3-(5-Chloro-3-methyl-1-phenylpyrazol-4-yl)-1-(4-methylphenyl)prop-2-en-1-one | 485755-86-0

• 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-phenylpyrazol-4-yl)-1-(4-methylphenyl)prop-2-en-1-one
• CAS: 485755-86-0
• 化学式: C₂₀H₁₇ClN₂O
• 分子量: 336.821
• InChiKey: ZUQILQMRAXSFAW-UHFFFAOYSA-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-phenylpyrazol-4-yl)-1-(4-methylphenyl)prop-2-en-1-one 、 溶剂黄146 在 一水合肼 作用下， 反应 12.0h， 以80.01%的产率得到1-[3-(5-Chloro-3-methyl-1-phenylpyrazol-4-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone
  参考文献：
  名称：

  Synthesis and pharmacological study of 1-acetyl/propyl-3-aryl-5-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-pyrazoline

  摘要：

  A series of 1-acetyl/propyl-3-aryl-5-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-pyrazolines were synthesized in one step by condensing suitably substituted propenones, hydrazine and acenc/propionic acid. The newly synthesized pyrazolines were characterized by analytical and spectral data. The new compounds were screened for analgesic and anti-inflammatory activity and most of them showed good activity comparable with that of standard drugs Pentazocin and Diclofinac sodium respectively. (C) 2010 Elsevier Masson SAS All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.07.032
• 作为产物：
  描述：

  苯肼 在 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 、 水 为溶剂， 反应 5.0h， 生成 3-(5-Chloro-3-methyl-1-phenylpyrazol-4-yl)-1-(4-methylphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis of 4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(substituted phenyl)pyrimidin-2-ol Analogues as Anti-Inflammatory and Analgesic Agents

  摘要：

  合成了一系列16个新型4-(5-氯-3-甲基-1-苯基-1H-吡唑-4-基)-6-(取代苯基)嘧啶-2-醇类似物，在进行毒性预测和药物评分研究后，产率令人满意。随后对10个化合物进行了抗炎、镇痛、溃疡生成和脂质过氧化活性测试，采用已知的报告方法。发现4-(5-氯-3-甲基-1-苯基-1H-吡唑-4-基)-6-(4-氯苯基)嘧啶-2-醇（6g）是该系列中的一种有效化合物，显示出良好的抗炎（81.91 ± 7.69% 抑制）和镇痛活性（53.25 ± 2.91），且溃疡生成效应较小（0.66 ± 0.40）。

  DOI：

  10.2174/15701808113100890022

文献信息

• Synthesis of 4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(substituted phenyl)pyrimidin-2-ol Analogues as Anti-Inflammatory and Analgesic Agents
  作者：Muhammad Alam、Mohamed Ahsan、Ozair Alam、Suroor Khan

  DOI：10.2174/15701808113100890022

  日期：2013.7.31

  A series of 16 novel 4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(substituted-phenyl)pyrimidin-2-ol analogues was synthesized in satisfactory yields after toxicity prediction and drug score studies by Osiris software followed by anti-inflammatory, analgesic, ulcerogenic, and lipid peroxidation activities of 10 compounds by the known reported methods. 4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(4-chlorophenyl)pyrimidin-2-ol (6g) was found to be a potent compound of the series showed good anti-inflammatory (81.91 ± 7.69 % inhibition) and analgesic activity (53.25 ± 2.91) with less ulcerogenic effects (0.66 ± 0.40).

  合成了一系列16个新型4-(5-氯-3-甲基-1-苯基-1H-吡唑-4-基)-6-(取代苯基)嘧啶-2-醇类似物，在进行毒性预测和药物评分研究后，产率令人满意。随后对10个化合物进行了抗炎、镇痛、溃疡生成和脂质过氧化活性测试，采用已知的报告方法。发现4-(5-氯-3-甲基-1-苯基-1H-吡唑-4-基)-6-(4-氯苯基)嘧啶-2-醇（6g）是该系列中的一种有效化合物，显示出良好的抗炎（81.91 ± 7.69% 抑制）和镇痛活性（53.25 ± 2.91），且溃疡生成效应较小（0.66 ± 0.40）。
• Synthesis and pharmacological study of 1-acetyl/propyl-3-aryl-5-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-pyrazoline
  作者：K.S. Girisha、Balakrishna Kalluraya、Vijaya Narayana、Padmashree

  DOI：10.1016/j.ejmech.2010.07.032

  日期：2010.10

  A series of 1-acetyl/propyl-3-aryl-5-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-pyrazolines were synthesized in one step by condensing suitably substituted propenones, hydrazine and acenc/propionic acid. The newly synthesized pyrazolines were characterized by analytical and spectral data. The new compounds were screened for analgesic and anti-inflammatory activity and most of them showed good activity comparable with that of standard drugs Pentazocin and Diclofinac sodium respectively. (C) 2010 Elsevier Masson SAS All rights reserved.