isonicotinic acid [1-(4-hydroxy-phenyl)-ethylidene]hydrazide | 790-44-3

• 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: isonicotinic acid [1-(4-hydroxy-phenyl)-ethylidene]hydrazide
• 英文别名: 4-hydroxyacetophenone isonicotinoylhydrazone；p-hydroxyacetophenone isonicotinoylhydrazone；N-[1-(4-hydroxyphenyl)ethylideneamino]pyridine-4-carboxamide
• CAS: 790-44-3
• 化学式: C₁₄H₁₃N₃O₂
• 分子量: 255.276
• InChiKey: XLBBHANNLVSDIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  、 isonicotinic acid [1-(4-hydroxy-phenyl)-ethylidene]hydrazide 以 1,4-二氧六环 为溶剂， 以76%的产率得到cobalt(II)[copper(I)(thiocyanate)2]2*p-hydroxyacetophenone isonicotinoylhydrazone
  参考文献：
  名称：

  Synthesis, spectral studies of cobalt(II) tetrathiocyanoto dicuperate(I) complexes with some acylhydrazones and their antimicrobial activity

  摘要：

  Cobalt(II) complexes of the type Co[Cu(NCS)(2)](2) center dot L, where L is acetophenonebenzoylhydrazone (Abh), acetophenoneisonicotinoylhydrazone (Ainh), acetophenonesalicyloylhydrazone (Ash), acetophenoneanthraniloylhydrazone (Aah), p-hydroxyacetophenonebenzoylhydrazone (Phabh), p-hydroxyacetophenoneisonicotinoylhydrazone (Phainh), p-hydroxyacetophenonesalicyloylhydrazone (Phash), and p-hydroxyacetophenoneanthraniloylhydrazone (Phaah) were synthesized and characterized by elemental analyses, molar conductance, magnetic moments, electronic and IR spectra, and X-ray diffraction studies. The complexes are insoluble in common organic solvents and are non-electrolytes. These complexes are coordinated through the >C=O and >C=N groups of the hydrazone ligands. The magnetic moments and electronic spectra suggest a spin-free octahedral geometry around Co(II). The X-ray diffraction parameters (a, b, c) for Co[Cu(SCN)(2)](2) Ainh and Co[Cu(SCN)(2)](2) . Phabh correspond to orthorhombic and tetragonal crystal lattices, respectively. The complexes show a fair antifungal and antibacterial activity against a number of fungi and bacteria. The activity increases with increasing concentration of the compounds.

  DOI：

  10.1134/s1070328408050102
• 作为产物：
  描述：

  异烟酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 isonicotinic acid [1-(4-hydroxy-phenyl)-ethylidene]hydrazide
  参考文献：
  名称：

  异烟酸-1-（取代苯基）-亚乙基/环庚叉酰肼的合成，抗分枝杆菌，抗病毒，抗菌活性和QSAR研究

  摘要：

  一系列异烟酸-1-（取代苯基） -亚乙基的/亚环庚基酰肼衍生物（1 - 12）是为他们的测试，在对体外抗分支杆菌活性的结核分枝杆菌，和化合物2被认为是比异烟肼更活跃。抗病毒筛选结果表明，除了化合物8和10被证明在接近其抑制细胞生长潜能的浓度下对DNA病毒具有活性外，没有一种化合物在亚毒性浓度下对多种DNA和RNA病毒具有活性。还筛选了合成的化合物对金黄色葡萄球菌的抗菌潜力，枯草芽孢杆菌，大肠杆菌，白色念珠菌和黑曲霉，结果表明具有Br，OCH 3和Cl基团的化合物具有很高的活性。多目标QSAR模型表明亲脂性（日志P）和拓扑参数（的重要性3 χ v）中描述的抗微生物活性。

  DOI：

  10.1007/s00044-011-9705-2

文献信息

• Synthesis and Spectral Studies of Zinc Chloride Complexes with Some Acetophenone and 4-Hydroxy-Acetophenone Acylhydrazones
  作者：B. Singh、Rachana Srivastava、K. K. Narang

  DOI：10.1080/00945710009351827

  日期：2000.8.1
• STUDIES ON COMPLEXES OF COBALT(II), NICKEL(II), COPPER(II), AND CADMIUM(II) WITH ACETOPHENONE AND 4-HYDROXYACETOPHENONE SALICYLOYL AND ISONICOTINOYLHYDRAZONES
  作者：B. Singh、K. K. Narang、Rachana Srivastava

  DOI：10.1081/sim-120015080

  日期：2002.1.11

  Metal(II) complexes of the types [M(L)(m)Cl-2(H2O)(n)] and [Cu(L')SO4(H2O)(2)] [M=Co(II), Ni(II), Cu(II) and Cd(II), L=acetophenone salicyloylhydrazone (ASH) OHC6H4CONHN=C(CH3)C6H5, m = 2, n = 2; 4-hydroxyacetophenone salicyloylhydrazone (4-HOASH), m = 2, n = 0; acetophenone isonicotinoylhydrazone (AINH), NC5H4CONHN=C(CH3)C6H5, m = 1, n = 2; 4-hydroxyacetophenone isonicotinoyl-hydrazone (4-HOAINH), NC5H4CONHN=C(CH3)C6H4OH, m = 1, n = 2, and L'= 4-HOAINH and 4-HOASH] were prepared and characterized by elemental and thermal analyses, molar conductance, magnetic susceptibility, infrared, electronic, NMR, ESR and X-ray powder diffraction studies. Some of the complexes were screened against E. coli and Aspergillus niger to explore their biological activity.