N-(3,4-dinitrobenzyl)-N-ethylethanamine | 1254229-45-2

• 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: N-(3,4-dinitrobenzyl)-N-ethylethanamine
• 英文别名: N-[(3,4-dinitrophenyl)methyl]-N-ethylethanamine
• CAS: 1254229-45-2
• 化学式: C₁₁H₁₅N₃O₄
• 分子量: 253.258
• InChiKey: KIXLDJHFYTZXOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(3,4-dinitrobenzyl)-N-ethylethanamine 在 5%-palladium/activated carbon 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 potassium iodide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 81.0h， 生成 6-chloro-N-{3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}-2-(methylthio)pyrimidin-4-amine
  参考文献：
  名称：

  Design, synthesis, quantum chemical studies and biological activity evaluation of pyrazole–benzimidazole derivatives as potent Aurora A/B kinase inhibitors

  摘要：

  Novel pyrazole-benzimidazole derivatives have been designed and synthesized. The entire target compounds were determined against cancer cell lines U937, K562, A549, LoVo and HT29 and were screened for Aurora A/B kinase inhibitory activity in vitro. The compounds 7a, 7b, 7i, 7k and 7l demonstrated significant cancer cell lines and Aurora A/B kinase inhibitory activities. Molecular modeling studies suggested the derivatives have bound in the active site of Aurora A kinase through the formation of four hydrogen bonds. Quantum chemical studies were carried out on these compounds to understand the structural features essential for activity. The cellular activity of 7k was also tested by immunofluorescence. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.04.039
• 作为产物：
  描述：

  3,5-Dinitro-N,N-diaethylbenzamid 在 sodium tetrahydroborate 、 三氟化硼乙醚 、 甲醇 作用下， 以 四氢呋喃 为溶剂， 生成 N-(3,4-dinitrobenzyl)-N-ethylethanamine
  参考文献：
  名称：

  Design, synthesis, quantum chemical studies and biological activity evaluation of pyrazole–benzimidazole derivatives as potent Aurora A/B kinase inhibitors

  摘要：

  Novel pyrazole-benzimidazole derivatives have been designed and synthesized. The entire target compounds were determined against cancer cell lines U937, K562, A549, LoVo and HT29 and were screened for Aurora A/B kinase inhibitory activity in vitro. The compounds 7a, 7b, 7i, 7k and 7l demonstrated significant cancer cell lines and Aurora A/B kinase inhibitory activities. Molecular modeling studies suggested the derivatives have bound in the active site of Aurora A kinase through the formation of four hydrogen bonds. Quantum chemical studies were carried out on these compounds to understand the structural features essential for activity. The cellular activity of 7k was also tested by immunofluorescence. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.04.039

文献信息

• Design, synthesis, quantum chemical studies and biological activity evaluation of pyrazole–benzimidazole derivatives as potent Aurora A/B kinase inhibitors
  作者：Youguang Zheng、Ming Zheng、Xin Ling、Yi Liu、Yunsheng Xue、Lin An、Ning Gu、Min Jin

  DOI：10.1016/j.bmcl.2013.04.039

  日期：2013.6

  Novel pyrazole-benzimidazole derivatives have been designed and synthesized. The entire target compounds were determined against cancer cell lines U937, K562, A549, LoVo and HT29 and were screened for Aurora A/B kinase inhibitory activity in vitro. The compounds 7a, 7b, 7i, 7k and 7l demonstrated significant cancer cell lines and Aurora A/B kinase inhibitory activities. Molecular modeling studies suggested the derivatives have bound in the active site of Aurora A kinase through the formation of four hydrogen bonds. Quantum chemical studies were carried out on these compounds to understand the structural features essential for activity. The cellular activity of 7k was also tested by immunofluorescence. (C) 2013 Published by Elsevier Ltd.