N'-((8-hydroxyquinolin-7-yl)(4-hydroxyphenyl)methyl)isonicotinohydrazide | 1451270-49-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N'-((8-hydroxyquinolin-7-yl)(4-hydroxyphenyl)methyl)isonicotinohydrazide
• 英文别名: N'-[(4-hydroxyphenyl)-(8-hydroxyquinolin-7-yl)methyl]pyridine-4-carbohydrazide
• CAS: 1451270-49-7
• 化学式: C₂₂H₁₈N₄O₃
• 分子量: 386.41
• InChiKey: KMTUDSDLNGRCJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  8-羟基喹啉 、 异烟肼 、 对羟基苯甲醛 在 calcium fluoride 作用下， 以 乙醇 为溶剂， 以83%的产率得到N'-((8-hydroxyquinolin-7-yl)(4-hydroxyphenyl)methyl)isonicotinohydrazide
  参考文献：
  名称：

  Design, synthesis, and evaluation of isoniazid derivatives acting as potent anti-inflammatory and anthelmintic agents via Betti reaction

  摘要：

  A novel synthesis of isoniazid derivatives achieved by the condensation of aldehydes, isoniazid, and phenols via Betti reaction has been described. The reactions were carried out at room temperature using fluorite as catalyst. The catalyst is efficient, benign, reusable, cost-effective, and ecofriendly. The novel synthesized moieties were characterized on the basis of H-1 NMR, C-13 NMR, mass spectrometry, and elemental analysis. All the synthesized agents 4(a-j) were examined for their potential in vivo anti-inflammatory activity on Wistar albino rats using a standard reference drug, diclofenac. These synthesized derivatives were further screened for their potent in vitro anthelmintic activity using a standard reference drug, albendazole on Indian earthworms, Pheretima post-huma. A correlation of structure and activity relationship of these compounds with respect to Lipinski's rule of five, drug likeness, toxicity profiles, and other physico-chemical properties of drugs is described.

  DOI：

  10.1007/s00044-013-0693-2