(2E)-1-phenyl-3-(6-quinolinyl)-2-propen-1-one | 130520-42-2

• 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-phenyl-3-(6-quinolinyl)-2-propen-1-one
• 英文别名: 3t-[6]quinolyl-1-phenyl-propenone；3t-[6]Chinolyl-1-phenyl-propenon；(E)-1-phenyl-3-quinolin-6-ylprop-2-en-1-one
• CAS: 130520-42-2
• 化学式: C₁₈H₁₃NO
• 分子量: 259.307
• InChiKey: TUKWQOGFFWSECY-PKNBQFBNSA-N

物化性质

• 熔点：
  145-146 °C(Solvent: Dichloromethane ; Diisopropyl ether)
• 沸点：
  451.3±37.0 °C(Predicted)
• 密度：
  1.194±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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-phenyl-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65%的产率得到(2E)-3-(1-oxo-6-quinolinyl)-1-phenyl-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-phenyl-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

• Lugowkin, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 1007,1009; engl. Ausg. S. 980
  作者：Lugowkin

  DOI：——

  日期：——
• Redoxindicators
  申请人：Roche Diagnostics Operations, Inc.

  公开号：US20170191990A1

  公开（公告）日：2017-07-06

  The present invention relates to a chemical compound or a salt or solvate thereof being a phenazine-, phenanthridine-, phenanthroline-, quinoline-, quinoxaline-, acridine- isoquinoline-, pyrazine- or pyridine-derivative comprising a conjugated π-system and a π-acceptor group, and to uses thereof. The present invention further relates to a chemistry matrix and to a test element comprising the chemical compound of the present invention. The present invention also relates to a method of determining the amount of an analyte in a test sample, comprising contacting said test sample with a chemical compound, with a chemistry matrix, or with a test element of the invention and estimating the amount of redox equivalents liberated or consumed by the chemical compound, by the chemical compound comprised in said chemistry matrix, or by the chemical compound comprised in said test element, in the presence of said test sample, thereby determining the amount of an analyte in said test sample. Moreover, the present invention relates to a system comprising a test element according to the present invention and a device comprising a sensor for measuring the amount of redox equivalents liberated or consumed.
• 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.