[2-Hydroxy-4,6-dimethoxy-3-(2-methylpyrazol-3-yl)phenyl]-[3-(trifluoromethyl)phenyl]methanone | 1421615-03-3

• 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: [2-Hydroxy-4,6-dimethoxy-3-(2-methylpyrazol-3-yl)phenyl]-[3-(trifluoromethyl)phenyl]methanone
• 英文别名: [2-hydroxy-4,6-dimethoxy-3-(2-methylpyrazol-3-yl)phenyl]-[3-(trifluoromethyl)phenyl]methanone
• CAS: 1421615-03-3
• 化学式: C₂₀H₁₇F₃N₂O₄
• 分子量: 406.361
• InChiKey: KKOKZHNEMRAUJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-羟基-4,6-二甲氧基苯乙酮 在 aluminum (III) chloride 、 sodium hydride 、 potassium carbonate 、 一水合肼 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 、 mineral oil 为溶剂， 反应 13.92h， 生成 [2-Hydroxy-4,6-dimethoxy-3-(2-methylpyrazol-3-yl)phenyl]-[3-(trifluoromethyl)phenyl]methanone
  参考文献：
  名称：

  Design, synthesis, characterization and biological evaluation of novel pyrazole integrated benzophenones

  摘要：

  A series of novel pyrazole integrated benzophenones (9a-j) have been designed, synthesized from 1-methyl-5-(2,4,6-trimethoxy-phenyl)-1H-pyrazole 6. The structures of the regioisomers 6 and 7 were determined by 2D H-1-H-1 COSY, H-1-C-13 HSQC and H-1-C-13 HMBC experiments. The newly synthesized compounds (9a-j) were evaluated for in vivo anti-inflammatory activity by carrageenan paw edema in rats and in vitro COX-1/COX-2 inhibition and antioxidant potential. Among the synthesized compounds, compounds 9b, 9d and 9f, were found to be active anti-inflammatory agents in addition to having potent antioxidant activity. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.031

文献信息

• Design, synthesis, characterization and biological evaluation of novel pyrazole integrated benzophenones
  作者：Babasaheb P. Bandgar、Hemant V. Chavan、Laxman K. Adsul、Vishnu N. Thakare、Sadanand N. Shringare、Rafik Shaikh、Rajesh N. Gacche

  DOI：10.1016/j.bmcl.2012.10.031

  日期：2013.2

  A series of novel pyrazole integrated benzophenones (9a-j) have been designed, synthesized from 1-methyl-5-(2,4,6-trimethoxy-phenyl)-1H-pyrazole 6. The structures of the regioisomers 6 and 7 were determined by 2D H-1-H-1 COSY, H-1-C-13 HSQC and H-1-C-13 HMBC experiments. The newly synthesized compounds (9a-j) were evaluated for in vivo anti-inflammatory activity by carrageenan paw edema in rats and in vitro COX-1/COX-2 inhibition and antioxidant potential. Among the synthesized compounds, compounds 9b, 9d and 9f, were found to be active anti-inflammatory agents in addition to having potent antioxidant activity. (c) 2012 Elsevier Ltd. All rights reserved.