5-(4-Methylphenyl)-3-[(4-methylphenyl)methylidene]furan-2-one | 331868-75-8

• 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: 5-(4-Methylphenyl)-3-[(4-methylphenyl)methylidene]furan-2-one
• CAS: 331868-75-8
• 化学式: C₁₉H₁₆O₂
• 分子量: 276.335
• InChiKey: UZVCNRKREMGPBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(4-Methylphenyl)-3-[(4-methylphenyl)methylidene]furan-2-one 在 一水合肼 作用下， 以 丙醇 为溶剂， 反应 3.0h， 以48%的产率得到5-(4-methylbenzyl)-3-(4-methylphenyl)-1,6-dihydro-6-pyridazinone
  参考文献：
  名称：

  SYNTHESIS AND ANTITUBERCULAR ACTIVITY OF PYRIDAZINONE DERIVATIVES

  摘要：

  Two series of pyridazinone derivatives (19-34) were synthesized and evaluated for antitubercular activities against Mycobacterium tuberculosis H(37)Rv strain. The results illustrated that among the synthesized compounds, compound 25, 5-(4-hydroxy-3-methoxybenzyl)-3-(4-chloro-phenyl)-1,6-dihydro-6-pyridazinone emerged as a lead compound with good antitubercular activity. Four more compounds, (21, 22, 29 & 33) were significant in their antitubercular action.

  DOI：

  10.4067/s0717-97072011000300013
• 作为产物：
  描述：

  3-(4-甲基苯甲酰)丙酸 、 对甲基苯甲醛 在 乙酸酐 、 三乙胺 作用下， 生成 5-(4-Methylphenyl)-3-[(4-methylphenyl)methylidene]furan-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of some new pyridazinone derivatives

  摘要：

  A series of pyridazinone derivatives (19-34) were synthesized with an aim to synthesize safer anti-inflammatory agents. The compounds were evaluated for their anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation (LPO) actions. The percentage inhibition in edema at different time intervals indicated that compounds 20, 26, 28 and 34 exhibited good anti-inflammatory potential, comparable with that of ibuprofen (85.77%) within a range of 67.48-77.23%. The results illustrate that 5-(4-fluoro-benzyl)-3-(4-chloro-phenyl)-1,6-dihydro-6-pyridazinone (26) and 5-(4-chloro-benzyl)-3-(4-chloro-phenyl)-1,6-dihydro-6-pyridazinone (20) showed best anti-inflammatory activity. Furthermore, activity is more in case of chloro substitution as compared with methyl-substitution. The compounds synthesized were also evaluated for their ulcerogenic and LPO action and showed superior gastrointestinal safety profile along with reduction in LPO as compared with that of the ibuprofen.

  DOI：

  10.3109/14756366.2010.548810