1-[4,5-dihydro-5-(3,4,5-trimethoxyphenyl)-3-(naphth-2-yl)-1H-pyrazol-1-yl]ethanone | 1195950-28-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[4,5-dihydro-5-(3,4,5-trimethoxyphenyl)-3-(naphth-2-yl)-1H-pyrazol-1-yl]ethanone
• 英文别名: 1-acetyl-5-(2-naphthyl)-3-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-pyrazole；1-[5-Naphthalen-2-yl-3-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone；1-[5-naphthalen-2-yl-3-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
• CAS: 1195950-28-7
• 化学式: C₂₄H₂₄N₂O₄
• 分子量: 404.466
• InChiKey: LYRARKYFLVFRGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(3,4,5-trimethoxyphenyl)-1-(2-naphthyl)prop-2-en-1-one 、 溶剂黄146 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以81%的产率得到1-[4,5-dihydro-5-(3,4,5-trimethoxyphenyl)-3-(naphth-2-yl)-1H-pyrazol-1-yl]ethanone
  参考文献：
  名称：

  Synthesis and cytotoxicity study of pyrazoline derivatives of methoxy substituted naphthyl chalcones

  摘要：

  2-乙酰萘与不同的甲氧基取代苯甲醛在10%氢氧化钠溶液的存在下反应，生成功能化的查尔酮。当合成的查尔酮进一步与水合肼在醋酸的存在下反应时，得到N-乙酰吡唑啉。所有合成产物通过FTIR、1H NMR、13C NMR和HRMS等各类谱学数据进行确认。所有合成的化合物均进行了对各种细胞系的细胞毒性筛选。

  DOI：

  10.1007/s11164-012-0718-3

文献信息

• Effect of ring A and ring B substitution on the cytotoxic potential of pyrazole tethered chalcones
  作者：Kunal Nepali、Kanika Kadian、Ritu Ojha、Rajni Dhiman、Atul Garg、Gagandip Singh、Abhishek Buddhiraja、Preet Mohinder Singh Bedi、Kanaya Lal Dhar

  DOI：10.1007/s00044-011-9824-9

  日期：2012.10

  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 .