3-(3, 4-dimethoxy phenyl)-1-(2-naphthyl) prop-2-en-1-one

• 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: 3-(3, 4-dimethoxy phenyl)-1-(2-naphthyl) prop-2-en-1-one
• 英文别名: 3-(3,4-Dimethoxyphenyl)-1-naphthalen-2-ylprop-2-en-1-one
• 化学式: C₂₁H₁₈O₃
• 分子量: 318.372
• InChiKey: AFNIVURAVSNOAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 3-(3, 4-dimethoxy phenyl)-1-(2-naphthyl) prop-2-en-1-one 在 一水合肼 作用下， 反应 3.0h， 生成 1-[4,5-dihydro-5-(3,4-dimethoxyphenyl)-3-(naphth-2-yl)-1H-pyrazol-1-yl]ethanone
  参考文献：
  名称：

  Effect of ring A and ring B substitution on the cytotoxic potential of pyrazole tethered chalcones

  摘要：

  Chalcone is an aromatic ketone that forms the central core for a variety of important biological compounds, which are collectively known as chalcones. The cytotoxic potential of chalcones which consists of C-6-C-3-C-6 units gets enhanced by the incorporation of pyrazole ring as proved by our earlier studies. Thus in the present work, pyrazoles of chalcones with ring A substituted by furan, naphthalene and variety of substituted phenyl rings has been prepared and evaluated for in vitro cytotoxic activity against PC-3, OVCAR, IMR-32, HEP-2 human cancer cell lines.All the synthesized compounds were evaluated for in vitro cytotoxicity against PC-3, OVCAR, IMR-32, HEP-2 human cancer cell lines. Compound 68 was found to be the most potent showing broad spectrum of cytotoxicity against all the cell lines .

  DOI：

  10.1007/s00044-011-9824-9
• 作为产物：
  描述：

  3,4-二甲氧基苯甲醛 、 2-萘乙酮 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 15.0h， 生成 3-(3, 4-dimethoxy phenyl)-1-(2-naphthyl) prop-2-en-1-one
  参考文献：
  名称：

  Effect of ring A and ring B substitution on the cytotoxic potential of pyrazole tethered chalcones

  摘要：

  Chalcone is an aromatic ketone that forms the central core for a variety of important biological compounds, which are collectively known as chalcones. The cytotoxic potential of chalcones which consists of C-6-C-3-C-6 units gets enhanced by the incorporation of pyrazole ring as proved by our earlier studies. Thus in the present work, pyrazoles of chalcones with ring A substituted by furan, naphthalene and variety of substituted phenyl rings has been prepared and evaluated for in vitro cytotoxic activity against PC-3, OVCAR, IMR-32, HEP-2 human cancer cell lines.All the synthesized compounds were evaluated for in vitro cytotoxicity against PC-3, OVCAR, IMR-32, HEP-2 human cancer cell lines. Compound 68 was found to be the most potent showing broad spectrum of cytotoxicity against all the cell lines .

  DOI：

  10.1007/s00044-011-9824-9

文献信息

• Michael-Michael Aldol Reaction of Chalcones with Cyanoacetylurea and Cyanoacetylpiperidine
  作者：Hani D. Tabba、Nidal M. Yousef、Mohammad M. Al-Arab

  DOI：10.1135/cccc19950594

  日期：——

  Several highly substituted cyclohexane derivatives were synthesized by the one-pot condensation of chalcones and cyanoacetylurea (2 : 1) using sodium alkoxide in anhydrous alcohol at room temperature. The structure of the reaction products was established by infrared, ¹H and ¹³C NMR spectroscopy as well as by their elemental analysis. Single crystal X-ray crystallography shows the presence of the cyclohexane moiety.

  通过使用钠烷氧基在无水醇中室温下，将香豆素和氰乙酰脲（2：1）一锅法缩合合成了几种高度取代的环己烷衍生物。通过红外、¹H和¹³C核磁共振光谱以及元素分析，确定了反应产物的结构。单晶X射线衍射显示了环己烷基团的存在。