N-(pyridin-2-ylmethyl)pyrazine-2-carboxamide | 549493-17-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-(pyridin-2-ylmethyl)pyrazine-2-carboxamide
• CAS: 549493-17-6
• 化学式: C₁₁H₁₀N₄O
• mdl: MFCD01343191
• 分子量: 214.227
• InChiKey: IFSHIEWSEQRMBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  67.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(pyridin-2-ylmethyl)pyrazine-2-carboxamide 、 [PdCl₂(NCMe)]₂ 以 二氯甲烷 为溶剂， 反应 12.0h， 以65%的产率得到[Pd^II{N-(pyridin-2-ylmethyl)pyrazine-2-carboxamido}Cl]
  参考文献：
  名称：

  π-共轭对羧酰胺钯 (II) 配合物的配位行为、取代动力学、DNA/BSA 相互作用和体外细胞毒性的作用

  摘要：

  治疗ñ - （吡啶-2-基甲基）吡嗪-2-甲酰胺（大号1），ñ - （喹啉-8-基）吡嗪-2-甲酰胺（大号2），Ñ - （喹啉-8-基）吡啶甲酰胺( L 3 ) 和N -(quinolin-8-yl)quinoline-2-carboxamide ( L 4 ) 与 [PdCl 2 (NCMe)] 2提供相应的 Pd( II ) 配合物 [Pd( L 1 )Cl] ( PdL 1 ); [Pd( L 2 )Cl] ( PdL 2 )；[Pd( L 3 )Cl] (PdL 3 ); 和 [Pd( L 4 )Cl] ( PdL 4 ) 以中等收率。化合物的结构表征是通过 NMR 和 FT-IR 光谱、元素分析和单晶 X 射线晶体学实现的。配合物PdL 2 -PdL 4的固态结构在 Pd( II ) 配位球周围建立了一个三齿甲酰胺和 Cl 配体的存在，以产生扭曲的方形平面配合物。PdL 1 -PdL

  DOI：

  10.1039/d1dt00412c
• 作为产物：
  描述：

  2-氨甲基吡啶 、 2-甲酸吡嗪 在 吡啶 、 亚磷酸三苯酯 作用下， 反应 12.0h， 以76%的产率得到N-(pyridin-2-ylmethyl)pyrazine-2-carboxamide
  参考文献：
  名称：

  π-共轭对羧酰胺钯 (II) 配合物的配位行为、取代动力学、DNA/BSA 相互作用和体外细胞毒性的作用

  摘要：

  治疗ñ - （吡啶-2-基甲基）吡嗪-2-甲酰胺（大号1），ñ - （喹啉-8-基）吡嗪-2-甲酰胺（大号2），Ñ - （喹啉-8-基）吡啶甲酰胺( L 3 ) 和N -(quinolin-8-yl)quinoline-2-carboxamide ( L 4 ) 与 [PdCl 2 (NCMe)] 2提供相应的 Pd( II ) 配合物 [Pd( L 1 )Cl] ( PdL 1 ); [Pd( L 2 )Cl] ( PdL 2 )；[Pd( L 3 )Cl] (PdL 3 ); 和 [Pd( L 4 )Cl] ( PdL 4 ) 以中等收率。化合物的结构表征是通过 NMR 和 FT-IR 光谱、元素分析和单晶 X 射线晶体学实现的。配合物PdL 2 -PdL 4的固态结构在 Pd( II ) 配位球周围建立了一个三齿甲酰胺和 Cl 配体的存在，以产生扭曲的方形平面配合物。PdL 1 -PdL

  DOI：

  10.1039/d1dt00412c

文献信息

• Cobalt and Silver Complexes of Terdentate Pyrazine‐Based Amide Ligands and Assembly of Monocobalt Building Blocks through a Silver Connector
  作者：Ryan M. Hellyer、David S. Larsen、Sally Brooker

  DOI：10.1002/ejic.200801187

  日期：2009.3

  (LlE)2](BF4)·½H 2 O, have been prepared as building blocks and the silver(I) coordination of the ligands also probed, forming [Ag 1 (HL 1M )]BF 4 } ∞ and [Ag 1 2 (HL 1LE ) 2 ]-(BF 4 ) 2 . The [Co III (L 1E ) 2 ](BF 4 ) building block has been successfully connected to a second such complex by coordination of silver(I) to a "spare" pyrazine nitrogen atom on each complex, resulting in [(Co III (LlE) 2 } 2 Ag

  已经从吡嗪-2-羧酸甲酯和2-（氨基甲基）吡啶（HL 1M ）或2-（2-氨基乙基）吡啶（HL 1E ）制备了两个基于吡嗪的三齿酰胺配体，以探测“在吡嗪环的“背面”备用“氮原子”以与不同的金属离子配位，从而充当复合物之间的连接器。制备了两种惰性钴 (III) 配合物 [CO III (L 1M ) 2 ](BF 4 )·1 / 4 H 2 O 和 [Co III (LlE)2](BF4)·½H 2 O，作为建筑物块和配体的银 (I) 配位也被探测到，形成 [Ag 1 (HL 1M )]BF 4 } ∞ 和 [Ag 1 2 (HL 1LE ) 2 ]-(BF 4 ) 2 。[Co III (L 1E ) 2 ](BF 4 ) 结构单元通过将银 (I) 与每个复合物上的“备用”吡嗪氮原子配位，已成功连接到第二个此类复合物，对“老化”（在空气中的溶液中保存 2 天）样品的质谱和循环伏安法研究清
• The design and synthesis of pyrazine amide ligands suitable for the “tiles” approach to molecular weaving with octahedral metal ions
  作者：David L. Cockriel、James M. McClain、Kaushal C. Patel、Robert Ullom、Travis R. Hasley、Stephen J. Archibald、Timothy J. Hubin

  DOI：10.1016/j.inoche.2007.10.006

  日期：2008.1

  form polynuclear transition metal complexes. A mixed oxidation state Co3+–Co2+–Co3+ complex with deprotonated ligand 1, [Co(1−)2Co(H2O)2Cl2Co(1−)2]Cl2, has been obtained and characterized by X-ray crystal structure determination. The central octahedral cobalt(II) ion in the complex is coordinated by one pyrazine nitrogen from each of the surrounding octahedral cobalt(III), ions which are meridianally

  摘要 含吡嗪的配体 1（吡嗪-2-羧酸（吡啶-2-基甲基）-酰胺）和 2（吡嗪-2,5-二羧酸双-[（吡啶-2-基甲基）-酰胺]）具有合成并表征了它们形成多核过渡金属配合物的能力。已获得混合氧化态 Co3+–Co2+–Co3+ 与去质子化配体 1 [Co(1-)2Co(H2O)2Cl2Co(1-)2]Cl2 的复合物，并通过 X 射线晶体结构测定对其进行表征。复合物中的中心八面体钴 (II) 离子由来自每个周围八面体钴 (III) 的一个吡嗪氮配位，离子由两个配体 1- 在子午线配位。两种配体的关键方面是它们的刚性经络配位，加上吡嗪核心，
• Copper(I) and copper(II) complexes with pyrazine-containing pyridylalkylamide ligands <i>N</i>-(pyridin-2-ylmethyl)pyrazine-2-carboxamide and <i>N</i>-(2-(pyridin-2-yl)ethyl)pyrazine-2-carboxamide
  作者：Robert P. Houser、Zhaodong Wang、Douglas R. Powell、Timothy J. Hubin

  DOI：10.1080/00958972.2013.860451

  日期：2013.12.10

  Four copper(II) complexes and one copper(I) complex with pyridine-containing pyridylalkylamide ligands N-(pyridin-2-ylmethyl)pyrazine-2-carboxamide (HLpz) and N-(2-(pyridin-2-yl)ethyl)pyrazine-2-carboxamide (HLpz') were synthesized and characterized. The X-ray crystal structures of [Cu-2(L-pz)(2)(4,4'-bipy)(OTf)(2)] (1, OTf=trifluoromethanesulfonate, 4,4'-bipy=4,4'-bipyridine) and [Cu(L-pz)(py)(2)]OTfH2O (2, py=pyridine) revealed binuclear and mononuclear molecular species, respectively, while [Cu(L-pz)((2)-1,1-N-3)](n) (3), [Cu(L-pz')((2)-1,3-N-3)](n) (4), and [Cu(HLpz)Cl](n) (5) are coordination polymer 1-D chains in the solid state.
• Temperature-Dependent Supramolecular Motif in Coordination Compounds
  作者：Hamid Reza Khavasi、Bahareh Mir Mohammad Sadegh

  DOI：10.1021/ic100604k

  日期：2010.6.21

  The temperature-dependent structures of 1D and 2D HgCl2 coordination polymers containing a N-(2-pyridylmethyl)-2-pyrazinecarboxamide flexible ligand with different motifs have been investigated. Results show that when the reaction was carried out at 60 degrees C, a 2D framework containing cubane-like units was generated, whereas in room temperature, L-bridged pentanuclear units, which are extended to a 1D band through a Hg -CI-Hg-bridged compound, will be obtained.
• Equilibrium and structural studies of copper(II) complexes with a tridentate ligand containing amide, pyrazyl and pyridyl nitrogen donors: Effect of anions coligands on crystal structures of copper(II) complexes
  作者：Aminou Mohamadou、Juliette Moreau、Laurent Dupont、Emmanuel Wenger

  DOI：10.1016/j.ica.2011.11.016

  日期：2012.3

  The stability constants of the Cu(II) chelates with the tridentate ligand 2-(N,2-pyridylmethyl)pyrazinecarboxamide (Hpzpy), determined by potentiometry UV-Vis and mass spectrometries, show the formation of [Cu(pzpy)](+), [Cu(pzpy)(OH)], [Cu(pzpy)(2)] and [Cu(pzpy)(2)(OH)] species (where pzpy is an amide-deprotonated ligand). In the solid state, the synthesis, crystal structures, and electronic and magnetic properties of three new Cu-II compounds containing the tridentate pzpy ligand with the general formula [Cu-II(pzpy) (L)(OH2)(x)] (where x = 1 for L = CH3CO2 and x = 0 for L = N-3 or NC-N-CN ) are reported. The geometries of the Cu-II ions are described as a five-coordinate slightly distorted square pyramidal monomeric compound [Cu(pzpy)(OH2)(CH3CO2)] (1) and polymeric complexes, [Cu(pzpy)(N-3)](n) (2) and [Cu(pzpy)(N(CN)(2))](n) (3). Polymerization for complex 2 comes from equatorial-apical bridges of the "naked'' pyrazine nitrogen atoms, while in compound 3, the copper centers were bridged by NC-N-CN anions. These three compounds have been characterized in details by infrared, ligand field and EPR spectroscopy; the data are consistent with the single-crystal X-ray structures. (C) 2011 Elsevier B. V. All rights reserved.