2-Propen-1-one, 3-(9-anthracenyl)-1-[4-(dimethylamino)phenyl]- | 53914-64-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-Propen-1-one, 3-(9-anthracenyl)-1-[4-(dimethylamino)phenyl]-
• 英文别名: 3-anthracen-9-yl-1-[4-(dimethylamino)phenyl]prop-2-en-1-one
• CAS: 53914-64-0
• 化学式: C₂₅H₂₁NO
• 分子量: 351.448
• InChiKey: AVKPMTKZDSBZPE-UHFFFAOYSA-N

物化性质

• 沸点：
  582.5±50.0 °C(Predicted)
• 密度：
  1.187±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Propen-1-one, 3-(9-anthracenyl)-1-[4-(dimethylamino)phenyl]- 、 4-磺酰胺基苯肼盐酸盐 以 乙醇 为溶剂， 以53%的产率得到4-[5-(anthracen-9-yl)-3-(4-dimethylaminophenyl)-4,5-dihydro-pyrazol-1-yl]benzenesulfonamide
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of celecoxib like compounds

  摘要：

  Nine novel 4-[3-(4-Dimethylamino-phenyl)-5-aryl-4,5-dihydro-pyrazol-1-yl]-benzenesulfonamides (2a-i) were synthesized and evaluated for their anti-inflammatory and antiproliferative activities. These compounds (2a-i) showed moderate to strong anti-inflammatory activity in carrageenan rat paw oedema test. Compounds 2b, 2d and 2g showing comparable anti-inflammatory activity to that of reference drug celecoxib were evaluated for their ulcerogenic and analgesic activities. The effect of 2b, 2d and 2g on the content of NO, TNF-alpha and PGE(2) in exudates from rat paw stimulated by carrageenan was also evaluated. The compound 2c showed considerable antitumor activities against all 60 human tumor cell lines with effective GI(50) (MG-MID) value of 3.63 mu M. It exhibited maximum activity against melanoma (LOX IMVI and SK-MEL-5) cancer cell lines with GI(50) value less than 2 mu M.

  DOI：

  10.3109/14756366.2012.710847
• 作为产物：
  描述：

  二甲氨基苯乙酮 、 9-蒽甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 Petroleum ether 为溶剂， 反应 12.0h， 生成 2-Propen-1-one, 3-(9-anthracenyl)-1-[4-(dimethylamino)phenyl]-
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of celecoxib like compounds

  摘要：

  Nine novel 4-[3-(4-Dimethylamino-phenyl)-5-aryl-4,5-dihydro-pyrazol-1-yl]-benzenesulfonamides (2a-i) were synthesized and evaluated for their anti-inflammatory and antiproliferative activities. These compounds (2a-i) showed moderate to strong anti-inflammatory activity in carrageenan rat paw oedema test. Compounds 2b, 2d and 2g showing comparable anti-inflammatory activity to that of reference drug celecoxib were evaluated for their ulcerogenic and analgesic activities. The effect of 2b, 2d and 2g on the content of NO, TNF-alpha and PGE(2) in exudates from rat paw stimulated by carrageenan was also evaluated. The compound 2c showed considerable antitumor activities against all 60 human tumor cell lines with effective GI(50) (MG-MID) value of 3.63 mu M. It exhibited maximum activity against melanoma (LOX IMVI and SK-MEL-5) cancer cell lines with GI(50) value less than 2 mu M.

  DOI：

  10.3109/14756366.2012.710847