5-(4-chlorobenzyl)-3-(4-methylphenyl)-1,6-dihydro-6-pyridazinone | 1338370-68-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(4-chlorobenzyl)-3-(4-methylphenyl)-1,6-dihydro-6-pyridazinone
• 英文别名: 5-[(4-chlorophenyl)methyl]-3-(4-methylphenyl)-1H-pyridazin-6-one
• CAS: 1338370-68-5
• 化学式: C₁₈H₁₅ClN₂O
• 分子量: 310.783
• InChiKey: FMWAPDXOAXXALT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(4-甲基苯甲酰)丙酸 在 hydrazine hydrate 、 乙酸酐 、 三乙胺 作用下， 以 丙醇 为溶剂， 反应 3.0h， 生成 5-(4-chlorobenzyl)-3-(4-methylphenyl)-1,6-dihydro-6-pyridazinone
  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

文献信息

• SYNTHESIS AND ANTITUBERCULAR ACTIVITY OF PYRIDAZINONE DERIVATIVES
  作者：ASIF HUSAIN、AFTAB AHMAD、ANIL BHANDARI、VEERMA RAM

  DOI：10.4067/s0717-97072011000300013

  日期：——

  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.