1,2-bis(2'-pyridylmethyleneamino)propane

• 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: 1,2-bis(2'-pyridylmethyleneamino)propane
• 英文别名: bis(pyridine-2-carboxaldehyde)propylenediamine；N,N'-bis[(pyridin-2-yl)methyliene]propane-1,2-diamine；N,N'-bis[(pyridin-2-yl)methylidene]propane-1,2-diamine；1-pyridin-2-yl-N-[2-(pyridin-2-ylmethylideneamino)propyl]methanimine
• 化学式: C₁₅H₁₆N₄
• 分子量: 252.319
• InChiKey: FFROPXBFDKUZIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  1,2-bis(2'-pyridylmethyleneamino)propane 在 sodium tetrahydroborate 作用下， 反应 2.0h， 生成 1,2-Bis-(picolin-2'-ylamino)-propan
  参考文献：
  名称：

  离子液体-乙腈混合物中 Li+、Mn2+、Zn2+ 和 Cd2+ 离子与两种含吡啶部分的不对称支化五齿 (N5) 胺络合的化学计量、稳定性和热力学数据的竞争性 7Li NMR 研究

  摘要：

  摘要 锂 7 核磁共振光谱用于研究具有两个不对称支链胺的 Li + 配合物的化学计量、稳定性和热力学数据，3,6-双(2-吡啶基甲基)-5-甲基-3,6-二氮杂己烷-1 -胺 (A 1 ) 和 4,7-双(2-吡啶基甲基)-6-甲基-4,7-二氮杂庚烷-1-胺 (A 2 ) 溶于 50–50 和 75–25 wt% 乙腈 (AN)- [BMIM][PF 6 ]（离子液体）在不同温度下的混合溶液。还采用了竞争性 7 Li NMR 方法来探测 Mn 2+ 、Zn 2+ 和 Cd 2+ 离子在相同溶剂系统中与 A 1 和 A 2 的络合。所得复合物的形成常数通过将摩尔比数据与将观察到的化学位移与形成常数相关联的方程的计算机拟合来评估。复合物稳定性与溶剂混合物中离子液体的量之间存在反比关系。温度依赖性形成常数用于评估络合反应的焓值和熵值。得出的结论是，在除锂离子之外的所有配合物中，所得的配合物焓是稳定的，Δ

  DOI：

  10.1016/j.molstruc.2014.07.019
• 作为产物：
  描述：

  吡啶-2-甲醛 、 1,2-丙二胺 反应 12.0h， 生成 1,2-bis(2'-pyridylmethyleneamino)propane
  参考文献：
  名称：

  离子液体-乙腈混合物中 Li+、Mn2+、Zn2+ 和 Cd2+ 离子与两种含吡啶部分的不对称支化五齿 (N5) 胺络合的化学计量、稳定性和热力学数据的竞争性 7Li NMR 研究

  摘要：

  摘要 锂 7 核磁共振光谱用于研究具有两个不对称支链胺的 Li + 配合物的化学计量、稳定性和热力学数据，3,6-双(2-吡啶基甲基)-5-甲基-3,6-二氮杂己烷-1 -胺 (A 1 ) 和 4,7-双(2-吡啶基甲基)-6-甲基-4,7-二氮杂庚烷-1-胺 (A 2 ) 溶于 50–50 和 75–25 wt% 乙腈 (AN)- [BMIM][PF 6 ]（离子液体）在不同温度下的混合溶液。还采用了竞争性 7 Li NMR 方法来探测 Mn 2+ 、Zn 2+ 和 Cd 2+ 离子在相同溶剂系统中与 A 1 和 A 2 的络合。所得复合物的形成常数通过将摩尔比数据与将观察到的化学位移与形成常数相关联的方程的计算机拟合来评估。复合物稳定性与溶剂混合物中离子液体的量之间存在反比关系。温度依赖性形成常数用于评估络合反应的焓值和熵值。得出的结论是，在除锂离子之外的所有配合物中，所得的配合物焓是稳定的，Δ

  DOI：

  10.1016/j.molstruc.2014.07.019

文献信息

• The X-ray crystal structures, molecular docking and biological activities of two novel Cu(II) and Zn(II) complexes with a ligand having a potentially N4O2 donor set and two nitro phenyl rings as pendant arms
  作者：Hojatollah Fatemikia、Hassan Keypour、Hamid Zeynali、Roya Karamian、Nika Ranjbar、Robert William Gable

  DOI：10.1016/j.jinorgbio.2022.111910

  日期：2022.10

  A new ligand (L) containing two nitro phenyl rings as side chains was synthesized. The reaction of this ligand with copper(II) and zinc(II) metal ions gave complexes with different coordination environments. The free ligand and the metal complexes were characterized using a number of spectroscopic methods. The crystal structure of [ZnLBr]ClO4 showed that the Zn(II) ion was in a distorted square pyramidal

  合成了一种含有两个硝基苯环作为侧链的新配体(L)。该配体与铜（II）和锌（II）金属离子反应得到具有不同配位环境的配合物。使用多种光谱方法对游离配体和金属配合物进行了表征。[ZnLBr]ClO 4的晶体结构表明Zn(II)离子处于扭曲的四角锥体环境中。[CuL](ClO 4 ) 2的晶体结构表明Cu(II)离子处于四方扭曲的八面体环境中。与 DNA 的分子对接研究表明，L、[ZnLBr]ClO 4和 [CuL](ClO 4 ) 2的结合涉及 DNA 的大沟、氢键和范德瓦尔斯相互作用。相反，L、[ZnLBr]ClO 4和[CuL](ClO 4 ) 2与人谷胱甘肽还原酶 (GR) 的分子对接表明，这些化合物与 GR 的主要相互作用是氢键、范德华力和疏水相互作用. 使用 2,2-二苯基-1-苦基肼 (DPPH) 测定法和 [CuL](ClO 4 ) 2通过自由基清除活性分析合成复合物的抗氧化活性显示最大活动。此外，通过
• Synthesis, Crystal Structure and Superoxide Dismutase (SOD) Activity of Novel Seven-Coordinated Manganese(II) Complex with Multidentate Di-Schiff Base Ligands
  作者：Xing-Mei Ouyang、Bao-Li Fei、Taka-aki Okamura、Wei-Yin Sun、Wen-Xia Tang、Norikazu Ueyama

  DOI：10.1246/cl.2002.362

  日期：2002.3

  hepta-coordinated mononuclear manganese(II) complex, [Mn(L)2(H2O)](ClO4)2·2.5H2O [L=1,2-bis(2′-pyridylmethyleneamino)propane], was obtained by assembly reaction of a di-Schiff base ligand L with manganese(II) perchlorate. The crystal structure shows that one of the L ligand acts as a quadridentate ligand, while the other one serves as a bidentate. The Mn(II) complex was found to have activity of dismutation of

  通过组装获得了一种新型的七配位单核锰(II)配合物[Mn(L)2(H2O)](ClO4)2·2.5 [L=1,2-双(2'-吡啶基亚甲基氨基)丙烷]二席夫碱配体 L 与高氯酸锰 (II) 的反应。晶体结构表明，L 配体之一作为四齿配体，而另一个作为双齿配体。核黄素-甲硫氨酸-硝基蓝四唑鎓化验发现Mn(II)配合物具有超氧化物(O2·-)歧化活性。
• Potency of photoinduced electron transfer and antioxidant efficacy of pyrrole and pyridine based Cu(II)-Schiff complexes while binding with CT-DNA
  作者：Banabithi Koley Seth、Aurkie Ray、Arpita Saha、Partha Saha、Samita Basu

  DOI：10.1016/j.jphotobiol.2014.02.007

  日期：2014.3

  Here we report a systematic and comparative study to define a correlation between the structure and function of a series of simple, biologically active small inorganic Schiff base copper complexes for the occurrence of charge transfer phenomenon in calf thymus DNA (CT-DNA) using transient absorption spectroscopy corroborated with magnetic field effect. Four copper(II) Schiff base complexes with differently substituted heterocyclic ligands with antioxidant activity have been used. The binding constants of the order of similar to 10(4) support the moderate binding affinity of the complexes towards CT-DNA. The methyl-substituted pyrrole complex shows maximum binding affinity (K-b: 8.33 x 10(4)) compared to others. The occurrence of photoinduced electron transfer (PET) from CT-DNA to pyrrole containing complexes has been confirmed by identifying the corresponding transient radical ions whereas the extent of PET with pyridine substituted complexes is too small to be observed. The increase of the yield of radical ions in presence of magnetic field depicts that the initial spin correlation in geminate radical ion pair is triplet. The difference between experimental and calculated B-1/2 values, the measure of hyperfine interactions (HFI) present in the system, arises due to hole hopping through intrastrand and interstrand DNA bases. The unsubstituted pyrrole complexes cleave DNA much more than the methyl-substituted one. Therefore, the probability of intrastrand superexchange increases with methyl-substituted complexes, that reduces the rate of hole hopping and hence the B-1/2 value. (C) 2014 Elsevier B.V. All rights reserved.
• Agarwal; Jain, Rajeev; Rastogi, Rachana, Journal of the Indian Chemical Society, 1996, vol. 73, # 11, p. 580 - 583
  作者：Agarwal、Jain, Rajeev、Rastogi, Rachana、Agarwal, Vinita

  DOI：——

  日期：——
• Synthesis, crystal structure and antibacterial activity of a group of mononuclear manganese(II) Schiff base complexes
  作者：Santanu Mandal、Tapan Kumar Karmakar、Anupam Ghosh、Michel Fleck、Debasis Bandyopadhyay

  DOI：10.1016/j.poly.2010.12.012

  日期：2011.3

  Five mononuclear complexes of manganese(II) of a group of the general formula. [MnL(NCS)(2)] where the Schiff base L = N,N'-bis[(pyridin-2-yl)ethylidene]ethane-1,2-diamine (L-1), (1); N,N'-bis[(pyridin-2-yl)benzylidene]ethane-1,2-diamine (L-2), (2); N,N'-bis[(pyridin-2-yl)methylidene]propane-1,2-diamine (L-3), (3); N,N'-bis[(pyridin-2-yl)ethylidene]propane-1,2-diamine (L-4), (4) and N,N'-bis[(pyridin-2-yl)benzylidene]propane-1,2-diamine (L-5). (5) have been prepared. The syntheses have been achieved by reacting manganese chloride with the corresponding tetradentate Schiff bases in presence of thiocyanate in the molar ratio of 1:1:2. The complexes have been characterized by IR spectroscopy, elemental analysis and other physicochemical studies, including crystal structure determination of 1, 2 and 4. Structural studies reveal that the complexes 1, 2 and 4 adopt highly distorted octahedral geometry. The antibacterial activity of all the complexes and their respective Schiff bases has been tested against Gram(+) and Gram(-) bacteria. (C) 2010 Elsevier Ltd. All rights reserved.