1-(4-((E)-2-(methylcarbamoyl)vinyl)phenyl)-3-(4-chloro-3-(trifluoromethyl)phenyl)urea | 1598408-26-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1-(4-((E)-2-(methylcarbamoyl)vinyl)phenyl)-3-(4-chloro-3-(trifluoromethyl)phenyl)urea
• 英文别名: (E)-3-[4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenyl]-N-methylprop-2-enamide
• CAS: 1598408-26-4
• 化学式: C₁₈H₁₅ClF₃N₃O₂
• 分子量: 397.784
• InChiKey: NUWDKCONRYZQJD-RUDMXATFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  对硝基肉桂酸 在 盐酸 、 氯化亚砜 、 三乙胺 、 tin(ll) chloride 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 26.0h， 生成 1-(4-((E)-2-(methylcarbamoyl)vinyl)phenyl)-3-(4-chloro-3-(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.