2-amino-4-[4-(4-nitrobenzyl)piperazine-1-yl]-6-trifluoromethyl-pyrimidine | 1235184-51-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-amino-4-[4-(4-nitrobenzyl)piperazine-1-yl]-6-trifluoromethyl-pyrimidine
• 英文别名: 2-amino-4-[4-(4-nitrobenzyl)piperazin-1-yl]-6-trifluoromethyl-pyrimidine；4-[4-[(4-Nitrophenyl)methyl]piperazin-1-yl]-6-(trifluoromethyl)pyrimidin-2-amine
• CAS: 1235184-51-6
• 化学式: C₁₆H₁₇F₃N₆O₂
• 分子量: 382.345
• InChiKey: ULQAFEXORNUAMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-amino-4-[4-(4-nitrobenzyl)piperazine-1-yl]-6-trifluoromethyl-pyrimidine 在 iron (III) chloride hexahydrate 、 甲烷 、 一水合肼 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 1-(4-((4-(2-amino-6-(trifluoromethyl)pyrimidin-4-yl)piperazin-1-yl)methyl)phenyl)-3-(2-chloro-5-(trifluoromethyl)phenyl)urea
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of novel diaryl urea derivatives

  摘要：

  A series of novel diaryl ureas containing 4-[(2-amino-6-trifluromethyl)pyrimidine-4-yl]piperazine-1-yl group were synthesized and evaluated for their cytotoxic activities in a panel of human cancer cell lines. Compared with the reference drug Sorafenib, some compounds showed more potent and a broader spectrum of anti-cancer activities. Among them, compound 2p demonstrated significant inhibitory activities against MDA-MB-231, HT-29 and MCF-7 cell lines with IC50 values of 0.016, 0.63, 0.001 mu mol/L, respectively. (C) 2013 Ping Gong. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.02.004
• 作为产物：
  描述：

  2-氨基-4-羟基-6-(三氟甲基)嘧啶 在 三乙胺 、 三氯氧磷 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 15.0h， 生成 2-amino-4-[4-(4-nitrobenzyl)piperazine-1-yl]-6-trifluoromethyl-pyrimidine
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of novel diaryl urea derivatives

  摘要：

  A series of novel diaryl ureas containing 4-[(2-amino-6-trifluromethyl)pyrimidine-4-yl]piperazine-1-yl group were synthesized and evaluated for their cytotoxic activities in a panel of human cancer cell lines. Compared with the reference drug Sorafenib, some compounds showed more potent and a broader spectrum of anti-cancer activities. Among them, compound 2p demonstrated significant inhibitory activities against MDA-MB-231, HT-29 and MCF-7 cell lines with IC50 values of 0.016, 0.63, 0.001 mu mol/L, respectively. (C) 2013 Ping Gong. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.02.004