3-acetylcoumarin-isonicotinylhydrazone | 1256565-35-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-acetylcoumarin-isonicotinylhydrazone
• 英文别名: ACINH；N-[1-(2-oxochromen-3-yl)ethylideneamino]pyridine-4-carboxamide；N-[(E)-1-(2-oxochromen-3-yl)ethylideneamino]pyridine-4-carboxamide
• CAS: 1256565-35-1
• 化学式: C₁₇H₁₃N₃O₃
• 分子量: 307.309
• InChiKey: UQNZJQUFLKWHHH-YBFXNURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  80.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异烟肼 、 3-乙酰基香豆素 以 甲醇 为溶剂， 反应 3.0h， 以90%的产率得到3-acetylcoumarin-isonicotinylhydrazone
  参考文献：
  名称：

  Spectroscopic, magnetic and thermal studies of Co(II), Ni(II), Cu(II) and Zn(II) complexes of 3-acetylcoumarin–isonicotinoylhydrazone and their antimicrobial and anti-tubercular activity evaluation

  摘要：

  Co(II), Ni(II), Cu(II) and Zn(II) complexes with a new heterocyclic Schiff base derived by the condensation of isonicotinoylhydrazide and 3-acetylcoumarin have been synthesized. H-1, C-13 and 2D HETCOR NMR analyses confirm the formation of title compound and existence of the same in two isomeric forms. The metal complexes were characterized on the basis of various spectroscopic techniques like electronic, EPR, IR, H-1 and C-13 NMR studies, elemental analysis, magnetic properties and thermogravimetric analysis, and also by the aid of molar conductivity measurements. It is found that the Schiff base behaves as a monobasic tridentate ligand coordinating in the imidol form with 1:1 metal to ligand stoichiometry. Trigonal bipyramidal geometry has been assigned for Ni(II) and Cu(II) complexes, while tetrahedral for Co(II) and Zn(II) complexes. The compounds were subjected to antimicrobial and anti-tubercular activity screening using serial broth dilution method and Minimum Inhibitory Concentration (MIC) is determined. Zn(II) complex has shown significant antifungal activity with an MIC of 6.25 mu g/mL while Cu(II) complex is noticeable for antibacterial activity at the same concentration. Anti-TB activity of the ligand has enhanced on complexation with Co(II) and Ni(II) ions. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2010.08.015