(N¹E,N²E)-N¹,N²-bis(pyridin-2-ylmethylene)benzene-1,2-diamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (N¹E,N²E)-N¹,N²-bis(pyridin-2-ylmethylene)benzene-1,2-diamine
• 化学式: C₁₈H₁₄N₄
• 分子量: 286.336
• InChiKey: NCYANGQEXVVOLY-JFMUQQRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.5
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (N¹E,N²E)-N¹,N²-bis(pyridin-2-ylmethylene)benzene-1,2-diamine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 N,N'-bis(2-pyridylmethyl)benzene-1,2-diamine
  参考文献：
  名称：

  Ionic-liquid supported oxidation reactions in a silicon-based microreactor

  摘要：

  The combination of microfabrication and reaction engineering techniques has the potential to produce powerful microreactors. In a microreactor, aqueous buffers provide high electroosmatic mobility and no external pumping is required. While numerous reactions have been demonstrated to be highly efficient in microreactors, so far there has been no report on the epoxidation of cyclohexene in a microreactor. This is mainly due to the reduced solubility of cyclohexene in aqueous media. The greater volatility of cyclohexene leading to long reaction times is another reason. To improve the solubility of cyclohexene in the reaction buffer, a water soluble ionic-liquid 1-butyl-3-methylimidazolium tetrafluoroborate was used, also for the first time in microreactor work. In this letter, four different catalysts (i.e., manganese(II) and copper(II) complexes of Schiff and reduced Schiff bases) were synthesized and used for the oxidation reactions considered. The reactions were monitored by gas chromatography/mass spectrometry. The microreactor performance was evaluated by comparing with a conventional (batch scale) reaction. Catalytic activities and yields were found to be relatively high for the copper(II) complexes as compared with the conventional route. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.147
• 作为产物：
  描述：

  吡啶-2-甲醛 、 邻苯二胺 以 甲醇 为溶剂， 反应 2.0h， 生成 (N¹E,N²E)-N¹,N²-bis(pyridin-2-ylmethylene)benzene-1,2-diamine
  参考文献：
  名称：

  设计，合成和生物学评估钴（II）-席夫碱配合物作为ATP-非竞争性MEK1抑制剂。

  摘要：

  在本报告中，我们设计并合成了一系列具有有效MEK1（促分裂原活化蛋白激酶激酶-1）抑制活性的钴（II）-席夫碱复合物（CoSBC）。根据我们先前的报道，CoSBC与MEK1蛋白具有很高的结合亲和力。为了进一步探索作为MEK1抑制剂的金属配合物，采用了一系列过渡金属和配体来构建各种金属席夫碱配合物的文库。MEK抑制试验表明，只有CoSBC表现出明显的抑制活性，复合物2b在BRaf（B迅速加速的纤维肉瘤）/ MEK1和MEK1 / ERK2（细胞外信号调节激酶-2）级联反应中均表现出最好的抑制作用（IC 50分别为1.988±0.14μM和1.589±0.054μM）。此外，采用均相时间分辨荧光测试方法证明了CoSBC是ATP非竞争性MEK1抑制剂。MEK激酶选择性测定表明，CoSBC可以选择性抑制MEK1 / 2激酶，而不是其他MAPK（促分裂原激活的蛋白激酶）家族激酶。此外，计算机辅助药物

  DOI：

  10.1016/j.jinorgbio.2019.03.022

文献信息

• Design, synthesis and evaluation of multifunctional salphen derivatives for the treatment of Alzheimer's disease
  作者：Neng Jiang、Su-Yi Li、Sai-Sai Xie、Zhong-Rui Li、Kelvin D.G. Wang、Xiao-Bing Wang、Ling-Yi Kong

  DOI：10.1016/j.ejmech.2014.10.004

  日期：2014.11

  (Aβ1–42) aggregation (70.3%, 20 μM and 85.7%, 50 μM, respectively). Moreover, it is capable of decreasing reactive oxygen species (ROS) induced by Cu2+-Aβ, shows a good neuroprotective effect in human SH-SY5Y neuroblastoma cells and can cross the blood–brain barrier. In addition, compound 2 retains the activities of antioxidant, anti Aβ aggregation and neuroprotection after capturing the metal ions Cu2+

  一系列salphen衍生物（1 - 26）已经被设计，合成和评价为化学试剂该目标和阿尔茨海默氏病的调制多个方面。大多数化合物表现出显著能力抑制自诱导和Cu 2+诱导的β淀粉样蛋白（β 1-42）聚集，以功能为潜在的抗氧化剂和螯合剂biometal。特别地，化合物的抗氧化活性2是通过使用ABTS自由基清除方法的水溶性维生素E值的2.6倍，并且它也示出了显著能力抑制自诱导和Cu 2+诱导的β淀粉样蛋白（β 1 –42）聚集（分别为70.3％，20μM和85.7％，50μM）。此外，它能够减少由铜诱导的活性氧簇（ROS）的2+ -A β，示出了人SH-SY5Y成神经细胞瘤细胞中良好的神经保护作用，并且可以穿过血-脑屏障。另外，化合物2保留抗氧化，抗A的活动β捕获金属离子的Cu后聚集和神经保护2+，铁3+和Zn 2+（其金属配合物18，22和23）。综上所述，这些结果表明化合物2可能是用于AD治疗的有前途的先导化合物。
• Ionic-liquid supported oxidation reactions in a silicon-based microreactor
  作者：Chanbasha Basheer、Muthalagu Vetrichelvan、Valiyaveettil Suresh、Hian Kee Lee

  DOI：10.1016/j.tetlet.2005.11.147

  日期：2006.2

  The combination of microfabrication and reaction engineering techniques has the potential to produce powerful microreactors. In a microreactor, aqueous buffers provide high electroosmatic mobility and no external pumping is required. While numerous reactions have been demonstrated to be highly efficient in microreactors, so far there has been no report on the epoxidation of cyclohexene in a microreactor. This is mainly due to the reduced solubility of cyclohexene in aqueous media. The greater volatility of cyclohexene leading to long reaction times is another reason. To improve the solubility of cyclohexene in the reaction buffer, a water soluble ionic-liquid 1-butyl-3-methylimidazolium tetrafluoroborate was used, also for the first time in microreactor work. In this letter, four different catalysts (i.e., manganese(II) and copper(II) complexes of Schiff and reduced Schiff bases) were synthesized and used for the oxidation reactions considered. The reactions were monitored by gas chromatography/mass spectrometry. The microreactor performance was evaluated by comparing with a conventional (batch scale) reaction. Catalytic activities and yields were found to be relatively high for the copper(II) complexes as compared with the conventional route. (c) 2005 Elsevier Ltd. All rights reserved.
• Design, synthesis and biological evaluation of cobalt(II)-Schiff base complexes as ATP-noncompetitive MEK1 inhibitors
  作者：Hongyue Li、Dandan Xi、Yan Niu、Chao Wang、Fengrong Xu、Lei Liang、Ping Xu

  DOI：10.1016/j.jinorgbio.2019.03.022

  日期：2019.6

  series of cobalt(II)-Schiff base complexes (CoSBC) with competent MEK1 (mitogen-activated protein kinase kinase−1) inhibitory activity. Based on our previous report, the CoSBC exhibited high binding affinity with MEK1 protein. To further explore metal complexes as MEK1 inhibitors, a series of transition metals and ligands were employed to build a library of various metal Schiff base complexes. The MEK inhibition

  在本报告中，我们设计并合成了一系列具有有效MEK1（促分裂原活化蛋白激酶激酶-1）抑制活性的钴（II）-席夫碱复合物（CoSBC）。根据我们先前的报道，CoSBC与MEK1蛋白具有很高的结合亲和力。为了进一步探索作为MEK1抑制剂的金属配合物，采用了一系列过渡金属和配体来构建各种金属席夫碱配合物的文库。MEK抑制试验表明，只有CoSBC表现出明显的抑制活性，复合物2b在BRaf（B迅速加速的纤维肉瘤）/ MEK1和MEK1 / ERK2（细胞外信号调节激酶-2）级联反应中均表现出最好的抑制作用（IC 50分别为1.988±0.14μM和1.589±0.054μM）。此外，采用均相时间分辨荧光测试方法证明了CoSBC是ATP非竞争性MEK1抑制剂。MEK激酶选择性测定表明，CoSBC可以选择性抑制MEK1 / 2激酶，而不是其他MAPK（促分裂原激活的蛋白激酶）家族激酶。此外，计算机辅助药物