1-Phenyl-3-(4-piperidin-1-ylphenyl)prop-2-en-1-one | 865273-60-5

• 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: 1-Phenyl-3-(4-piperidin-1-ylphenyl)prop-2-en-1-one
• CAS: 865273-60-5
• 化学式: C₂₀H₂₁NO
• 分子量: 291.393
• InChiKey: QINQQXZTPSHRES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 在 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 1-Phenyl-3-(4-piperidin-1-ylphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and evaluation of p-N,N-dialkyl substituted chalcones as anti-cancer agents

  摘要：

  Several new N,N-dialkyl substituted chalcones (chalconoids or benzylideneacetophenones) have been synthesized via the condensation of corresponding N,N-dialkylbenzaldehyde with various aryl methyl ketones. All the chalcones have been synthesized from readily available and cheap starting materials under environmentally benign conditions in very high yields without work up and column chromatographic purification. Synthesized compounds have been tested for their biological activity against pathogenic microorganisms such as Escherichia coli, Bacillus subtilis, and Mycobacterium smegmatis. Anti-cancer activity of these compounds has also been tested against multiple myeloma (RPMI-8226) and human mammary adenocarcinoma (MCF-7) cell lines. The most hydrophilic molecules 23 and 24 showed very good anti-cancer activity against MCF-7 cell lines at low micro-molar concentrations. All the compounds have also been evaluated for their activity against Beta-secretase 1 enzyme. One of the synthesized compounds showed Beta-secretase 1 enzyme inhibition activity at micro-molar concentration.

  DOI：

  10.1007/s00044-013-0469-8

文献信息

• Synthesis and evaluation of p-N,N-dialkyl substituted chalcones as anti-cancer agents
  作者：Grady Nelson、Mohammad A. Alam、Tyler Atkinson、Shirisha Gurrapu、J. Sravan Kumar、Chris Bicknese、Joseph L. Johnson、Michael Williams

  DOI：10.1007/s00044-013-0469-8

  日期：2013.10

  Several new N,N-dialkyl substituted chalcones (chalconoids or benzylideneacetophenones) have been synthesized via the condensation of corresponding N,N-dialkylbenzaldehyde with various aryl methyl ketones. All the chalcones have been synthesized from readily available and cheap starting materials under environmentally benign conditions in very high yields without work up and column chromatographic purification. Synthesized compounds have been tested for their biological activity against pathogenic microorganisms such as Escherichia coli, Bacillus subtilis, and Mycobacterium smegmatis. Anti-cancer activity of these compounds has also been tested against multiple myeloma (RPMI-8226) and human mammary adenocarcinoma (MCF-7) cell lines. The most hydrophilic molecules 23 and 24 showed very good anti-cancer activity against MCF-7 cell lines at low micro-molar concentrations. All the compounds have also been evaluated for their activity against Beta-secretase 1 enzyme. One of the synthesized compounds showed Beta-secretase 1 enzyme inhibition activity at micro-molar concentration.