(2E)-1-(4-methylphenyl)-3-(6-quinolinyl)-2-propen-1-one | 130520-43-3

• 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: (2E)-1-(4-methylphenyl)-3-(6-quinolinyl)-2-propen-1-one
• 英文别名: (E)-1-(4-methylphenyl)-3-quinolin-6-ylprop-2-en-1-one
• CAS: 130520-43-3
• 化学式: C₁₉H₁₅NO
• 分子量: 273.334
• InChiKey: XTHGMMSMWJSJSG-YRNVUSSQSA-N

物化性质

• 沸点：
  474.0±45.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)
• 溶解度：
  1 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E)-1-(4-methylphenyl)-3-(6-quinolinyl)-2-propen-1-one 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到(2E)-1-(4-methylphenyl)-3-(1-oxo-6-quinolinyl)-2-propen-1-one
  参考文献：
  名称：

  Quinolinyl and quinolinyl N-oxide chalcones: Synthesis, antifungal and cytotoxic activities

  摘要：

  A series of new 6-quinolinyl and quinolinyl N-oxide chalcones were efficiently prepared. All chalcones were tested by minimal inhibitory concentration (MIC) against three species of Candida, Cryptococcus gattii and Paracoccidioides brasiliensis. The effect of these compounds was also tested on the survival and growth of the human cancer cell lines UACC-62 (melanoma), MCF-7 (breast), TK-10 (renal) and leukemic cells, Jurkat and HL60. The compounds tested presented strong activity against P. brasiliensis, most importantly compound 4e. C gattii also presented interesting susceptibility for compounds 5b and 5f. The cytotoxic activity showed that compounds 3c and 4e, presented the best activity against MCF-7 and TK-10. For leukemic cells the compounds 4f, 3g, 4g and 5g have shown the best activity. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.019
• 作为产物：
  描述：

  6-甲基喹啉 在 selenium(IV) oxide 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 (2E)-1-(4-methylphenyl)-3-(6-quinolinyl)-2-propen-1-one
  参考文献：
  名称：

  Quinolinyl and quinolinyl N-oxide chalcones: Synthesis, antifungal and cytotoxic activities

  摘要：

  A series of new 6-quinolinyl and quinolinyl N-oxide chalcones were efficiently prepared. All chalcones were tested by minimal inhibitory concentration (MIC) against three species of Candida, Cryptococcus gattii and Paracoccidioides brasiliensis. The effect of these compounds was also tested on the survival and growth of the human cancer cell lines UACC-62 (melanoma), MCF-7 (breast), TK-10 (renal) and leukemic cells, Jurkat and HL60. The compounds tested presented strong activity against P. brasiliensis, most importantly compound 4e. C gattii also presented interesting susceptibility for compounds 5b and 5f. The cytotoxic activity showed that compounds 3c and 4e, presented the best activity against MCF-7 and TK-10. For leukemic cells the compounds 4f, 3g, 4g and 5g have shown the best activity. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.019

文献信息

• Quinolinyl and quinolinyl N-oxide chalcones: Synthesis, antifungal and cytotoxic activities
  作者：Luciana de Carvalho Tavares、Susana Johann、Tânia Maria de Almeida Alves、Juliana Correia Guerra、Elaine Maria de Souza-Fagundes、Patrícia Silva Cisalpino、Adailton J. Bortoluzzi、Giovanni F. Caramori、Rafael de Mattos Piccoli、Hugo T.S. Braibante、Mara E.F. Braibante、Moacir G. Pizzolatti

  DOI：10.1016/j.ejmech.2011.07.019

  日期：2011.9

  A series of new 6-quinolinyl and quinolinyl N-oxide chalcones were efficiently prepared. All chalcones were tested by minimal inhibitory concentration (MIC) against three species of Candida, Cryptococcus gattii and Paracoccidioides brasiliensis. The effect of these compounds was also tested on the survival and growth of the human cancer cell lines UACC-62 (melanoma), MCF-7 (breast), TK-10 (renal) and leukemic cells, Jurkat and HL60. The compounds tested presented strong activity against P. brasiliensis, most importantly compound 4e. C gattii also presented interesting susceptibility for compounds 5b and 5f. The cytotoxic activity showed that compounds 3c and 4e, presented the best activity against MCF-7 and TK-10. For leukemic cells the compounds 4f, 3g, 4g and 5g have shown the best activity. (C) 2011 Elsevier Masson SAS. All rights reserved.