3-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-(4-methylphenyl)-2-propen-1-one | 1164480-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-(4-methylphenyl)-2-propen-1-one
• 英文别名: (E)-3-(5-chloro-3-methyl-1-phenylpyrazol-4-yl)-1-(4-methylphenyl)prop-2-en-1-one
• CAS: 1164480-60-7
• 化学式: C₂₀H₁₇ClN₂O
• 分子量: 336.821
• InChiKey: ZUQILQMRAXSFAW-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-(4-methylphenyl)-2-propen-1-one 、 对甲基苯乙酮 在 ammonium acetate 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.53h， 生成 4-(5-chloro-3-methyl-1-phenylpyrazole-4-yl)-2,6-di-(4-methylphenyl)pyridine
  参考文献：
  名称：

  Solvent-Free Microwave-Assisted Synthesis of Substituted Pyridines Using NH4OAc as Nitrogen Source

  摘要：

  通过串联克莱森-施密特缩合/迈克尔加成反应，即 5-氯-3-甲基-1-苯基-1Hpyrazole-4-甲醛与苯乙酮缩合，然后形成的加合物与第二个苯乙酮分子反应，制备了新的 1,5 二甲基化合物，作为吡啶衍生物的多功能前体。以 NH4OAc 为氮源，在无溶剂微波辐照下制备取代的吡啶。

  DOI：

  10.2174/157017811799304296
• 作为产物：
  描述：

  依达拉奉 在 potassium hydroxide 作用下， 反应 3.0h， 生成 3-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-(4-methylphenyl)-2-propen-1-one
  参考文献：
  名称：

  10.14233/ajchem.2024.31722

  摘要：

  A total of sixteen flavonoids, eight each of pyrazolyl chalcones [IM-3(a-h)] and pyrazolyl flavones [IM-4(a-h)] were synthesized and tested for in vitro antidiabetic, antiarthritic, anticoagulant, anthelmintic, anti-inflammatory and antioxidant activities by various methods such as α-amylase inhibitory method, egg albumin denaturation method, prothrombin time method, paralysis and death time method, bovine serum denaturation method and DPPH radical scavenging activity method, respectively. Structural analysis of the synthesized chalcone and flavone derivatives was carried out by various characterization techniques such as IR, 1H NMR, 13C NMR, LC-MS and elemental analysis. Out of all the synthesized derivatives IM-3a containing dibenzyloxy groups had displayed the most promising activity in all the in vitro analysis with IC50 value ranging from 59.33 ± 10.26-144.44 ± 11.16 µg/mL. Compound IM-3a may prove to be a potential therapeutic option owing to its strong antidiabetic, antiarthritic, anticoagulant, anthelmintic, anti-inflammatory and and antioxidant properties.

  DOI：

  10.14233/ajchem.2024.31722