(E)-3-(2-chloro-6,7-dimethoxy-3-quinolyl)-1-(2,5-dimethoxyphenyl)prop-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-dimethoxy-3-quinolyl)-1-(2,5-dimethoxyphenyl)prop-2-en-1-one
• 英文别名: (E)-3-(2-chloro-6,7-dimethoxyquinolin-3-yl)-1-(2,5-dimethoxyphenyl)prop-2-en-1-one
• 化学式: C₂₂H₂₀ClNO₅
• 分子量: 413.858
• InChiKey: GCYVJWGYCOEIAQ-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氯-6,7-二甲氧基-3-喹啉甲醛 、 2,5-二甲氧基苯乙酮 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以90%的产率得到(E)-3-(2-chloro-6,7-dimethoxy-3-quinolyl)-1-(2,5-dimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis of quinolinyl chalcones and evaluation of their antimalarial activity

  摘要：

  Quinolinyl chalcones were synthesized and evaluated for their inhibition of the Plasmodium falciparum cystein protease falcipain and their activity against cultured P. falciparum parasites. They were also tested for in vivo efficacy in a rodent P. berghei model. Their activity against falcipain and as antimalarials was moderate, but antimalarial activity was probably not due to the inhibition of falcipain and may follow a different mechanism. 1-(2,4-Dichlorophenyl)-3-[3-(2-chloro-6,7-dimethoxiquinolinyl)]-2-propen-1-one 3j was the most promising compound among those here reported (IC50 19.0 muM). (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01245-4

文献信息

• 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.
• Synthesis of quinolinyl chalcones and evaluation of their antimalarial activity
  作者：J Domínguez

  DOI：10.1016/s0223-5234(01)01245-4

  日期：2001.6

  Quinolinyl chalcones were synthesized and evaluated for their inhibition of the Plasmodium falciparum cystein protease falcipain and their activity against cultured P. falciparum parasites. They were also tested for in vivo efficacy in a rodent P. berghei model. Their activity against falcipain and as antimalarials was moderate, but antimalarial activity was probably not due to the inhibition of falcipain and may follow a different mechanism. 1-(2,4-Dichlorophenyl)-3-[3-(2-chloro-6,7-dimethoxiquinolinyl)]-2-propen-1-one 3j was the most promising compound among those here reported (IC50 19.0 muM). (C) 2001 Editions scientifiques et medicales Elsevier SAS.