3-hydroxy-1-(4-methoxyphenyl)prop-2-en-1-one | 37069-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-hydroxy-1-(4-methoxyphenyl)prop-2-en-1-one
• 英文别名: 1--vinyl-alkohol
• CAS: 37069-56-0
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: RERQKFGKHQZDHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  邻苯二胺 、 3-hydroxy-1-(4-methoxyphenyl)prop-2-en-1-one 以 甲醇 为溶剂， 生成 3-o-Aminophenylamino-1-p-methoxyphenylprop-2-enon
  参考文献：
  名称：

  Weissenfels,M. et al., Journal fur praktische Chemie (Leipzig 1954), 1967, vol. 35, p. 166 - 174

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲氧基苯乙酮 、 甲酸乙酯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以73 %的产率得到3-hydroxy-1-(4-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  三氟乙酸促使酮烯胺取代的三苯胺意外可见到 NIR 转换

  摘要：

  我们报告了三氟乙酸 (TFA) 诱导的 π 扩展酮烯胺取代的三苯胺从蓝色 (420–450 nm) 到近红外 (NIR) (1020–1080 nm) 光谱区域的吸收偏移。这种现象对 TFA 具有高度特异性，而在其他研究的酸（更强或更弱的布朗斯台德酸和路易斯酸）中仅观察到轻微（至 ~580 nm）的变化。意外的 NIR 吸收源于三苯胺通过一系列质子和电子转移事件被 TFA 氧化而形成的自由基阳离子。电子顺磁共振 (EPR) 光谱证实了自由基阳离子的形成。

  DOI：

  10.1039/d2tc04959g

文献信息

• Synthesis and Characterization of New Oxime Ligand and Its Cu(II) Complex: DFT Calculations, in Vitro Antibacterial Activity, Drug-Likeness Properties, and Molecular Docking Studies
  作者：Seda Alkan、Tufan Topal、Emin Karapınar

  DOI：10.1134/s003602442405025x

  日期：2024.5

  shift calculations and other parameters of this calculated compound were obtained with the DFT/B3LYP/6-31G(d,p) basis set. The antibacterial activity of the ligand and complex was tested against gram positive and gram negative bacteria (Escherichia coli and Staphylococcus aureus). Molecular docking was performed to identify the binding sites of the compounds. The biological activity and drug-likeness of

  抽象的 本研究合成了1,2-苯二胺-双(异亚硝基甲氧基-对甲苯基酮)配体及其Cu金属配合物，并通过光谱方法确定了其结构。在氯仿中研究了紫外-可见光谱、质谱和核磁共振谱。这些化合物的 FTIR 光谱以固态进行表征。采用DFT/B3LYP方法计算了6-31G(d,p)水平下优化配体的几何结构。该计算化合物的 HOMO 和 LUMO 空穴能、MEP 分析、振动分析、几何结构、 13 C-NMR 和 1 H-NMR 化学位移计算以及其他参数通过以下公式获得DFT/B3LYP/6-31G(d,p) 基组。测试了配体和复合物对革兰氏阳性菌和革兰氏阴性菌（大肠杆菌和金黄色葡萄球菌）的抗菌活性。进行分子对接以确定化合物的结合位点。研究了配体和复合物的生物活性和药物相似性。
• Synthesis and antibacterial activities of para-alkoxy phenyl-β-ketoaldehyde derivatives
  作者：Jinbing Liu、Fengyan Wu、Huacan Song、Zhihou Wang、Liangzhong Zhao

  DOI：10.1007/s00044-012-0429-8

  日期：2013.9

  A series of para-alkoxy phenyl-beta-ketoaldehyde derivatives were synthesized and evaluated for antimicrobial activities. Preliminary results showed that some compounds had moderate antibacterial activities, especially, 3-(4-methoxyphenyl)-3-oxopropanal O-methyl oxime (4) showed more potent antibacterial activity against Staphylococcus aureus and resistant Helicobacter pylori than the other compounds. Compound 4 showed more active antibacterial activities against methicillin-resistant S. aureus than Houttuynin and levofloxacin. Compound 4 was also investigated and its antibacterial activities against the strains clinical separated of Staphylococcus aureus. The preliminary structure-activity relationships were obtained. The maximum tolerance dose value for acute toxicity of compound 4 was 5,000 mg/kg. It indicated that compound 4 should be safe in clinical treatment.A series of para-alkoxy phenyl-beta-ketoaldehyde derivatives were designed, synthesized and evaluated for antimicrobial activities. 3-(4-Methoxyphenyl)-3-oxopropanal O-methyl oxime (4) showed more potent antibacterial activities against Staphylococcus aureus and resistant Hp than the other compounds. The maximum tolerance dose values for acute toxicity of compound 4 was 5,000 mg/kg. It indicated that compound 4 should be safe in clinical treatment.