3,5-Dinitro-N,N-diaethylbenzamid | 67476-33-9

• 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: 3,5-Dinitro-N,N-diaethylbenzamid
• 英文别名: 4-(N,N-diethylcarbamoyl)-1,2-dinitrobenzene；N,N-diethyl-3,4-dinitrobenzamide
• CAS: 67476-33-9
• 化学式: C₁₁H₁₃N₃O₅
• 分子量: 267.241
• InChiKey: XEROUIAYRFDRIG-UHFFFAOYSA-N

物化性质

• 沸点：
  474.9±35.0 °C(Predicted)
• 密度：
  1.326±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,5-Dinitro-N,N-diaethylbenzamid 在 sodium tetrahydroborate 、 5%-palladium/activated carbon 、 三氟化硼乙醚 、 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 四氢呋喃 、 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：

  3,4-二硝基苯甲酸 在 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 3,5-Dinitro-N,N-diaethylbenzamid
  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

• 5 (6)-Benzene ring substituted benzimidazole-2-carbamate derivatives
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04086235A1

  公开（公告）日：1978-04-25

  Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: ##STR1## where R is a lower alkyl group having 1 to 4 carbon atoms; R' is lower alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, lower alkenyl or lower alkynyl having 3 to 6 carbon atoms, or phenyl; R.sup.2 is hydrogen or R'; the R'R.sup.2 NC(O)- substitution being at the 5(6)-position; and the pharmaceutically acceptable salts thereof. The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.

  苯环取代苯并咪唑-2-氨基甲酸酯衍生物的化学式为：##STR1## 其中R是具有1至4个碳原子的低烷基基团；R'是具有1至6个碳原子的低烷基、具有3至7个碳原子的环烷基、具有3至6个碳原子的低烯基或低炔基，或苯基；R.sup.2是氢或R'；R'R.sup.2 NC(O)- 取代位于5(6)-位置；以及其药用可接受的盐。这些化合物可用作杀虫剂，特别是作为抗蠕虫和抗真菌剂。
• Säuremodifizierte Polyarylensulfide
  申请人：BAYER AG

  公开号：EP0414055B1

  公开（公告）日：1995-10-11
• US4086235A
  申请人：——

  公开号：US4086235A

  公开（公告）日：1978-04-25
• 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.