N,N'-(ethane-1,2-diyl)bis(1-(pyridin-3-yl)methanimine) | 78786-95-5

• 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: N,N'-(ethane-1,2-diyl)bis(1-(pyridin-3-yl)methanimine)
• 英文别名: 1,2-bis(3'-pyridylmethyleneamino)ethane；1,2-bis(3-pyridylmethyleneamino)ethane；1,2-Ethanediamine, N,N'-bis(3-pyridinylmethylene)-；1-pyridin-3-yl-N-[2-(pyridin-3-ylmethylideneamino)ethyl]methanimine
• CAS: 78786-95-5
• 化学式: C₁₄H₁₄N₄
• 分子量: 238.292
• InChiKey: DJLXQNAIJXYMIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-(ethane-1,2-diyl)bis(1-(pyridin-3-yl)methanimine) 在 甲醇 、 sodium tetrahydroborate 作用下， 反应 4.0h， 以31%的产率得到N,N'-bis(pyridin-3-ylmethyl)ethane-1,2-diamine
  参考文献：
  名称：

  Synthesis and biological evaluation of novel cYY analogues targeting Mycobacterium tuberculosis CYP121A1

  摘要：

  The rise in multidrug resistant (MDR) cases of tuberculosis (TB) has led to the need for the development of TB drugs with different mechanisms of action. The genome sequence of Mycobacterium tuberculosis (Mtb) revealed twenty different genes coding for cytochrome P450s. CYP121A1 catalyzes a C-C crosslinking reaction of di-cyclotyrosine (cYY) producing mycocyclosin and current research suggests that either mycocyclosin is essential or the overproduction of cYY is toxic to Mtb. A series of 1,4-dibenzyl-2-imidazol-1-yl-methylpiperazine derivatives were designed and synthesised as cYY mimics. The derivatives substituted in the 4-position of the phenyl rings with halides or alkyl group showed promising antimycobacterial activity (MIC 6.25 mu g/mL), with the more lipophilic branched alkyl derivatives displaying optimal binding affinity with CYP121A1 (Pr-i K-D = 1.6 mu M; Bu-t K-D = 1.2 mu M). Computational studies revealed two possible binding modes within the CYP121A1 active site both of which would effectively block cYY from binding.

  DOI：

  10.1016/j.bmc.2019.02.051
• 作为产物：
  描述：

  3-吡啶甲醛 、 乙二胺 以 氯仿 为溶剂， 反应 1.0h， 生成 N,N'-(ethane-1,2-diyl)bis(1-(pyridin-3-yl)methanimine)
  参考文献：
  名称：

  1,6-己二吡啶鎓离子和N,N'-双(3-吡啶基甲基)-二氨基乙烷的盐酸盐与对称取代的四甲基葫芦[6]脲的超分子组装和结合模式

  摘要：

  研究了对称取代的四甲基葫芦 [6] 脲 (TMeQ[6]) 的分子结合行为与两种基于吡啶的分子客体 1,6-己二吡啶鎓二阳离子 (Hdipy2+) 和 N,N'- 的 HCl 盐的关系双（3-吡啶基甲基）-二氨基乙烷（Ediamp）。使用溶液结果（1H NMR 光谱）和固态发现（单晶 X 射线衍射）讨论每个客体与 TMeQ[6] 的相互作用和结合模式，以评估共同的相互作用。超分子结构的形成依赖于与 Q[n] 作为分子主体相关的现在典型驱动力的组合，这些驱动力是偶极离子、疏水性、H 键合，在本示例中包括 π…π 和 C–H ……π 相互作用。

  DOI：

  10.1080/10610270903262368

文献信息

• Three-Dimensional Zinc(II) Coordination Polymer with Strong Blue Fluorescent Emission Formed by Parallel Interlocking of (4,4) Two-Dimensional Networks
  作者：Yan Wang、Xing-Mei Ouyang、Yi-Zhi Li、Wei-Yin Sun

  DOI：10.1246/bcsj.76.1403

  日期：2003.7

  coordination polymer, [Zn(NCS)2(L)2]·2H2O, with strong blue fluorescent emission was prepared by an assembly reaction of 1,2-bis(3-pyridylmethyleneamino)ethane (L) with Zn(ClO4)2 and NaSCN. A crystallographic analysis indicates that the structure of the complex contains (4,4) two-dimensional layers, which interlock each other in parallel to form a three-dimensional framework.

  通过1,2-双(3-吡啶基亚甲基氨基)乙烷(L)与Zn(ClO4)的组装反应制备了一种新型配位聚合物[Zn(NCS)2(L)2]·2H2O，具有强蓝色荧光发射2 和 NaSCN。晶体学分析表明，该复合物的结构包含 (4,4) 个二维层，这些层相互平行，形成一个三维框架。
• Syntheses, Crystal Structures, and Properties of Four Two‐Dimensional Network Complexes with Multidentate Bis(Schiff Base) Ligands
  作者：Xing‐Mei Ouyang、Bao‐Li Fei、Taka‐aki Okamura、Hong‐Wei Bu、Wei‐Yin Sun、Wen‐Xia Tang、Norikazu Ueyama

  DOI：10.1002/ejic.200390084

  日期：2003.2

  was achieved by hydrogen bonding interactions between the two 1D chains, consisting of double-stranded helicates, through solvate water molecules. The 2D network of complex 2 was formed by the coordination to a two-coordinate silver(I) ion instead of hydrogen bonds as in complex 1. Complex 3 contains molecular square units, which are occupied by disordered ethanol molecules. Complex 4 exhibits a classic

  四种新型二维配位聚合物 [Ag2(L1)2](CF3SO3)2·H2O (1), [Ag3(L1)2](NO3)3· (2), [Co(L1)2(SCN) 2]·EtOH (3) 和 [Co(L2)2(SCN)2] (4) 是通过双（席夫碱）配体 1,2-双（4'-吡啶基亚甲基氨基）乙烷 (L1) 的反应获得的分别用三氟甲磺酸银 (I)、硝酸银 (I) 和硫氰酸钴 (II)，以及 1,2-双 (3'-吡啶基亚甲基氨基)乙烷 (L2) 和硫氰酸钴 (II) 分别制备。在复合体 1 中，通过溶剂化物水分子，由双链螺旋组成的两条 1D 链之间的氢键相互作用实现了 2D 网络结构。配合物 2 的二维网络是通过与两配位银 (I) 离子配位而不是配合物 1 中的氢键形成的。配合物 3 包含分子方形单元，这些单元被无序的乙醇分子占据。由于L1（4-吡啶基）和L2（3-吡啶基）中的末端吡啶基团不同，
• Structural variations and spectroscopic properties of copper(I) complexes with bis(schiff base) ligands
  作者：Xin-Hui Zhou、Tao Wu、Dan Li

  DOI：10.1016/j.ica.2005.10.031

  日期：2006.3

  Six copper(I) complexes [Cu-2(L1)(PPh3)(2)I-2]center dot 2CH(2)Cl(2)}(n) (1), [Cu-2(L2)(PPh3)(2)]BF4}(n) (2), [Cu-2(L3)(PPh3)(4)I-2]center dot 2CH(2)Cl(2) (3), [Cu-2(L4)(PPh3)(4)I-2] (4), [Cu-2(L5)(PPh3)(2)I-2] (5) and [Cu-2(L6)(PPh3)(2)I-2] (6) have been prepared by reactions of bis(schiff base) ligands: pyridine-4-carbaldehyde azine (L1), 1,2-bis(4'-pyridylmethyleneamino)ethane (L2), pyridine-3-cat-baldehyde azine (L3), 1,2-bis(3'-pyridylmethyleneamino)ethane (1,4), pyridine-2-carbaldehyde azine (L5), 1,2-bis(2'-pyridylmethyleneamino)ethane (1.6) with PPh3 and copper(I) salt, respectively. Ligand L1 or L2 links (PPh3)(2)Cu-2(mu-I)(2) units to form an infinite coordination polymer chain. Ligand 3 or 4 acts as a monodentate ligand to coordinate two copper(I) atoms yielding a dimer. Ligand 5 or 6 chelates two copper(I) atoms using pyridyl nitrogen and imine nitrogen to form a dimer. Complexes 1-4 exhibit photoluminescence in the solid state at room temperature. The emission has been attributed to be intraligand pi-pi* transition mixed with MLCT characters. (c) 2005 Elsevier B.V. All rights reserved.