1-(4-methoxy-phenyl)-3-(3-prop-2-ynyloxy-phenyl)-propenone | 1227420-45-2

• 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: 1-(4-methoxy-phenyl)-3-(3-prop-2-ynyloxy-phenyl)-propenone
• 英文别名: 1-(4-methoxyphenyl)-3-(3-prop-2-ynoxyphenyl)prop-2-en-1-one
• CAS: 1227420-45-2
• 化学式: C₁₉H₁₆O₃
• 分子量: 292.334
• InChiKey: KUPJHOYKYOOGRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(4-methoxy-phenyl)-3-(3-prop-2-ynyloxy-phenyl)-propenone 在 溴化三(三苯基磷)铜 、 三乙胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 9.0h， 生成 3-(3-(-(1-(3-(triethoxysilyl)propyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Fabrication of silicon embedded isomeric chalcone linkers using [CuBr(PPh3)3]

  摘要：

  The positional isomeric units of substituted chalcones were synthesized using [CuBr(PPh3)(3)] as source of catalyst. The alkynes (1a-9a) were fabricated with azides resulting into triazole moiety containing triethoxysilane substituents (1b-9b) which were further converted into silatranes 1c-9c. The synthesized compounds were confirmed by spectroscopic analytical studies like NMR (1H, 13C), IR, mass recognition studies confirm the silatrane product formation. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.10.001
• 作为产物：
  描述：

  间羟基苯甲醛 在 盐酸 、 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.83h， 生成 1-(4-methoxy-phenyl)-3-(3-prop-2-ynyloxy-phenyl)-propenone
  参考文献：
  名称：

  Fabrication of silicon embedded isomeric chalcone linkers using [CuBr(PPh3)3]

  摘要：

  The positional isomeric units of substituted chalcones were synthesized using [CuBr(PPh3)(3)] as source of catalyst. The alkynes (1a-9a) were fabricated with azides resulting into triazole moiety containing triethoxysilane substituents (1b-9b) which were further converted into silatranes 1c-9c. The synthesized compounds were confirmed by spectroscopic analytical studies like NMR (1H, 13C), IR, mass recognition studies confirm the silatrane product formation. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.10.001

文献信息

• Synthesis, antimalarial and antitubercular activity of acetylenic chalcones
  作者：Renate H. Hans、Eric M. Guantai、Carmen Lategan、Peter J. Smith、Baojie Wan、Scott G. Franzblau、Jiri Gut、Philip J. Rosenthal、Kelly Chibale

  DOI：10.1016/j.bmcl.2009.12.062

  日期：2010.2

  A series of acetylenic chalcones were evaluated for antimalarial and antitubercular activity. The antimalarial data for this series suggests that growth inhibition of the W2 strain of Plasmodium falciparum can be imparted by the introduction of a methoxy group ortho to the acetylenic group. Most compounds were more active against non-replicating than replicating cultures of Mycobacterium tuberculosis

  评估了一系列炔属查耳酮的抗疟和抗结核活性。该系列的抗疟数据表明，恶性疟原虫W2菌株的生长抑制可通过在炔基上邻位引入甲氧基来实现。与结核分枝杆菌H 37 Rv的复制培养相比，大多数化合物对非复制的活性更高，这对现有的抗结核病药物而言是不同寻常的模式。
• Fabrication of silicon embedded isomeric chalcone linkers using [CuBr(PPh3)3]
  作者：Gurjaspreet Singh、Jasbhinder Singh、Gurpreet Kaur、Jandeep Singh

  DOI：10.1016/j.poly.2016.10.001

  日期：2017.3

  The positional isomeric units of substituted chalcones were synthesized using [CuBr(PPh3)(3)] as source of catalyst. The alkynes (1a-9a) were fabricated with azides resulting into triazole moiety containing triethoxysilane substituents (1b-9b) which were further converted into silatranes 1c-9c. The synthesized compounds were confirmed by spectroscopic analytical studies like NMR (1H, 13C), IR, mass recognition studies confirm the silatrane product formation. (C) 2016 Elsevier Ltd. All rights reserved.