N′-[di(pyridin-2-yl)methylene]-2-hydroxybenzohydrazide | 73697-21-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N′-[di(pyridin-2-yl)methylene]-2-hydroxybenzohydrazide
• 英文别名: 4,5-diazafluoren-9-one salicylhydrazone；di-2-pyridyl ketone salicyloylhydrazone；DPKSH；N-(dipyridin-2-ylmethylideneamino)-2-hydroxybenzamide
• CAS: 73697-21-9
• 化学式: C₁₈H₁₄N₄O₂
• 分子量: 318.335
• InChiKey: YOTDUNINELUDCZ-UHFFFAOYSA-N

物化性质

• 熔点：
  179 °C
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• 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：

  fac-bis(acetonitrile)bromotricarbonylrhenium(I) 、 N′-[di(pyridin-2-yl)methylene]-2-hydroxybenzohydrazide 以 氯仿 为溶剂， 以81.3%的产率得到(4,5-diazafluoren-9-one salicylhydrazone)bromotricarbonylrhenium(I)
  参考文献：
  名称：

  Tricarbonyl Rhenium(I) and Technetium(I) Complexes with Hydrazones Derived from 4,5‐Diazafluoren‐9‐one and 1,10‐Phenanthroline‐5,6‐dione

  摘要：

  AbstractTricarbonylrhenium(I) and ‐technetium(I) halide (halide = Cl and Br) complexes of ligands derived from 4,5‐diazafluoren‐9‐one (df) and 1,10‐phenanthroline‐5,6‐dione (phen) derivatives of benzoic and 2‐hydroxybenzoic acid hydrazides have been prepared. The complexes have been characterized by elemental analysis, MS, IR, 1H NMR and absorption and emission UV/Vis spectroscopic methods. The metal centres (ReI and TcI) are coordinated through the nitrogen imine atoms and establish five‐membered chelate rings, whereas the hydrazone groups stand uncoordinated. The 1H NMR spectra suggest the same behaviour in solution on the basis of only marginal variations in the chemical shifts of the hydrazine protons.

  DOI：

  10.1002/ejic.201000522
• 作为产物：
  描述：

  水杨酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 N′-[di(pyridin-2-yl)methylene]-2-hydroxybenzohydrazide
  参考文献：
  名称：

  Discovery of an Orally Efficacious MYC Inhibitor for Liver Cancer Using a GNMT-Based High-Throughput Screening System and Structure–Activity Relationship Analysis

  摘要：

  DOI：

  10.1021/acs.jmedchem.1c00093

文献信息

• Synthesis, characterization, thermodynamic and thermal studies of Zn(II) complexes with di-2-pyridyl ketone salicyloylhydrazone
  作者：Ivanise Gaubeur、Márcia Guekezian、Lúcia H.S. Ávila Terra、Maria Carolina B. Moraes、Claudimir L. Lago、Jivaldo R. Matos、Maria Encarnación V. Suárez-Iha

  DOI：10.1016/j.poly.2004.06.004

  日期：2004.7

  This paper shows the characteristics of a coordinated compound formed by zinc(11) and di-2-pyridyl ketone salicyloylhydrazone (DPKSH). The synthesized complex shows the formula: Zn(DPKSH)(2). Elemental analysis, electron ionization and electrospray mass spectra indicated the 1:2 metal/ligand molar ratio. The IR spectra show that DPKSH is coordinated to zinc(II) through the oxygen from the enolic or the phenolic group as the nuCO frequency was suppressed and the nuCO (phenolic) band was shifted to higher frequency in the IR spectrum of the complex. Two other interactions can be attributed to the nitrogens from the azo and the pyridine groups. Thermal decomposition and differential scanning calorimetry (DSC) are different for the ligand and the complex. The overall formation constants were obtained in ethanolic solution 50% (V/V), at pH 4.5 and 25 degreesC, resulting in beta(1) = 1.07 x 10(5) and beta(2) = 1.05 x 10(10). The molar absorptivies of the 1: 1 (epsilon(1)) and 1:2 0;2) complexes (Zn(11):DPKSH) were found to be 1.1 x 10(4) and 4.5 x 10(4) (M(-1)cm(-1)), respectively. (C) 2004 Elsevier Ltd. All rights reserved.
• Discovery of an Orally Efficacious MYC Inhibitor for Liver Cancer Using a GNMT-Based High-Throughput Screening System and Structure–Activity Relationship Analysis
  作者：Rajni Kant、Ming-Hui Yang、Chih-Hua Tseng、Chia-Hung Yen、Wei-You Li、Yu-Chang Tyan、Marcelo Chen、Cherng-Chyi Tzeng、Wei-Cheng Chen、Kaiting You、Wen-Chieh Wang、Yeh-Long Chen、Yi-Ming Arthur Chen

  DOI：10.1021/acs.jmedchem.1c00093

  日期：2021.7.8
• Tricarbonyl Rhenium(I) and Technetium(I) Complexes with Hydrazones Derived from 4,5‐Diazafluoren‐9‐one and 1,10‐Phenanthroline‐5,6‐dione
  作者：Paula Barbazán、Adelheid Hagenbach、Elisabeth Oehlke、Ulrich Abram、Rosa Carballo、Sabina Rodríguez‐Hermida、Ezequiel M. Vázquez‐López

  DOI：10.1002/ejic.201000522

  日期：2010.10

  AbstractTricarbonylrhenium(I) and ‐technetium(I) halide (halide = Cl and Br) complexes of ligands derived from 4,5‐diazafluoren‐9‐one (df) and 1,10‐phenanthroline‐5,6‐dione (phen) derivatives of benzoic and 2‐hydroxybenzoic acid hydrazides have been prepared. The complexes have been characterized by elemental analysis, MS, IR, 1H NMR and absorption and emission UV/Vis spectroscopic methods. The metal centres (ReI and TcI) are coordinated through the nitrogen imine atoms and establish five‐membered chelate rings, whereas the hydrazone groups stand uncoordinated. The 1H NMR spectra suggest the same behaviour in solution on the basis of only marginal variations in the chemical shifts of the hydrazine protons.