3-[(4-Hydroxy-3-methoxyphenyl)methylidene]-5-(4-methylphenyl)furan-2-one | 84023-81-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-[(4-Hydroxy-3-methoxyphenyl)methylidene]-5-(4-methylphenyl)furan-2-one
• CAS: 84023-81-4
• 化学式: C₁₉H₁₆O₄
• 分子量: 308.334
• InChiKey: GIEVMQKNZSOHBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[(4-Hydroxy-3-methoxyphenyl)methylidene]-5-(4-methylphenyl)furan-2-one 在 一水合肼 作用下， 以 丙醇 为溶剂， 反应 3.0h， 以51%的产率得到5-(4-hydroxy-3-methoxy-benzyl)-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：

  甲苯 生成 3-[(4-Hydroxy-3-methoxyphenyl)methylidene]-5-(4-methylphenyl)furan-2-one
  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

文献信息

• Reaction of 3-Arylmethylidene-3H-furan-2-ones with 3-Amino-1,2,4-triazole as a Convenient Technique to Synthesize Condensed Diazepinones
  作者：T. V. Anis'kova、V. V. Chadina、A. Y. Yegorova

  DOI：10.1080/00397911.2010.502989

  日期：2011.8

  Abstract The interaction of the arylmethylidene derivatives of 3H-furan-2-ones with 3-amino-1,2,4-triazole was studied. The structure of the final products depends on reaction conditions and reagent ratio.

  摘要 研究了3H-呋喃-2-酮的芳基亚甲基衍生物与3-氨基-1,2,4-三唑的相互作用。最终产物的结构取决于反应条件和试剂比例。
• Synthesis and biological evaluation of some new pyridazinone derivatives
  作者：Asif Husain、Sushma Drabu、Nitin Kumar、M. Mumtaz Alam、Aftab Ahmad

  DOI：10.3109/14756366.2010.548810

  日期：2011.10.1

  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.