N,N'-bis(2-pyridylmethyl)amantadine

• 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'-bis(2-pyridylmethyl)amantadine
• 英文别名: N-(1-adamantyl)-N,N-bis(pyridylmethyl)amine；N,N-bis(pyridin-2-ylmethyl)adamantan-1-amine
• 化学式: C₂₂H₂₇N₃
• 分子量: 333.476
• InChiKey: FKODFYXGIPNKJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N'-bis(2-pyridylmethyl)amantadine 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  β-环糊精的锌（II）和铜（II）包合物促进了磷酸二酯的有效裂解

  摘要：

  要构建金属水解酶模型，需要两个包合物[MLCl 2（β-CD）]（1，M = Zn（II）; 2，M = Cu（II）; L =  N，N'-双（2-吡啶基甲基）金刚烷胺；β-CD=β-环糊精）是通过将β-CD与预先合成的配合物G1 [ZnLCl 2 ]和G2 [CuLCl 2 ]混合而合成的。的结构G1，G2，1和2，用X射线晶体学，分别表征。在溶液中，G1和G2的两个氯离子根据ESI-MS分析，与溶剂分子进行了配体交换。化学平衡常数通过电位pH滴定法测定。双（4-硝基苯基）磷酸酯（BNPP）的动力学通过催化水解G1，G2，1和2分别在pH值在308±0.1 K.范围从7.50到10.50 BNPP的速率常数的pH分布水解催化检查1表现出与2.68×10的二级速率常数的指数增加- 3 中号- 1 小号- 1分配给二羟基物种，比报道的单锌（II）-羟基物种大约高一个数量级。高反应性可能是β

  DOI：

  10.1016/j.jinorgbio.2016.07.011
• 作为产物：
  描述：

  2-氯甲基吡啶盐酸盐 、 盐酸金刚烷胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以75%的产率得到N,N'-bis(2-pyridylmethyl)amantadine
  参考文献：
  名称：

  Effect of the amide groups on superoxide dismutation catalyzed by copper(II) complexes of adamantane

  摘要：

  Four copper(II) complexes (1, [Cu(L-1)(CH3COO-)](ClO4); 2, [Cu(L-2)(2)](ClO4)(2); 3, [Cu(L-2)(2)Br] Br and 4, [Cu-2(L-2)(2)(CH3COO-)(4)]; L-1 = N,N'-bis(2-pyridylmethyl)amantadine, L-2 = (pyridyl-2-amino)carbonyl adamantane) have been synthesized and characterized by elemental analysis, IR and single crystal X-ray diffraction. Copper ions in 1 and 2 have the distorted planar coordination configuration. The coordination geometry of 3 and 4 can be described as the distorted tetragonal pyramid. The adjacent two copper ions in 4 are bridged by four acetate anions. By using NBT assay at pH 7.8, the superoxide dismutase (SOD)like activity (IC50) of 1-4 were measured to be 0.21, 0.15, 0.22 and 0.90 mu M, respectively. The enhancement in SOD-like activity of 2 suggests that the hydrogen bonds provided by the amide groups and the coordination configuration play an important role on the dismutation of O-2(center dot-). Moreover, electrochemistry of complexes was determined by the cyclic voltammetry. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2014.11.019

文献信息

• 金刚烷基吡啶配合物、中间体及其制备方法和 应用
  申请人：安徽师范大学

  公开号：CN103923107B

  公开（公告）日：2016-06-01

  本发明公开了一种金刚烷基吡啶配合物、中间体及其制备方法和应用，其中，所述金刚烷基吡啶配合物的结构如式（I）或式（II）所示，式（I）中，n为1-3，M为二价金属阳离子，N3选自高氯酸根离子、六氟磷酸根离子或四氟硼酸根离子；式（II）中，n为1-3，M为二价金属阳离子，N1和N2为卤素负离子。本发明提供的配合物或者根据本发明提供的方法制备的配合物具有优异的催化超氧负离子歧化的活性。
• Neue dreizähnige Liganden vom Typ N-AlkyI-N,N-bis(2-pyridylmethyl)amin/ New Tridentate Ligands of the Type N-Alkyl-N,N-bis(2-pyridylmethyl)amine
  作者：Stefan Dick、Armin Weiss

  DOI：10.1515/znb-1997-0207

  日期：1997.2.1

  New tridentate ligands of the type N-alkyl-N,N-bis(2-pyridylmethyl)amine (alkyl = me­ thyl, benzyl, adamantyl) have been synthesized by reaction of alkylamines with 2 -(chlor-methyl)pyridine in alkaline solution. These amines are preferably isolated and stored as per­ chlorates. The perchlorate of the methyl substituted ligand has been crystallized in two modifi­cations that differ in the twisting of the aromatic rings and in the coordination of the perchlorate anions.

  摘要：已合成了一种新型三齿配体，类型为N-烷基-N,N-双(2-吡啶甲基)胺（烷基=甲基，苄基，莰基），通过烷基胺与2-(氯甲基)吡啶在碱性溶液中反应制备而成。这些胺首选以高氯酸盐形式分离和储存。甲基取代配体的高氯酸盐已结晶出两种不同的形式，这两种形式在芳香环的扭曲和高氯酸盐阴离子的配位方面有所不同。
• Effective reduction of p-nitrophenol catalyzed by nickel(II) adamantane complexes
  作者：Ying-Hua Zhou、Su-Qin Wang、Li-Qing Chen、Dao-Yu Gong、Ping Ni、Yong Cheng

  DOI：10.1007/s11243-017-0122-3

  日期：2017.3

  Two Ni(II) adamantane complexes, [Ni(bqad)Cl2] (1) and [Ni(bpad)(dmbp)(H2O)](ClO4)2·CH3OH H2O (2) (bqad = N,N′-bis(2-quinolinylmethyl) amantadine, bpad = N,N′-bis(2-pyridylmethyl)amantadine, dmbp = 5,5′-dimethyl-2,2′-bipyridine) have been synthesized and characterized by elemental analysis, infrared spectroscopy and single crystal X-ray diffraction. The nickel centers in complex 1 have a distorted

  两种 Ni(II) 金刚烷配合物，[Ni(bqad)Cl2] (1) 和 [Ni(bpad)(dmbp)(H2O)](ClO4)2·CH3OH H2O (2) (bqad = N,N'-bis (2-喹啉甲基)金刚烷胺、bpad = N,N'-双(2-吡啶基甲基)金刚烷胺、dmbp = 5,5'-二甲基-2,2'-联吡啶)已被合成并通过元素分析、红外光谱和单晶 X 射线衍射。配合物 1 中的镍中心具有扭曲的四棱锥几何形状，而配合物 2 的配位多面体可以描述为扭曲的八面体。通过紫外-可见分光光度法研究了由这些配合物催化的对硝基苯酚还原为对氨基苯酚的反应动力学。复合物 1 在还原对硝基苯酚时表现出更高的周转频率，为 1.4 min-1。
• Synthesis, structure and superoxide dismutase-like activity of two mixed-ligand Cu(II) complexes with N,N′-bis(2-pyridylmethyl)amantadine
  作者：Ying-Hua Zhou、Xian-Wen Liu、Li-Qing Chen、Su-Qing Wang、Yong Cheng

  DOI：10.1016/j.poly.2016.07.027

  日期：2016.10

  Two mixed-ligand Cu(II) complexes, [Cu(L-1)(L-2)](ClO4)(2)center dot H2O (1) and [Cu(L-1)(L-3)](ClO4)(2)center dot H2O center dot CH3OH (2) (L-1 = N,N'-bis(2-pyridylmethyl)amantadine, L-2 = 5,5'-dimethy-2,2'-bipyridine, and L-3 = 1,10-phenanthroline), were synthesized and characterized by elemental analysis, UV-Vis, infrared spectra and single crystal X-ray diffraction. Copper ions in 1 and 2 behave the slightly distorted tetragonal pyramid configuration provided by CuN5 coordination set. Both complexes exhibit the quasi-reversible Cu(11)/Cu (1) one-electron redox waves determined by the cyclic voltammetry. Moreover, the frontier molecular orbital energies were obtained by DFT calculations with B3LYP method at LanL2DZ basis. Furthermore, by using NBT assay at pH 7.8, the superoxide dismutase (SOD)-like activity (IC50) of 1 and 2 were measured to be 0.167 and 0.242 mu M, respectively. The difference in SOD-like activities of two complexes could be ascribed to the rigidity of the auxiliary ligands. (C) 2016 Elsevier Ltd. All rights reserved.
• Effect of the amide groups on superoxide dismutation catalyzed by copper(II) complexes of adamantane
  作者：Ying-Hua Zhou、Jun Tao、Qi-Chun Lv、Wei-Guo Jia、Rui-Rui Yun、Yong Cheng

  DOI：10.1016/j.ica.2014.11.019

  日期：2015.2

  Four copper(II) complexes (1, [Cu(L-1)(CH3COO-)](ClO4); 2, [Cu(L-2)(2)](ClO4)(2); 3, [Cu(L-2)(2)Br] Br and 4, [Cu-2(L-2)(2)(CH3COO-)(4)]; L-1 = N,N'-bis(2-pyridylmethyl)amantadine, L-2 = (pyridyl-2-amino)carbonyl adamantane) have been synthesized and characterized by elemental analysis, IR and single crystal X-ray diffraction. Copper ions in 1 and 2 have the distorted planar coordination configuration. The coordination geometry of 3 and 4 can be described as the distorted tetragonal pyramid. The adjacent two copper ions in 4 are bridged by four acetate anions. By using NBT assay at pH 7.8, the superoxide dismutase (SOD)like activity (IC50) of 1-4 were measured to be 0.21, 0.15, 0.22 and 0.90 mu M, respectively. The enhancement in SOD-like activity of 2 suggests that the hydrogen bonds provided by the amide groups and the coordination configuration play an important role on the dismutation of O-2(center dot-). Moreover, electrochemistry of complexes was determined by the cyclic voltammetry. (C) 2014 Elsevier B.V. All rights reserved.