1-(4-Prop-2-ynoxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one | 1360872-62-3

• 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: 1-(4-Prop-2-ynoxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
• 英文别名: 1-(4-prop-2-ynoxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
• CAS: 1360872-62-3
• 化学式: C₂₁H₂₀O₅
• 分子量: 352.387
• InChiKey: INKATLAYWFMFCZ-UHFFFAOYSA-N

物化性质

• 熔点：
  143 °C
• 沸点：
  528.6±50.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-Prop-2-ynoxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 在 copper(ll) sulfate pentahydrate 、 hydrazine hydrate 、 sodium ascorbate 作用下， 以 乙醇 、 水 为溶剂， 生成 1-[3-(4-{1-[2-(7-chloroquinolin-4-ylamino)ethyl]-1H-[1-3]triazol-4-ylmethoxy}phenyl)-5-(3,4,5-trimethoxy-phenyl)-4,5-dihydropyrazol-1-yl]ethanone
  参考文献：
  名称：

  4-Aminoquinoline-chalcone/- N -acetylpyrazoline conjugates: Synthesis and antiplasmodial evaluation

  摘要：

  1H-1,2,3-triazole linked 4-aminoquinoline-chalcone/-N-acetylpyrazoline conjugates were synthesized and evaluated against cultured chloroquine (CQ) resistant strain. Antiplasmodial activities of the synthesized conjugates revealed dependence of activity on the length of the alkyl chain as well as on the presence of methoxy substituents on ring A/ring B of the chalcone. The most potent and non-cytotoxic conjugate showed comparable antiplasmodial activity with that of CQ with an IC50 value of 53.7 nM. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.07.041
• 作为产物：
  描述：

  对羟基苯乙酮 在 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 1-(4-Prop-2-ynoxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  4-Aminoquinoline-chalcone/- N -acetylpyrazoline conjugates: Synthesis and antiplasmodial evaluation

  摘要：

  1H-1,2,3-triazole linked 4-aminoquinoline-chalcone/-N-acetylpyrazoline conjugates were synthesized and evaluated against cultured chloroquine (CQ) resistant strain. Antiplasmodial activities of the synthesized conjugates revealed dependence of activity on the length of the alkyl chain as well as on the presence of methoxy substituents on ring A/ring B of the chalcone. The most potent and non-cytotoxic conjugate showed comparable antiplasmodial activity with that of CQ with an IC50 value of 53.7 nM. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.07.041

文献信息

• <scp>7‐chloroquinoline‐chalcone</scp> /‐pyrazoline conjugates: Synthesis, <scp>antimycobacterial</scp> and cytotoxic activities
  作者：Sumit Kumar、Anu Saini、Ankush Kumar、Raghu Raj、Vipan Kumar

  DOI：10.1002/jhet.4486

  日期：2022.9

  cones and 7-chloroquinoline-pyrazolines were synthesized using 1,3-dipolar cycloaddition and evaluated for their antimycobacterial and cytotoxic activities. The compound having O-methoxy substituent on ring A and p-methoxy on ring B along with pyrazoline ring exhibited moderate activity and was noncytotoxic.

  使用 1,3-偶极环加成法合成了一系列 1 H -1,2,3-三唑连接的 7-氯喹啉-查耳酮和 7-氯喹啉-吡唑啉，并评估了它们的抗分枝杆菌和细胞毒活性。A环上具有O-甲氧基取代基和B环上对甲氧基以及吡唑啉环具有中等活性且无细胞毒性的化合物。
• Photophysical properties and dye-sensitized solar cell studies on thiadiazole–triazole–chalcone dendrimers
  作者：Perumal Rajakumar、Ayyavu Thirunarayanan、Sebastian Raja、Shanmugam Ganesan、Pichai Maruthamuthu

  DOI：10.1016/j.tetlet.2011.12.098

  日期：2012.2

  Synthesis of charge-separable and hole-transporting dendrimers with chalcone at the periphery, thiadiazole as core and triazole as branching unit has been achieved through 'click' reaction. The dendrimers are used as a charge separator in dye-sensitized solar cells (DSSCs) and exhibit higher open-circuit voltage than the bare film through the suppression of back electron transfer. As the dendrimer generations increases the dimension of the dendrimer also increases, resulting in a stronger association with I-3(-) redox couple and higher open-circuit. (C) 2012 Elsevier Ltd. All rights reserved.
• 4-Aminoquinoline-chalcone/- N -acetylpyrazoline conjugates: Synthesis and antiplasmodial evaluation
  作者：Sumit Kumar、Anu Saini、Jiri Gut、Philip J. Rosenthal、Raghu Raj、Vipan Kumar

  DOI：10.1016/j.ejmech.2017.07.041

  日期：2017.9

  1H-1,2,3-triazole linked 4-aminoquinoline-chalcone/-N-acetylpyrazoline conjugates were synthesized and evaluated against cultured chloroquine (CQ) resistant strain. Antiplasmodial activities of the synthesized conjugates revealed dependence of activity on the length of the alkyl chain as well as on the presence of methoxy substituents on ring A/ring B of the chalcone. The most potent and non-cytotoxic conjugate showed comparable antiplasmodial activity with that of CQ with an IC50 value of 53.7 nM. (C) 2017 Elsevier Masson SAS. All rights reserved.