3-(3-chlorophenyl)-1-(coumarin-3-yl)prop-2-en-1-one | 359905-35-4

• 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-(3-chlorophenyl)-1-(coumarin-3-yl)prop-2-en-1-one
• 英文别名: 3-(3-(3-chlorophenyl)acryloyl)-2H-chromen-2-one；3-[3-(3-Chlorophenyl)acryloyl]chromen-2-one；3-[3-(3-chlorophenyl)prop-2-enoyl]chromen-2-one
• CAS: 359905-35-4
• 化学式: C₁₈H₁₁ClO₃
• mdl: MFCD05029918
• 分子量: 310.737
• InChiKey: YXIWIZBDSBSPDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 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：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-chlorophenyl)-1-(coumarin-3-yl)prop-2-en-1-one 、 2-(4-氟-苯基)-乙脒盐酸盐 反应 0.27h， 以81%的产率得到3-(2-(4-fluorobenzyl)-6-(3-chlorophenyl)pyrimidin-4-yl)-2H-chromen-2-one
  参考文献：
  名称：

  Microwave-assisted synthesis of new fluorinated coumarin–pyrimidine hybrids as potent anticancer agents, their DNA cleavage and X-ray crystal studies

  摘要：

  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。

  DOI：

  10.1039/c4ra12222d
• 作为产物：
  描述：

  水杨醛 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 3-(3-chlorophenyl)-1-(coumarin-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  Coumarin-Pyrazole Linked Carbodithioates as Potential Anti-Сancer Agents: Design, Synthesis, Biological, and Molecular Docking Investigation

  摘要：

  DOI：

  10.1134/s1070363222100231

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。
• ZnS nanoparticles immobilized on graphitic carbon nitride as a recyclable and environmentally friendly catalyst for synthesis of 3-cinnamoyl coumarins
  作者：Javad Safaei-Ghomi、Zeinab Akbarzadeh、Raheleh Teymuri

  DOI：10.1007/s11164-019-03800-9

  日期：2019.6

  organometallic recyclable catalyst in the synthesis of coumarin–chalcone hybrids through the Claisen–Schmidt condensation of different aromatic aldehydes and 3-acetyl coumarin. The nanocomposite increased the rate and facility of the aforementioned reaction and represented a strong influence in the green synthesis of different coumarin–chalcone derivatives. The nanocatalyst has been characterized by N2 adsorption–desorption

  摘要 固定在石墨化碳氮化物（ZnS NPs / gC 3 N 4）纳米复合材料上的氧化锌纳米颗粒通过有机碳可循环利用催化剂，通过不同芳族醛和3-乙酰香豆素的Claisen-Schmidt缩合反应合成香豆素-查尔酮杂化物。纳米复合材料提高了上述反应的速率和便利性，并且在不同香豆素-查尔酮衍生物的绿色合成中表现出强大的影响力。纳米催化剂的特征在于N 2吸附-解吸，傅立叶变换红外光谱，扫描电子显微镜，粉末X射线衍射和能量色散光谱。这种新颖且可持续的方法的优点是香豆素-查尔酮化合物的收率高，反应时间短，对环境无害，ZnS NPs / gC 3 N 4的可回收性以及可重用性，而不会显着降低催化活性。 图形概要
• Use of Cinnamoyl Compound
  申请人：Shiraki Hiroaki

  公开号：US20090143368A1

  公开（公告）日：2009-06-04

  A composition for inhibiting the extracellular matrix gene transcription comprising a cinnamoyl compound represented by the formula (I): and an inert carrier, or the like.

  一种用于抑制细胞外基质基因转录的组合物，包括由式（I）表示的肉桂酰化合物和惰性载体等。
• 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.
• Cu(II) and Ni(II) complexes of coumarin derivatives with fourth generation flouroquinolone: synthesis, characterization, microbicidal and antioxidant assay
  作者：Jiten Patel、Hitesh Dholariya、Ketan Patel、Jaimin Bhatt、Kanuprasad Patel

  DOI：10.1007/s00044-014-0943-y

  日期：2014.8