1-(4-chlorophenyl)-3-[3-(4-methylphenyl)-1-phenyl-4-pyrazolyl]prop-2-en-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-chlorophenyl)-3-[3-(4-methylphenyl)-1-phenyl-4-pyrazolyl]prop-2-en-1-one
• 英文别名: 1-(4-Chlorophenyl)-3-[3-(4-methylphenyl)-1-phenylpyrazol-4-yl]prop-2-en-1-one
• 化学式: C₂₅H₁₉ClN₂O
• mdl: MFCD01947486
• 分子量: 398.892
• InChiKey: WOBJBWXQXPUCDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 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：

  1-(4-chlorophenyl)-3-[3-(4-methylphenyl)-1-phenyl-4-pyrazolyl]prop-2-en-1-one 在 (二氯碘)-苯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以82%的产率得到2-chloro-3-[3-(4-methylphenyl)-1-phenyl-4-pyrazolyl]-1-(4-chlorophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Chaudhri, Vishwas; Prakash, Richa; Pundeer, Rashmi, Indian Journal of Heterocyclic Chemistry, 2021, vol. 31, # 2, p. 223 - 226

  摘要：

  DOI：
• 作为产物：
  描述：

  4-methylacetophenone phenylhydrazone 在 sodium hydroxide 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 生成 1-(4-chlorophenyl)-3-[3-(4-methylphenyl)-1-phenyl-4-pyrazolyl]prop-2-en-1-one
  参考文献：
  名称：

  Novel pyrazole–pyrazoline hybrids endowed with thioamide as antimalarial agents: their synthesis and 3D-QSAR studies

  摘要：

  One of the most viable options to tackle the growing resistance to the antimalarial drugs is hybrid molecules. It involves combination of different scaffolds in one frame that may lead to compounds with diverse biological profiles. In this context, new hybrids of three different scaffolds viz pyrazole, pyrazoline and thiosemicarbazone moiety were incorporated into one single compound and evaluated for their in vitro schizontocidal activity against the CQ-sensitive 3D7 strain of Plasmodium falciparum. Compounds with significant in vitro antimalarial activity were further evaluated for cytotoxicity against VERO cell lines. The best active compound 48 exhibited an IC50 of 1.13 mu M. The in vitro results were further validated by quantitative structure-activity relationship (QSAR).

  DOI：

  10.3109/14756366.2014.958081

文献信息

• The Chemistry of α,β-Ditosyloxy Ketones: Hypervalent Iodine (III) Mediated Synthesis of Alkynes from α,β-Unsaturated Carbonyl Compounds Containing Pyrazole Moiety
  作者：Pooja Ranjan、Loveena Arora、Richa Prakash、Deepak K. Aneja、Om Prakash

  DOI：10.2174/1570178614666170321121411

  日期：2017.6.8

  in methanol. Results: A new series of acetylenic ketones were obtained in the present case in excellent yield. The analytical data of the compounds fully satisfy the structures of the compounds. Conclusions: In the present case, the α,β-chalcone ditosylates lead to the elimination of ditosyloxy groups and the products isolated are acetylenic ketones which are stable under the reaction conditions. Hence

  背景：本研究旨在扩展α，β-二甲苯磺酰查尔酮衍生物在建立这些化合物反应模式中的用途，这些化合物立即被认为可能与α，β-二溴酮相似，但获得的结果本质上是完全不同和有趣的。 方法：在本方法学中，由相应的查耳酮衍生物在室温下用二氯甲烷中的[羟基（甲苯磺酰氧基）碘]苯处理，并使其与氢氧化钾在甲醇中反应，可以从相应的查尔酮衍生物制备含吡唑的α，β-查尔酮二甲苯磺酸酯。 。 结果：在本例中以优异的产率获得了一系列新的炔酮。化合物的分析数据完全满足化合物的结构。 结论：在本案中，α，β-查耳酮二甲苯磺酸酯导致二甲苯磺酰氧基的消除，并且分离出的产物是在反应条件下稳定的炔酮。因此，它为合成难以合成的炔属酮提供了简便的途径。
• Desai; Joshi, Surbhi B., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, <hi>2020</hi>, vol. 59, # 2, p. 238 - 246
  作者：Desai、Joshi, Surbhi B.

  DOI：——

  日期：——
• Novel pyrazole–pyrazoline hybrids endowed with thioamide as antimalarial agents: their synthesis and 3D-QSAR studies
  作者：Akranth Marella、Mohammad Shaquiquzzaman、Mymoona Akhter、Garima Verma、Mohammad Mumtaz Alam

  DOI：10.3109/14756366.2014.958081

  日期：2015.7.4

  One of the most viable options to tackle the growing resistance to the antimalarial drugs is hybrid molecules. It involves combination of different scaffolds in one frame that may lead to compounds with diverse biological profiles. In this context, new hybrids of three different scaffolds viz pyrazole, pyrazoline and thiosemicarbazone moiety were incorporated into one single compound and evaluated for their in vitro schizontocidal activity against the CQ-sensitive 3D7 strain of Plasmodium falciparum. Compounds with significant in vitro antimalarial activity were further evaluated for cytotoxicity against VERO cell lines. The best active compound 48 exhibited an IC50 of 1.13 mu M. The in vitro results were further validated by quantitative structure-activity relationship (QSAR).
• Chaudhri, Vishwas; Prakash, Richa; Pundeer, Rashmi, Indian Journal of Heterocyclic Chemistry, 2021, vol. 31, # 2, p. 223 - 226
  作者：Chaudhri, Vishwas、Prakash, Richa、Pundeer, Rashmi、Ranjan, Pooja

  DOI：——

  日期：——