸 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 96.0h， 生成 2-amino-1-(3-nitrophenyl)ethan-1-one thiosemicarbazone
  参考文献：
  名称：

  Design, synthesis and biological evaluation of new aryl thiosemicarbazone as antichagasic candidates

  摘要：

  The present work reports on the synthesis, biological assaying and docking studies of a series of 12 aryl thiosemicarbazones, which were planned to act over two main enzymes, cruzain and trypanothione reductase. These enzymes are used as targets of trypanocidal activity in Chagas disease control with a minimal mutagenic profile. Three p-nitroaromatic thiosemicarbazones showed high activity against Ttypanosoma cruzi in in vitro assays (IC50 < 57 mu M), and no mutagenic profile was observed in micro-nucleous tests. Although the in vitro inhibition test showed that 10-mu M doses of eight compounds inhibited cruzain activity, no correlation was found between cruzain inhibition and trypanocidal activity. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.022