4-benzyl-6-p-tolylpyridazin-3(2H)-one | 66122-43-8

• 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: 4-benzyl-6-p-tolylpyridazin-3(2H)-one
• 英文别名: 5-benzyl-3-(4-methylphenyl)-1,6-dihydro-6-pyridazinone；4-benzyl-6-p-tolyl-2H-pyridazin-3-one；4-benzyl-6-(4-methylphenyl)-3(2H)-pyridazinone；5-benzyl-3-(4-methylphenyl)-1H-pyridazin-6-one
• CAS: 66122-43-8
• 化学式: C₁₈H₁₆N₂O
• 分子量: 276.338
• InChiKey: MNKMJKIMSHZRIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 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

• 作为反应物：
  描述：

  4-benzyl-6-p-tolylpyridazin-3(2H)-one 在 sodium hydroxide 、 sodium dichromate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 13.0h， 生成 3-(5-Benzoyl-6-oxo-3-p-tolyl-6H-pyridazin-1-yl)-propionitrile
  参考文献：
  名称：

  Mustafa, O. E. A.; Derbala, H. A. Y.; Emara, S. A., Egyptian Journal of Chemistry, 1998, vol. 41, # 1-6, p. 175 - 186

  摘要：

  DOI：
• 作为产物：
  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

文献信息

• 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.
• Ismail, M. Fekry; Kaddah, A. M.; Elkafrawy, A. F., Journal fur praktische Chemie (Leipzig 1954), 1988, vol. 330, # 3, p. 415 - 420
  作者：Ismail, M. Fekry、Kaddah, A. M.、Elkafrawy, A. F.、Sayed, Fekria S.、El-Sawy, O. M.

  DOI：——

  日期：——
• Ismail, M. Fekry; Mustafa; Emara, Synthetic Communications, 1998, vol. 28, # 19, p. 3609 - 3618
  作者：Ismail, M. Fekry、Mustafa、Emara、Derbala、Sallam

  DOI：——

  日期：——
• MASERY, ABDEL MONEIM EL;AMER, ADEL, HETEROCYCLES, 29,(1989) N0, C. 1907-1914
  作者：MASERY, ABDEL MONEIM EL、AMER, ADEL

  DOI：——

  日期：——
• EWEISS, N. F.;HUSSAIN, S. G., J. UNIV. KUWAIT (SCI.), 1981, 8, 185-193
  作者：EWEISS, N. F.、HUSSAIN, S. G.

  DOI：——

  日期：——