1-(4-(2-(1-phenylethylcarbamoyl)ethynyl)phenyl)-3-(2-chloro-5-(trifluoromethyl)phenyl)urea | 1598408-46-8

• 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-(4-(2-(1-phenylethylcarbamoyl)ethynyl)phenyl)-3-(2-chloro-5-(trifluoromethyl)phenyl)urea
• 英文别名: 3-[4-[[2-chloro-5-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-N-(1-phenylethyl)prop-2-ynamide
• CAS: 1598408-46-8
• 化学式: C₂₅H₁₉ClF₃N₃O₂
• 分子量: 485.893
• InChiKey: MEKVGERZZIOZKE-UHFFFAOYSA-N

物化性质

• 熔点：
  215-216 °C
• 密度：
  1.39±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(4-硝基苯基)丙-2-炔酸 在 盐酸 、 铁粉 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 19.08h， 生成 1-(4-(2-(1-phenylethylcarbamoyl)ethynyl)phenyl)-3-(2-chloro-5-(trifluoromethyl)phenyl)urea
  参考文献：
  名称：

  Design, synthesis and evaluation of novel diaryl urea derivatives as potential antitumor agents

  摘要：

  A novel series of diaryl ureas containing different linker groups were designed and synthesized. Their in vitro antitumor activity against MX-1, A375, HepG2, Ketr3 and HT-29 was evaluated using the standard MIT assay. Compounds having a rigid linker group such as vinyl, ethynyl and phenyl showed significant inhibitory activity against a variety of cancer cell lines. Specifically, compound 23 with a phenyl linker group demonstrated broad-spectrum antitumor activity with IC50 values of 5.17-6.46 mu M against five tested tumor cell lines. Compound 23 is more potent than reference drug sorafenib (8.27-15.2 mu M), representing a promising lead for further optimization. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.020

文献信息

• Design, synthesis and evaluation of novel diaryl urea derivatives as potential antitumor agents
  作者：Chenshu Lu、Ke Tang、Yan Li、Peng Li、Ziyun Lin、Dali Yin、Xiaoguang Chen、Haihong Huang

  DOI：10.1016/j.ejmech.2014.03.020

  日期：2014.4

  A novel series of diaryl ureas containing different linker groups were designed and synthesized. Their in vitro antitumor activity against MX-1, A375, HepG2, Ketr3 and HT-29 was evaluated using the standard MIT assay. Compounds having a rigid linker group such as vinyl, ethynyl and phenyl showed significant inhibitory activity against a variety of cancer cell lines. Specifically, compound 23 with a phenyl linker group demonstrated broad-spectrum antitumor activity with IC50 values of 5.17-6.46 mu M against five tested tumor cell lines. Compound 23 is more potent than reference drug sorafenib (8.27-15.2 mu M), representing a promising lead for further optimization. (C) 2014 Elsevier Masson SAS. All rights reserved.