(E)-N′-(2-hydroxybenzylidene) pyrazine-2-carbohydrazide | 148904-02-3

• 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: (E)-N′-(2-hydroxybenzylidene) pyrazine-2-carbohydrazide
• 英文别名: LASSBio-1186；N-[(E)-(2-hydroxyphenyl)methylideneamino]pyrazine-2-carboxamide
• CAS: 148904-02-3
• 化学式: C₁₂H₁₀N₄O₂
• 分子量: 242.237
• InChiKey: FNOAOFIHRVSHJT-VIZOYTHASA-N

物化性质

• 熔点：
  202-203 °C(Solv: ethanol (64-17-5))
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 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：
  87.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 dysprosium(III) chloride hexahydrate 、 (E)-N′-(2-hydroxybenzylidene) pyrazine-2-carbohydrazide 在 triethylamine 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 [Dy6(μ3-OH)3(μ3-CO3)(μ-OMe)((E)-N'-(2-hydroxybenzylidene)pyrazine-2-carbohydrazide(2-))6(MeOH)4(H2O)2]*3MeOH*2H2O
  参考文献：
  名称：

  Hexanuclear Dysprosium(III) Compound Incorporating Vertex- and Edge-Sharing Dy₃ Triangles Exhibiting Single-Molecule-Magnet Behavior

  摘要：

  A unique hexanuclear dysprosium(III) compound with a new polydentate Schiff-base ligand shows complex slow relaxation of the magnetization most likely associated with the single-ion behavior of individual Dy-III ions as well as the possible weak coupling between them.

  DOI：

  10.1021/ic201121p
• 作为产物：
  描述：

  2-甲酸吡嗪 在 硫酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 (E)-N′-(2-hydroxybenzylidene) pyrazine-2-carbohydrazide
  参考文献：
  名称：

  N-acylhydrazones confer inhibitory efficacy against New Delhi metallo-β-lactamase-1

  摘要：

  DOI：

  10.1016/j.bioorg.2021.105138

文献信息

• Exploiting Miraculous Atmospheric CO₂ Fixation in the Design of Dysprosium Single-Molecule Magnets
  作者：Haiquan Tian、Lang Zhao、Jinkui Tang

  DOI：10.1021/acs.cgd.7b01612

  日期：2018.2.7

  A system of CO32–-bridged polynuclear dysprosium complexes has been complemented with the emergence of a key component, namely, [Dy6(μ4-CO3)3(μ3-OH2)(spch)6(MeOH)6(H2O)3]·4MeOH·3H2O (3), and thus four dysprosium(III) clusters (1–4) spontaneously fixing one, two, three, and four atmospheric CO2 molecules, respectively, have been successfully assembled. Compound 1 is a Dy6 single-molecular magnet (SMM)

  CO的系统3 2- -bridged多核络合物镝已经补充有一个关键组成部分的出现，即，[镝6（μ 4 -CO 3）3（μ 3 -OH 2）（SPCH）6（MeOH）中6（H 2 O）3 ]·4MeOH·3H 2 O（3），和4个的镝（III）的簇（1 - 4）自发地固定一个，两个，三个和四个大气CO 2的分子，已经分别成功组装。化合物1是Dy 6基于Dy 3三角形的单分子磁体（SMM）（1），其中一个CO 3 2–基团来自大气中的CO 2。通过在配体中引入邻甲氧基取代基，可以访问双CO 3 2桥连的Dy 6 SMM（2），其中两个CO 3 2-占据了三棱柱的两个碱基。捕获大气中的三个CO 2分子会导致化合物3的形成，其中三个CO 3 2-基团驻留在三角形棱柱形的侧面上。最后是Dy 8通过转换四个CO 2分子，可以隔离在方形棱柱形的四个侧面上具有四个CO 3 2–桥的SMM（4）。磁性研究表
• Cyclic Single‐Molecule Magnets: From Even‐Numbered Hexanuclear to Odd‐Numbered Heptanuclear Dysprosium Clusters
  作者：Haiquan Tian、Song‐Song Bao、Li‐Min Zheng

  DOI：10.1002/ejic.201600392

  日期：2016.7

  employed to achieve noncentered cyclic metal cages by integrating single and double pyrazinyl hydrazone ligands in the presence of an organo phosphonic acid. An even-numbered hexanuclear and an odd-numbered heptanuclear dysprosium(III) cluster, namely [Dy6(spch)6(O3PC10H7)2(pyra)2(MeOH)(H2O)]·8.5H2O [1, H2spch = (E)-N′-(2-hydroxybenzylidene)pyrazine-2-carbohydrazide, pyra = pyrazine-2-carboxylate] and

  通过在有机膦酸存在下整合单和双吡嗪基腙配体，采用了一种巧妙的自组装方法来实现非中心环状金属笼。偶数六核和奇数七核镝(III)簇，即[Dy6(sPCh)6(O3PC10H7)2(pyra)2(MeOH)(H2O)]·8.5 [1, H2sPCh = (E) -N'-(2-羟基亚苄基)pyrazine-2-carbohydrazide, pyra = pyrazine-2-carboxylate] 和 [Dy7(eddc)2(sPCh)2(O3PC10H7)4(OAc)5(MeOH)4]·4MeOH [ 2、H2eddc = (E,E)-N',N''-(ether-1,2-diylidene)bis(pyrazine-2-carbohydrazide)]已成功合成。单晶 X 射线衍射分析表明，化合物 1 由六个相同的 [Dy2(sPCh)]4+ 构建块组成，其中包含一个 sPCh2– 的
• Consecutive one-/two-step relaxation transformations of single-molecule magnets <i>via</i> coupling dinuclear dysprosium compounds with chloride bridges
  作者：Haiquan Tian、Bao-Lin Wang、Jing Lu、Hou-Ting Liu、Jianhui Su、Dacheng Li、Jianmin Dou

  DOI：10.1039/c8cc06699j

  日期：——

  The double chloride-bridged dimer of a dinuclear dysprosium(III) single-molecule magnet (SMM) was successfully isolated by assembling centrosymmetric dinuclear Dy2 SMMs. Such structural transformation involves the generation and cleavage of chloride bridges and leads to consecutive transformations of one- and two-step slow relaxation of magnetization.

  通过组装中心对称双核Dy 2 SMM成功地分离出了双核chloride（III）单分子磁体（SMM）的双氯桥联二聚体。这种结构转变涉及氯化物桥的产生和裂解，并导致磁化的一步和两步缓慢弛豫的连续转变。
• Synthesis and pharmacological evaluation of pyrazine N-acylhydrazone derivatives designed as novel analgesic and anti-inflammatory drug candidates
  作者：Yolanda Karla Cupertino da Silva、Cristina Villarinho Augusto、Maria Letícia de Castro Barbosa、Gabriela Muniz de Albuquerque Melo、Aline Cavalcanti de Queiroz、Thays de Lima Matos Freire Dias、Walfrido Bispo Júnior、Eliezer J. Barreiro、Lídia Moreira Lima、Magna Suzana Alexandre-Moreira

  DOI：10.1016/j.bmc.2010.06.002

  日期：2010.7

  In this paper, we report the synthesis and pharmacological evaluation of pyrazine N-acylhydrazone (NAH) derivatives (2a-s) designed as novel analgesic and anti-inflammatory drug candidates. This series was planned by molecular simplification of prototype 1 (LASSBio-1018), previously described as a nonselective cyclooxygenase inhibitor. Derivatives 2a-s were evaluated in several animal models of pain and inflammation, standing-out compound 2o (2-N'-[(E)-(3,4,5-trimethoxyphenyl) methylidene]-2-pyrazinecarbohydrazide; LASSBio-1181), that was also active in a murine model of chronic inflammation (i.e., adjuvant-induced arthritis test in rats) and can be considered a new analgesic and anti-inflammatory lead for drug development. Published by Elsevier Ltd.
• Synthesis and antimycobacterial activity of N′-[(E)-(monosubstituted-benzylidene)]-2-pyrazinecarbohydrazide derivatives
  作者：Fátima M.F. Vergara、Camilo H. da S. Lima、Maria das Graças M. de O. Henriques、André L.P. Candéa、Maria C.S. Lourenço、Marcelle de L. Ferreira、Carlos R. Kaiser、Marcus V.N. de Souza

  DOI：10.1016/j.ejmech.2009.08.009

  日期：2009.12

  The present article describes a series of twenty-six N'-[(E)-(monosubstituted-benzylidene)]-2-pyrazinecarbohydrazide (4-29), which were synthesized and evaluated for their cell viabilities in non infected and infected macrophages with Mycobacterium bovis Bacillus Calmette-Guerin (BCG). Afterwards, the non-cytotoxic compounds (4, 6, 8, 15, 21, 23, 24, 27 and 28) were assessed against Mycobacterium tuberculosis ATCC 27294 using the micro plate Alamar Blue assay (MABA) and the activity expressed as the minimum inhibitory concentration (MIC) in mu g/mL. The compounds 6, 23, 27 and 28 exhibited a significant activity (50-100 mu g/mL) when compared with first line drugs such as pyrazinamide and were not cytotoxic in their respective MIC values. (C) 2009 Elsevier Masson SAS. All rights reserved.