3-(2-methoxyphenyl)-1-(coumarin-3-yl)prop-2-en-1-one | 177901-83-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(2-methoxyphenyl)-1-(coumarin-3-yl)prop-2-en-1-one
• 英文别名: 3-[3-(2-methoxyphenyl)prop-2-enoyl]chromen-2-one
• CAS: 177901-83-6
• 化学式: C₁₉H₁₄O₄
• 分子量: 306.318
• InChiKey: ULAVNVXCAJAGHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  56.51
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(2-methoxyphenyl)-1-(coumarin-3-yl)prop-2-en-1-one 、 2-肼基苯并噻唑 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以84%的产率得到1-benzothiazolyl-3-(3-coumarinyl)-5-(2-methoxyphenyl)-2-pyrazoline
  参考文献：
  名称：

  Liu, Manman; Liu, Qian; Zhang, Jian, Journal of the Chemical Society of Pakistan, 2016, vol. 38, # 2, p. 301 - 306

  摘要：

  DOI：
• 作为产物：
  描述：

  水杨醛 在 哌啶 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 5.5h， 生成 3-(2-methoxyphenyl)-1-(coumarin-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  Liu, Manman; Liu, Qian; Zhang, Jian, Journal of the Chemical Society of Pakistan, 2016, vol. 38, # 2, p. 301 - 306

  摘要：

  DOI：

文献信息

• Microwave-assisted synthesis of new fluorinated coumarin–pyrimidine hybrids as potent anticancer agents, their DNA cleavage and X-ray crystal studies
  作者：Kallappa. M. Hosamani、Dinesh S. Reddy、Hirihalli. C. Devarajegowda

  DOI：10.1039/c4ra12222d

  日期：——

  Rapid and high yielding synthesis of new fluorinated coumarin–pyrimidine hybrids and their application as potent anticancer agents is described.

  快速高产量合成新的氟化香豆素-嘧啶杂化物，并将其应用作强效抗癌剂。
• Analgesic study of novel pyrimidine derivatives linked with coumarin moiety
  作者：Jitendra Kumar Gupta、Pramod K. Sharma、Rupesh Dudhe、Anshu Chaudhary、Avnesh Singh、P. K. Verma、Sambhu C. Mondal、Rakesh Kumar Yadav、Shivjee Kashyap

  DOI：10.1007/s00044-011-9675-4

  日期：2012.8

  A novel series of 2-amino-4-(coumarin-3-yl)-6-substituted phenyl pyrimidines (5a-h) were synthesized from 3-acetylcoumarin (3). The structures of the synthesized compounds were elucidated by I.R., H-1 NMR, C-13 NMR, and Mass spectroscopic techniques. The synthesized compounds were screened for in vivo analgesic activities at a dose of 20 mg/kg body weight (b.w). Among them, compounds 5b and 5h exhibited significant analgesic activity comparable with control as well as standard drug diclofenac sodium using acetic acid-induced writhing model.
• Synthesis and Biological Evaluation of a Novel Series of 1,3-Dicoumarinyl-5-aryl-2-pyrazolines
  作者：Milan Čačić、Maja Molnar、Ivica Strelec

  DOI：10.3987/com-11-12196

  日期：——

  In the present paper novel 1,3,5-trisubstituted 2-pyrazolines (4a-q) were synthesized via condensation of different substituted 3-cinnamoyl-2-oxo-2H-chromenes (2a-q) with 2-(4-methyl-2-oxo-2H-chromen-7-yloxy)acetohydrazide (3). Chalcones were prepared via Claisen-Schmidt condensation by refluxing 3-acetyl-2-oxo-2H-chromen (1) with corresponding aldehydes in ethanol, in the presence of piperidine. All of these compounds were characterized by means of their IR, (1)H NMR and LC/MS/MS spectroscopic data and elemental microanalysis. Chalcones and pyrazolines were screened for their antioxidant and iron chelating activity.