2'-benzenesulphonamido-4-methoxychalcone | 144221-12-5

• 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: 2'-benzenesulphonamido-4-methoxychalcone
• 英文别名: (E)-3-(4-methoxyphenyl)-1-(2-(phenylsulfonylamine)phenyl)prop-2-en-1-one；N-{2-[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]phenyl}benzenesulfonamide；N-[2-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]phenyl]benzenesulfonamide
• CAS: 144221-12-5
• 化学式: C₂₂H₁₉NO₄S
• 分子量: 393.463
• InChiKey: WINBTGRDSOTFPI-DTQAZKPQSA-N

物化性质

• 沸点：
  597.8±60.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  72.47
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2'-benzenesulphonamido-4-methoxychalcone 在 溴 作用下， 以 四氯化碳 为溶剂， 反应 4.0h， 以5.05 g的产率得到N-{2-[2,3-Dibromo-3-(4-methoxy-phenyl)-propionyl]-phenyl}-benzenesulfonamide
  参考文献：
  名称：

  Chalcone derivatives as precursors of 1,2,3,4-tetrahydro-4-quinolones

  摘要：

  DOI：

  10.1016/s0040-4020(01)81369-7
• 作为产物：
  描述：

  N-{2-[2,3-Dibromo-3-(4-methoxy-phenyl)-propionyl]-phenyl}-benzenesulfonamide 在 吡啶 、 氢氧化钾 、 sodium hydroxide 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 2'-benzenesulphonamido-4-methoxychalcone
  参考文献：
  名称：

  Chalcone derivatives as precursors of 1,2,3,4-tetrahydro-4-quinolones

  摘要：

  DOI：

  10.1016/s0040-4020(01)81369-7

文献信息

• Synthesis, Characterization and Evaluation of in vitro Antitumor Activities of Novel Chalcone-Quinolinone Hybrid Compounds
  作者：Giulio d’Oliveira、Andrea Moura、Manoel de Moraes、Caridad Perez、Luciano Lião

  DOI：10.21577/0103-5053.20180108

  日期：——

  Chalcone-quinolinone hybrid compounds, as well as the synthesis of such compounds, have few reports in the literature. Such compounds may be quite useful in therapeutics, since various biological activities are reported for both chalcones and quinolinones. In the present work, several novel chalcone-quinolinone compounds have been synthesized. The reaction conditions developed allowed to obtain the compounds in a single step of synthesis from the chalcones. The products precipitated pure and were isolated by filtration. The yields of such reactions, from 45 to 94%, were promising. The product structures were confirmed by nuclear magnetic resonance (NMR) and electrospray ionization mass spectrometry (ESI-MS) techniques. Their antitumor activities were evaluated in HCT-116 (colon) cell lines by the 3-(4,5-dimethyl-2-thiazole)-2,5-diphenyl-2-H-tetrazolium bromide (MTT) test. The half maximal inhibitory concentration (IC50) values obtained for the most active chalcones were between 2.9 and 7.5 and for active quinolinone was 19.3 mg L-1. The antitumor activities results suggest that the class of compounds studied has potential for use in cancer research.