1-(3-(3,4-dichlorophenyl)-5-p-tolyl-4,5-dihydro-1H-pyrazol-1-yl)ethanone | 1235983-02-4

• 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: 1-(3-(3,4-dichlorophenyl)-5-p-tolyl-4,5-dihydro-1H-pyrazol-1-yl)ethanone
• 英文别名: 1-[5-(3,4-dichlorophenyl)-3-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone
• CAS: 1235983-02-4
• 化学式: C₁₈H₁₆Cl₂N₂O
• 分子量: 347.244
• InChiKey: DQVOWUXKZUVAOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(3,4-Dichlorophenyl)-3-(4-methylphenyl)prop-2-en-1-one 、 溶剂黄146 在 一水合肼 作用下， 生成 1-(3-(3,4-dichlorophenyl)-5-p-tolyl-4,5-dihydro-1H-pyrazol-1-yl)ethanone
  参考文献：
  名称：

  Synthesis and biological evaluation of pyrazole derivatives containing thiourea skeleton as anticancer agents

  摘要：

  Two series of pyrazole derivatives designing for potential EGFR kinase inhibitors have been discovered. Some of them exhibited significant EGFR inhibitory activity. Compound 3-(3,4-dimethylphenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide (C5) displayed the most potent EGFR inhibitory activity with IC50 of 0.07 mu M, which was comparable to the positive control erlotinib. Docking simulation was performed to position compound C5 into the EGFR active site to determine the probable binding model. Antiproliferative assay results indicating that some of the pyrazole derivatives own high antiproliferative activity against MCF-7. Compound C5 showed significant antiproliferative activity against MCF-7 with IC50 of 0.08 mu M. Therefore, compound C5 with potent inhibitory activity in tumor growth inhibition would be a potential anticancer agent. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.034

文献信息

• Solvent-Free Synthesis of Some1-Acetyl Pyrazoles
  作者：Ganesamoorthy Thirunarayanan、Krishnamoorthy Guna Sekar

  DOI：10.5012/jkcs.2013.57.5.599

  日期：2013.10.20

  N-acetyl pyrazoles including 1-(3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro- 1 H-pyrazole- 1-yl) ethanones have been synthesised by solvent free cyclization cum acetylation of chalcones like substituted styryl 3,4- dichlorophenyl ketones using hydrazine hydrate and acetic anhydride in presence of catalytic amount of fly-ash: H2SO4 catalyst. The yield of these N-acetyl pyrazole derivatives

  通过无溶剂环化合成了一些N-乙酰基吡唑，包括1-（3-（3,4-二氯苯基）-5-（取代的苯基）-4,5-二氢-1 H-吡唑-1-基）乙酮。在催化量的粉煤灰：H2SO4催化剂存在下，使用水合肼和乙酸酐对查尔酮类（如取代的3,4-二氯苯基苯乙烯基酮）进行乙酰化。这些N-乙酰基吡唑衍生物的产率超过75％。合成的N-乙酰基吡唑啉衍生物具有物理常数和光谱数据特征
• Synthesis and biological evaluation of pyrazole derivatives containing thiourea skeleton as anticancer agents
  作者：Peng-Cheng Lv、Huan-Qiu Li、Juan Sun、Yang Zhou、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2010.05.034

  日期：2010.7

  Two series of pyrazole derivatives designing for potential EGFR kinase inhibitors have been discovered. Some of them exhibited significant EGFR inhibitory activity. Compound 3-(3,4-dimethylphenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide (C5) displayed the most potent EGFR inhibitory activity with IC50 of 0.07 mu M, which was comparable to the positive control erlotinib. Docking simulation was performed to position compound C5 into the EGFR active site to determine the probable binding model. Antiproliferative assay results indicating that some of the pyrazole derivatives own high antiproliferative activity against MCF-7. Compound C5 showed significant antiproliferative activity against MCF-7 with IC50 of 0.08 mu M. Therefore, compound C5 with potent inhibitory activity in tumor growth inhibition would be a potential anticancer agent. (C) 2010 Elsevier Ltd. All rights reserved.