(E)-3-(2-chloro-6,7-dimethoxyquinolin-3-yl)-1-phenylprop-2-en-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (E)-3-(2-chloro-6,7-dimethoxyquinolin-3-yl)-1-phenylprop-2-en-1-one
• 化学式: C₂₀H₁₆ClNO₃
• 分子量: 353.805
• InChiKey: VYUUJUPFSNIBEF-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 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：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯-6,7-二甲氧基-3-喹啉甲醛 、 苯乙酮 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以67%的产率得到(E)-3-(2-chloro-6,7-dimethoxyquinolin-3-yl)-1-phenylprop-2-en-1-one
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of chalcone derivatives

  摘要：

  Chalcones and their derivatives were synthesized and evaluated for their anti-inflammatory activity. In vitro, chalcones 2, 4, 8, 10 and 13 inhibited degranulation and 5-lipoxygenase in human neutrophils, whereas 11 behaved as scavenger of superoxide. Only four compounds (4-7) inhibited cyclo-oxygenase-2 activity. The majority of these samples showed anti-inflammatory effects in the mouse air pouch model. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00179-6

文献信息

• Synthesis and anti-inflammatory activity of chalcone derivatives
  作者：Felipe Herencia、M.Luisa Ferrándiz、Amalia Ubeda、JoséN. Domínguez、Jaime E. Charris、Gricela M. Lobo、M.José Alcaraz

  DOI：10.1016/s0960-894x(98)00179-6

  日期：1998.5

  Chalcones and their derivatives were synthesized and evaluated for their anti-inflammatory activity. In vitro, chalcones 2, 4, 8, 10 and 13 inhibited degranulation and 5-lipoxygenase in human neutrophils, whereas 11 behaved as scavenger of superoxide. Only four compounds (4-7) inhibited cyclo-oxygenase-2 activity. The majority of these samples showed anti-inflammatory effects in the mouse air pouch model. (C) 1998 Elsevier Science Ltd. All rights reserved.
• In vitro antifungal evaluation and structure–activity relationships of a new series of chalcone derivatives and synthetic analogues, with inhibitory properties against polymers of the fungal cell wall
  作者：Silvia N López、Marı́a V Castelli、Susana A Zacchino、José N Domı́nguez、Gricela Lobo、Jaime Charris-Charris、Juan C.G Cortés、Juan C Ribas、Cristina Devia、Ana M Rodrı́guez、Ricardo D Enriz

  DOI：10.1016/s0968-0896(01)00116-x

  日期：2001.8

  Here we report the synthesis, in vitro antifungal evaluation and SAR study of 41 chalcones and analogues. In addition, all active structures were tested for their capacity of inhibiting Saccharomyces cerevisiae beta (1,3)-glucan synthase and chitin synthase, enzymes that catalyze the synthesis of the major polymers of the fungal cell wall. (C) 2001 Elsevier Science Ltd. All rights reserved.