3-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-phenylprop-2-en-1-one | 149873-56-3

• 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-phenylprop-2-en-1-one
• 英文别名: 1-phenyl-3-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-propenone；3-(5-Chloro-3-methyl-1-phenylpyrazol-4-yl)-1-phenylprop-2-en-1-one
• CAS: 149873-56-3
• 化学式: C₁₉H₁₅ClN₂O
• mdl: MFCD00395802
• 分子量: 322.794
• InChiKey: UUIBLEFZMRHXHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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-phenylprop-2-en-1-one 在 盐酸羟胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以69%的产率得到3-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-5-phenyl-4,5-dihydroisoxazole
  参考文献：
  名称：

  Naganagowda, Gadada; Dom, Runchana Klai-U; Ariyakriangkrai, Waraporn, Indian Journal of Heterocyclic Chemistry, 2011, vol. 21, # 1, p. 77 - 80

  摘要：

  DOI：
• 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-phenyl-1H-pyrazol-4-yl)-1-phenylprop-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

• Design, synthesis, and characterization of some novel pyrazolo [1,5-a] pyrimidines as potent antimicrobial agents
  作者：Bhaskar S. Dawane、Shankaraiah G. Konda、Sainath B. Zangade

  DOI：10.1002/jhet.413

  日期：——

  A novel series of pyrazolo [1,5‐a] pyrimidines were synthesized by the condensation of substituted chalcones with 5‐amino pyrazole in presence of dimethyl formamide. All the synthesized products were characterized by the spectral analysis. Further, all newly synthesized compounds were screened for their antimicrobial activity. Most of the compounds showed potent activity. J. Heterocyclic Chem., (2010)

  在二甲基甲酰胺存在下，取代的查耳酮与5-氨基吡唑缩合，合成了一系列新型的吡唑并[1,5-a]嘧啶。通过光谱分析对所有合成产物进行表征。此外，筛选所有新合成的化合物的抗微生物活性。大多数化合物显示出有效的活性。J.杂环化​​学。（2010）。
• El-Latif, F. M. Abd; Barsi, M. A.; Maghraby, A. S., Journal of the Indian Chemical Society, 1995, vol. 72, # 9, p. 641 - 644
  作者：El-Latif, F. M. Abd、Barsi, M. A.、Maghraby, A. S.、Badr, M. Z. A.、Doepp, D.

  DOI：——

  日期：——
• 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.
• 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）。
• Naganagowda, Gadada; Dom, Runchana Klai-U; Ariyakriangkrai, Waraporn, Indian Journal of Heterocyclic Chemistry, 2011, vol. 21, # 1, p. 77 - 80
  作者：Naganagowda, Gadada、Dom, Runchana Klai-U、Ariyakriangkrai, Waraporn、Luechai, Arithat、Petsom, Amorn

  DOI：——

  日期：——