N-(3,4-dichloro-phenyl)-N'-[1]naphthyl-urea | 13256-88-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(3,4-dichloro-phenyl)-N'-[1]naphthyl-urea
• 英文别名: N-(3,4-Dichlor-phenyl)-N'-[1]naphthyl-harnstoff；1-(3,4-Dichlorophenyl)-3-(naphthalen-1-yl)urea；1-(3,4-dichlorophenyl)-3-naphthalen-1-ylurea
• CAS: 13256-88-7
• 化学式: C₁₇H₁₂Cl₂N₂O
• 分子量: 331.201
• InChiKey: SVTIFPBMTCCBSF-UHFFFAOYSA-N

物化性质

• 熔点：
  265-266 °C
• 沸点：
  408.7±35.0 °C(Predicted)
• 密度：
  1.453±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-萘胺 、 3,4-二氯苯异氰酸酯 以 二氯甲烷 为溶剂， 生成 N-(3,4-dichloro-phenyl)-N'-[1]naphthyl-urea
  参考文献：
  名称：

  Antischistosomal activity of N,N′-arylurea analogs against Schistosoma japonicum

  摘要：

  Although the antischistosomal activities of N,N'-arylurea analogs were reported, systematic structure-activity relationships have not been conducted. In this Letter, we reported the design, synthesis and evaluation of 45 N,N'-arylurea analogs. Among these prepared compounds, 13 compounds were urea linker modified and 32 were N,N'-arylurea derivatives. The activity evaluation revealed 12 analogs exhibited IC50 values lower than 22.6 mu M, and 7 of them had IC50 less than 10 mu M against the juvenile Schistosoma japonicum in vitro. Their worm killing potency was even higher against adult worm. Unfortunately, low to moderate worm burden reduction of 0-33.4% was recorded after administration of a single oral dose of 200 mg/kg or 400 mg/kg to mice harboring S. japonicum. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2016.01.075

文献信息

• Antischistosomal activity of N,N′-arylurea analogs against Schistosoma japonicum
  作者：Houzong Yao、Fengyou Liu、Jinglei Chen、Yan Li、Jinhao Cui、Chunhua Qiao

  DOI：10.1016/j.bmcl.2016.01.075

  日期：2016.3

  Although the antischistosomal activities of N,N'-arylurea analogs were reported, systematic structure-activity relationships have not been conducted. In this Letter, we reported the design, synthesis and evaluation of 45 N,N'-arylurea analogs. Among these prepared compounds, 13 compounds were urea linker modified and 32 were N,N'-arylurea derivatives. The activity evaluation revealed 12 analogs exhibited IC50 values lower than 22.6 mu M, and 7 of them had IC50 less than 10 mu M against the juvenile Schistosoma japonicum in vitro. Their worm killing potency was even higher against adult worm. Unfortunately, low to moderate worm burden reduction of 0-33.4% was recorded after administration of a single oral dose of 200 mg/kg or 400 mg/kg to mice harboring S. japonicum. (C) 2016 Published by Elsevier Ltd.