2-[5-(3,4-Dichlorophenyl)-3-phenyl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-one | 1413931-75-5

• 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: 2-[5-(3,4-Dichlorophenyl)-3-phenyl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-one
• 英文别名: 2-[5-(3,4-dichlorophenyl)-3-phenyl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-one
• CAS: 1413931-75-5
• 化学式: C₁₈H₁₃Cl₂N₃OS
• 分子量: 390.293
• InChiKey: AKJVOVLHKQMZDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-dichlorochalcone 在 sodium acetate 、 乙酸酐 、 溶剂黄146 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-[5-(3,4-Dichlorophenyl)-3-phenyl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-one
  参考文献：
  名称：

  Synthesis, biological evaluation and molecular modeling of dihydro-pyrazolyl-thiazolinone derivatives as potential COX-2 inhibitors

  摘要：

  A series of dihydro-pyrazolyl-thiazolinone derivatives (5a-5t) have been synthesized and their biological activities were also evaluated as potential cyclooxygenase-2 (COX-2) inhibitors. Among these compounds, compound 2-(3-(3,4-dimethylphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one (5a) displayed the most potent COX-2 inhibitory activity with IC50 of 0.5 mu M, but weak to COX-1. Docking simulation was performed to position compound 5a into the COX-2 active site to determine the probable binding model. Based on the preliminary results, compound 5a with potent inhibitory activity and low toxicity would be a potential and selective anti-cyclooxygenase-2 agent. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.021

文献信息

• Synthesis, biological evaluation and molecular modeling of dihydro-pyrazolyl-thiazolinone derivatives as potential COX-2 inhibitors
  作者：Ke-Ming Qiu、Ru Yan、Man Xing、Hai-Hong Wang、Hong-En Cui、Hai-Bin Gong、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2012.09.021

  日期：2012.11

  A series of dihydro-pyrazolyl-thiazolinone derivatives (5a-5t) have been synthesized and their biological activities were also evaluated as potential cyclooxygenase-2 (COX-2) inhibitors. Among these compounds, compound 2-(3-(3,4-dimethylphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one (5a) displayed the most potent COX-2 inhibitory activity with IC50 of 0.5 mu M, but weak to COX-1. Docking simulation was performed to position compound 5a into the COX-2 active site to determine the probable binding model. Based on the preliminary results, compound 5a with potent inhibitory activity and low toxicity would be a potential and selective anti-cyclooxygenase-2 agent. (C) 2012 Elsevier Ltd. All rights reserved.