N′-(pyridin-2-yl methylene)nicotino hydrazide

• 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′-(pyridin-2-yl methylene)nicotino hydrazide
• 英文别名: N-(pyridin-2-ylmethylideneamino)pyridine-3-carboxamide
• 化学式: C₁₂H₁₀N₄O
• mdl: MFCD00439777
• 分子量: 226.238
• InChiKey: COOCBOGUOCCDNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N′-(pyridin-2-yl methylene)nicotino hydrazide 在 碘 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 以54%的产率得到2-(pyridin-2-yl)-5-(pyridin-3-yl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Preparation and Acetylcholinesterase Inhibitory Activities of Pyridine-Based 1,3,4-Oxadiazole Derivatives

  摘要：

  DOI：

  10.3987/com-20-14266
• 作为产物：
  描述：

  烟酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 N′-(pyridin-2-yl methylene)nicotino hydrazide
  参考文献：
  名称：

  Potent antimicrobial agents against azole-resistant fungi based on pyridinohydrazide and hydrazomethylpyridine structural motifs

  摘要：

  Schiff base derivatives have recently been shown to possess antimicrobial activity, and these derivatives include a limited number of salicylaldehyde hydrazones. To further explore this structure-activity relationship between salicylaldehyde hydrazones and antifungal activity, we previously synthesized and analyzed a large series of salicylaldehyde and formylpyridinetrione hydrazones for their ability to inhibit fungal growth of both azole-susceptible and azole-resistant species of Candida. While many of these analogs showed excellent growth inhibition with low mammalian cell toxicity, their activity did not extend to azole-resistant species of Candida. To further dissect the structural features necessary to inhibit azole-resistant fungal species, we synthesized a new class of modified salicylaldehyde derivatives and subsequently identified a series of modified pyridine-based hydrazones that had potent fungicidal antifungal activity against multiple Candida spp. Here we would like to present our synthetic procedures as well as the results from fungal growth inhibition assays, mammalian cell toxicity assays, time-kill assays and synergy studies of these novel pyridine-based hydrazones on both azole-susceptible and azole-resistant fungal species. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.04.040

文献信息

• On the importance of tetrel bonding interactions in lead(<scp>ii</scp>) complexes with (iso)nicotinohydrazide based ligands and several anions
  作者：Ghodrat Mahmoudi、Antonio Bauzá、Mojtaba Amini、Elies Molins、Joel T. Mague、Antonio Frontera

  DOI：10.1039/c6dt01947a

  日期：——

  complexes the lead center is hemidirectionally coordinated and, consequently, it is sterically ideal for establishing tetrel bonding interactions. In the crystal structures of all complexes, the lead atoms participate in short contacts with nitrogen atoms. These contacts are shorter than the sums of the van der Waals radii and larger than the sums of the covalent radii. The tetrel bonding interactions

  合成了四种基于（异）烟酰肼的配体和不同的阴离子大肠菌素（叠氮化物，硝酸盐，醋酸盐和碘化物）的Pb（II）配合物，并通过结构，分析和光谱方法进行了表征。配体的单去质子化或中性形式通过铅中有两个氮原子和一个氧供体原子。X射线单晶晶体学分析表明，根据与金属中心配位的阴离子，分子络合物可以聚集成更大的实体。在所有四个复合物中，铅中心在半方向上是协调的，因此，它在空间上是理想的建立铁线键合相互作用的地方。在所有配合物的晶体结构中，铅原子参与与氮原子的短接触。这些接触比范德华半径之和短，并且比共价半径之和大。蝶形键相互作用将共价键的单元（单体或二聚体）互连成超分子组装体（链和3D结构）。
• Ruthenium(II) complexes of aroylhydrazones: structural, electrochemical and electrostatic interactions with DNA
  作者：Jatinder Kaur、Madhura Damle、Hemant Mande、Prasanna Ghalsasi、Rajendra Kondedeshmukh、Parbati Bandyopadhyay、Rajeev Chikate

  DOI：10.1080/00958972.2017.1307344

  日期：2017.5.19

  Abstract Four Ru(II) complexes with tridentate ligands viz. (4-hydroxy-N′-(pyridin-2-yl-ethylene) benzohydrazide [Ru(L1)(PPh3)2(Cl)] (1), N′-(pyridin-2-yl-methylene) nicotinohydrazide [Ru(L2)(PPh3)2(Cl)] (2), N′-(1H-imidazol-2-yl-methylene)-4-hydroxybenzohydrazide [Ru(L3)(PPh3)2(Cl)] (3), and N′-(1H-imidazol-2-yl-methylene) nicotinohydrazide [Ru(L4)(PPh3)2(Cl)] (4) have been synthesized and characterized

  摘要 具有三齿配体的四种 Ru(II) 配合物，即。(4-羟基-N'-(吡啶-2-基-亚乙基)苯甲酰肼[Ru(L1)(PPh3)2(Cl)] (1), N'-(pyridin-2-yl-methylene) nicotinohydrazide [Ru (L2)(PPh3)2(Cl)] (2), N'-(1H-咪唑-2-基-亚甲基)-4-羟基苯甲酰肼 [Ru(L3)(PPh3)2(Cl)] (3),和 N'-(1H-imidazol-2-yl-methylene) nicotinohydrazide [Ru(L4)(PPh3)2(Cl)] (4) 已被合成和表征。L3H 的甲氧基衍生物（缩写为 L3H*）以 E 构型存在，围绕 C7-N8-N9-C10 键的扭转角为 179.4°。乙腈配位钌配合物 1 和 3 的单晶结构，其复合物为 [Ru(L1)(PPh3)2(CH3CN)]Cl ( 1a)
• Inorganic–organic hybrid materials based on PbBr₂and pyridine–hydrazone blocks – structural and theoretical study
  作者：Ghodrat Mahmoudi、Vladimir Stilinović、Antonio Bauzá、Antonio Frontera、Agata Bartyzel、Catalina Ruiz-Pérez、Alexander M. Kirillov

  DOI：10.1039/c6ra13462a

  日期：——

  A new series of lead(ii) coordination polymers was generated from PbBr₂and various pyridine–hydrazone blocks; their detailed structural, topological and theoretical analysis was performed.

  使用PbBr2和多种吡啶-腙基块生成了一系列新的铅（II）配位聚合物；对它们进行了详细的结构、拓扑和理论分析。
• Zinc(II) complexes derived from 2-formylpyridine nicotinoyl hydrazone as organic blocker: Syntheses, crystal architectures, Hirshfeld surface analyses and DFT studies
  作者：Ghodrat Mahmoudi、Habibar Chowdhury、Barindra Kumar Ghosh、Maciej Kubicki、Agata Bartyzel、Jonathan M. White、Ibon Alkorta、Atash V. Gurbanov、Damir A. Safin

  DOI：10.1016/j.molstruc.2020.129614

  日期：2021.4

  responsible for the packing of complexes, and quantitative examination of 2D fingerprint plots revealed that the most important factors in the crystal packing are H•••Hal and and H∙∙∙H contacts in 1 and 2, and H∙∙∙H, H∙∙∙N, H∙∙∙C and H∙∙∙S contacts in 3, further supported by C•••C contacts. Density function theory (DFT) calculations were performed to gather more information into structure and bonding since they

  摘要 在这项工作中，我们报告了 [Zn(Hal)2HL] (Hal = Cl, 1; Br, 2) 和锌 (II) 伪卤化物络合物 [Zn(NCS)2HL] 类型的新型离散单核杂配锌 (II) 卤化物配合物]∙1.5MeOH (3∙1.5MeOH)（HL = 2-甲酰基吡啶烟酰腙）。单晶X射线衍射表明，在配合物1-3的结构中，ZnII金属原子处于五配位配位环境中，采用扭曲的四角锥发色团，由一个N2O三齿螯合剂HL和两个卤化物或硫氰酸盐形成，分别。所有配合物都显示出非常相似的分子结构，配合物 1 和 2 是完全同构的。1 和 2 的晶体堆积主要由分叉的 N-H∙∙∙Hal 和线性 C-H∙∙∙Hal 氢键决定，产生一维聚合物链，它还通过 ZnOCNN∙∙∙ZnOCNN、ZnOCNN∙∙∙ZnNCCN 和 2-Py∙∙∙3-Py 类型的分子间堆积相互作用而稳定。这些 1D 链通过 C–H∙∙∙Hal
• Study of complexes of platinum group metals containing nitrogen bases derived from pyridine aldehydes: Interesting molecular structures with unpredicted bonding modes of the ligands
  作者：Gajendra Gupta、Sairem Gloria、Saphidabha. L. Nongbri、Bruno Therrien、Kollipara Mohan Rao

  DOI：10.1016/j.jorganchem.2010.10.053

  日期：2011.5

  A series of mono-cationic dinuclear half sandwich ruthenium, rhodium and iridium metal complexes have been synthesized using ((pyridin-2-yl)methylimino)nicotinamide (L1) and ((picolinamido)phenyl)picolinamide (L2) ligands: [(η6-arene)2Ru2(μ-L1)Cl3]+ (arene = C6H6, 1; p-iPrC6H4Me, 2; C6Me6, 3), [(η5-C5Me5)2M2(μ-L1)Cl3]+ (M = Rh, 4; Ir, 5), and [(η6-arene)2Ru2(μ-L2)(μ-Cl)]+ (arene = C6H6, 6; p-iPrC6H4Me

  使用（（吡啶-2-基）甲基亚氨基）烟酰胺（L1）和（（吡啶甲酰氨基）苯基）吡啶甲酰胺（L2）配体合成了一系列单阳离子双核半三明治钌，铑和铱金属配合物6个-arenes）2的Ru 2（μ- L1）氯3 ] +（芳烃= C 6 ħ 6，1 ; p -我PRC 6 ħ 4 Me中，2 ; C ^ 6我6，3），[（η 5 - C 5我5）2中号2（μ- L1）氯3 ] +（M = RH，4 ; IR，5），和[（η 6 -arenes）2的Ru 2（μ- L2）（μ-Cl）的] +（芳烃= C 6 H ^ 6，6 ; p -我PRC 6 ħ 4 Me中，7 ç 6我6，8），[（η 5 -C 5我5）2M 2（μ- L2）Cl 2 ] +（M ＝ Rh，9； Ir，10）。所有配合物均已分离为其六氟磷酸盐，并通过结合使用NMR和IR光谱进行了全面表征。三个代表的固态结构4，6和9已通过X射线晶体