(E)-3-(4-morpholinophenyl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one | 127034-14-4

• 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: (E)-3-(4-morpholinophenyl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
• 英文别名: (E)-3-(4-morpholin-4-ylphenyl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
• CAS: 127034-14-4
• 化学式: C₂₂H₂₅NO₅
• 分子量: 383.444
• InChiKey: KFOCCEOCNSLQPA-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3',4',5'-三甲氧基苯乙酮 在 sodium hydroxide 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 (E)-3-(4-morpholinophenyl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Chalcones: a new class of antimitotic agents

  摘要：

  A series of chalcones was evaluated as antimitotic agents. One of these, (E)-1-(2,5-dimethoxyphenyl)-3-[4-(dimethylamino)phenyl]-2-methyl-2-pr open- 1-one) (73), was found to be an effective antimitotic agent at a concentration of 4 nM in an in vitro HeLa cell test system. When evaluated in experimental tumor models in vivo, this compound exhibited antitumor activity against L1210 leukemia and B16 melanoma.

  DOI：

  10.1021/jm00169a021

文献信息

• Ultrasound-assisted synthesis of novel chalcone, heterochalcone and bis-chalcone derivatives and the evaluation of their antioxidant properties and as acetylcholinesterase inhibitors
  作者：Efraín Polo、Nicol Ibarra-Arellano、Luis Prent-Peñaloza、Alejandro Morales-Bayuelo、José Henao、Antonio Galdámez、Margarita Gutiérrez

  DOI：10.1016/j.bioorg.2019.103034

  日期：2019.9

  The chalcone and bis-chalcone derivatives have been synthesized under sonication conditions via Claisen-Schmidt condensation with KOH in ethanol at room temperature (20-89%). The structures were established on the basis of NMR, IR, Single-crystal XRD, and MS. The best compound 3u had inhibitory activity (IC50 = 7.50 µM). The synthesis, the antioxidative properties, chemical reactivity descriptors supported

  查尔酮和双查尔酮衍生物是在超声条件下，通过Claisen-Schmidt与KOH在乙醇中于室温下缩合（20-89％）合成的。基于NMR，IR，单晶XRD和MS建立结构。最好的化合物3u具有抑制活性（IC50 = 7.50 µM）。通过分子对接吗啉-查耳酮和喹啉-查耳酮预测了合成，抗氧化性能，密度泛函理论（DFT）支持的化学反应性描述子，乙酰胆碱酯酶（AChE）抑制及其潜在的结合模式和亲和力。还报道了一系列的双查耳酮。化合物3u的分子对接和酶动力学研究表明，它同时与AChE的催化活性位点（CAS）和外围阴离子位点（PAS）结合。
• EDWARDS, MICHAEL L.;STEMERICK, DAVID M.;SUNKARA, PRASAD S., J. MED. CHEM., 33,(1990) N, C. 1948-1954
  作者：EDWARDS, MICHAEL L.、STEMERICK, DAVID M.、SUNKARA, PRASAD S.

  DOI：——

  日期：——
• Chalcones: a new class of antimitotic agents
  作者：Michael L. Edwards、David M. Stemerick、Prasad S. Sunkara

  DOI：10.1021/jm00169a021

  日期：1990.7

  A series of chalcones was evaluated as antimitotic agents. One of these, (E)-1-(2,5-dimethoxyphenyl)-3-[4-(dimethylamino)phenyl]-2-methyl-2-pr open- 1-one) (73), was found to be an effective antimitotic agent at a concentration of 4 nM in an in vitro HeLa cell test system. When evaluated in experimental tumor models in vivo, this compound exhibited antitumor activity against L1210 leukemia and B16 melanoma.