4-Hydroxy-4-p-tolyl-2-benzyliden-buten-(3)-saeurelacton | 70041-45-1

• 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: 4-Hydroxy-4-p-tolyl-2-benzyliden-buten-(3)-saeurelacton
• 英文别名: 3-Benzylidene-5-(4-methylphenyl)furan-2-one
• CAS: 70041-45-1；81824-95-5
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: CHAKHJKCGWRYNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  4-Hydroxy-4-p-tolyl-2-benzyliden-buten-(3)-saeurelacton 在 一水合肼 作用下， 以 丙醇 为溶剂， 反应 3.0h， 以53%的产率得到4-benzyl-6-p-tolylpyridazin-3(2H)-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
• 作为产物：
  描述：

  3-(4-甲基苯甲酰)丙酸 、 苯甲醛 在 乙酸酐 、 三乙胺 作用下， 生成 4-Hydroxy-4-p-tolyl-2-benzyliden-buten-(3)-saeurelacton
  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

• Organocatalytic asymmetric [3+2] cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 3-alkenyl-5-arylfuran-2(3H)-ones
  作者：Zhen-Hua Wang、Zhi-Jun Wu、Deng-Feng Yue、Wen-Fei Hu、Xiao-Mei Zhang、Xiao-Ying Xu、Wei-Cheng Yuan

  DOI：10.1039/c6cc06367e

  日期：——

  An asymmetric [3+2] cycloaddition reaction ofN-2,2,2-trifluoroethylisatin ketimines and 3-alkenyl-5-arylfuran-2(3H)-ones was developed with 1 mol% thiourea–tertiary amine.

  使用1摩尔％硫脲-三级胺，开发了一种N-2,2,2-三氟乙基异喹啉酮亚胺和3-烯基-5-芳基呋喃-2（3H）-酮的不对称[3+2]环加成反应。
• 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.
• Agnihotri, Kanwaljit; Bowden, Keith, Journal of Chemical Research, Miniprint, 1997, # 8, p. 1929 - 1946
  作者：Agnihotri, Kanwaljit、Bowden, Keith

  DOI：——

  日期：——
• Stereospecific palladium(II)-catalyzed cyclocarbonylation of 3-aryl-1-propynes and iodo arenes or acid chlorides to form (E)-3-arylidenebutenolides
  作者：Yujin Huang、Howard Alper

  DOI：10.1021/jo00014a039

  日期：1991.7

  Iodoarenes react with 3-aryl-1-propynes and carbon monoxide, in the presence of palladium acetate and triphenylphosphine, to form (E)-arylidenebutenolides in 33-88% isolated yields. The same product is formed by substitution of acid chloride for a iodoarene.
• Synthesis of Arylidene Derivatives of 1-Aryl-3H-pyrrol-2-ones
  作者：A. Yu. Egorova、V. V. Nesterova

  DOI：10.1023/b:cohc.0000046688.92309.b0

  日期：2004.8