1-butyl-1-(3,5-dibromo-2-hydroxybenzyl)-3-phenylthiourea | 1204425-55-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-butyl-1-(3,5-dibromo-2-hydroxybenzyl)-3-phenylthiourea
• 英文别名: 1-butyl-1-[(3,5-dibromo-2-hydroxyphenyl)methyl]-3-phenylthiourea
• CAS: 1204425-55-7
• 化学式: C₁₈H₂₀Br₂N₂OS
• 分子量: 472.244
• InChiKey: NTRKLEJSJWDUKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  67.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4-dibromo-6-((butylamino)methyl)phenol 、 硫代异氰酸苯酯 以 氯仿 为溶剂， 以47%的产率得到1-butyl-1-(3,5-dibromo-2-hydroxybenzyl)-3-phenylthiourea
  参考文献：
  名称：

  Synthesis and structure–activity relationships of N-benzyl-N-(X-2-hydroxybenzyl)-N′-phenylureas and thioureas as antitumor agents

  摘要：

  Two series of novel N-benzyl-N-(X-2-hydroxybenzyl)-N'-phenylureas and thioureas (1a-18a; 1b-18b) as potential EGFR and HER-2 kinase inhibitors have been discovered. These compounds displayed good EGFR and HER-2 inhibitory activity and the SARs are also been studied. Especially compound 7b demonstrated significant EGFR and HER-2 inhibitory activity (IC50 = 0.08 mu M for EGFR and IC50 = 0.35 mu M for HER-2). Docking simulation was performed to position compound 7b into the EGFR active site to determine the probable binding conformation and antiproliferative assay results indicating that these series of urea and thioureas own high antiproliferative activity against MCF-7. Above all, thiourea 7b would be a potential anticancer agent deserves further research. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.054

文献信息

• Synthesis and structure–activity relationships of N-benzyl-N-(X-2-hydroxybenzyl)-N′-phenylureas and thioureas as antitumor agents
  作者：Huan-Qiu Li、Tao Yan、Ying Yang、Lei Shi、Chang-Fang Zhou、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2009.10.054

  日期：2010.1

  Two series of novel N-benzyl-N-(X-2-hydroxybenzyl)-N'-phenylureas and thioureas (1a-18a; 1b-18b) as potential EGFR and HER-2 kinase inhibitors have been discovered. These compounds displayed good EGFR and HER-2 inhibitory activity and the SARs are also been studied. Especially compound 7b demonstrated significant EGFR and HER-2 inhibitory activity (IC50 = 0.08 mu M for EGFR and IC50 = 0.35 mu M for HER-2). Docking simulation was performed to position compound 7b into the EGFR active site to determine the probable binding conformation and antiproliferative assay results indicating that these series of urea and thioureas own high antiproliferative activity against MCF-7. Above all, thiourea 7b would be a potential anticancer agent deserves further research. (C) 2009 Elsevier Ltd. All rights reserved.