2-Methyl-5-acetyl-furan-isonicotinoylhydrazon | 93003-33-9

• 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: 2-Methyl-5-acetyl-furan-isonicotinoylhydrazon
• 英文别名: 1-(5-methyl-furan-2-yl)-ethanone isonicotinoylhydrazone；N-[1-(5-methylfuran-2-yl)ethylideneamino]pyridine-4-carboxamide
• CAS: 93003-33-9
• 化学式: C₁₃H₁₃N₃O₂
• 分子量: 243.265
• InChiKey: PLRCOYCJAOUTCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-甲基-2-乙酰基呋喃 、 异烟肼 以 乙醇 为溶剂， 以70%的产率得到2-Methyl-5-acetyl-furan-isonicotinoylhydrazon
  参考文献：
  名称：

  Synthesis, coordination behavior, and investigations of pharmacological effects of some transition metal complexes with isoniazid Schiff bases

  摘要：

  Two isoniazid Schiff bases, N-isonicotinamido-2-furanketimine (INH-F1) and N-isonicotinamido-5-methyl-2-furanketimine (INH-F2), possessing potential N and O coordination sites have been prepared by the reaction of isoniazid with 2-acetylfuran and 2-acetyl-5-methylfuran, respectively. Complexes of Pd(II) and Pt(II) have been prepared and characterized by elemental analyses, melting point determinations and electronic, infrared, 1H NMR, 13C NMR spectral studies, and X-ray powder diffraction studies. In all the complexes, the monobasic bidentate nature of the ligand is evident. Antibacterial and antifungal studies of these compounds against various pathogenic bacterial and fungal strains have been carried out. Both the ligands and their metal chelates were active against all the microbial strains investigated. However, the chelates were found to be more active than the ligands. The antimycobacterial activity of the ligands and their metal complexes has been evaluated against Mycobacterium smegmatis, which showed clear enhancement in this activity upon metal complexation with Schiff bases.

  DOI：

  10.1080/00958972.2010.504986

文献信息

• Synthesis, coordination behavior, and investigations of pharmacological effects of some transition metal complexes with isoniazid Schiff bases
  作者：Krishna K. Sharma、Ritu Singh、Nighat Fahmi、R.V. Singh

  DOI：10.1080/00958972.2010.504986

  日期：2010.9.10

  Two isoniazid Schiff bases, N-isonicotinamido-2-furanketimine (INH-F1) and N-isonicotinamido-5-methyl-2-furanketimine (INH-F2), possessing potential N and O coordination sites have been prepared by the reaction of isoniazid with 2-acetylfuran and 2-acetyl-5-methylfuran, respectively. Complexes of Pd(II) and Pt(II) have been prepared and characterized by elemental analyses, melting point determinations and electronic, infrared, 1H NMR, 13C NMR spectral studies, and X-ray powder diffraction studies. In all the complexes, the monobasic bidentate nature of the ligand is evident. Antibacterial and antifungal studies of these compounds against various pathogenic bacterial and fungal strains have been carried out. Both the ligands and their metal chelates were active against all the microbial strains investigated. However, the chelates were found to be more active than the ligands. The antimycobacterial activity of the ligands and their metal complexes has been evaluated against Mycobacterium smegmatis, which showed clear enhancement in this activity upon metal complexation with Schiff bases.