4-benzoyl-1-methyl-5-phenyl-1H-pyrazole-3-carbonyl chloride | 851083-42-6

• 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: 4-benzoyl-1-methyl-5-phenyl-1H-pyrazole-3-carbonyl chloride
• 英文别名: 4-benzoyl-1-methyl-5-phenylpyrazole-3-carbonyl chloride
• CAS: 851083-42-6
• 化学式: C₁₈H₁₃ClN₂O₂
• 分子量: 324.766
• InChiKey: CXUOPUFDAXNUKI-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C(Solv: carbon tetrachloride (56-23-5))
• 沸点：
  552.6±50.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-benzoyl-1-methyl-5-phenyl-1H-pyrazole-3-carbonyl chloride 在 氨 作用下， 以 四氯化碳 为溶剂， 反应 0.5h， 以65%的产率得到4-苯甲酰基-1-甲基-5-苯基吡唑-3-甲酰胺
  参考文献：
  名称：

  Antibacterial and antifungal activities of new pyrazolo[3,4-d]pyridazin derivatives

  摘要：

  Several new pyrazolo[3,4-d]pyridazin derivatives were prepared by the reaction of two new 1H-pyrazole-3-carboxylic acids and various hydrazines. The compounds were tested for antimicrobial activities against Gram-negative, Gram-positive bacteria and fungi. The compounds named as 7e, f had the highest antimicrobial activities against Gram-negative, Gram-positive bacteria and fungi with minimum inhibitory concentrations in the range of 0.31 to < 0.0024 mg ml(-1). (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.12.001
• 作为产物：
  描述：

  4-benzoyl-5-phenyl-furan-2,3-dione 在 氯化亚砜 作用下， 以 neat (no solvent) 为溶剂， 反应 2.0h， 生成 4-benzoyl-1-methyl-5-phenyl-1H-pyrazole-3-carbonyl chloride
  参考文献：
  名称：

  带有磺胺类支架的新型吡唑类衍生物的抗增殖设计、合成及生物学评价

  摘要：

  通过吡唑-3-羧酸( 4 , 5 )和吡唑-3,4-二甲酸的反应，高效地获得了一系列新型N-甲基取代的吡唑甲酰胺( 10-17 )和二甲酰胺衍生物( 18-21 )酸 ( 8 ) 与几种芳族和杂芳族磺胺。使用1 H NMR、13 C NMR、FT-IR、质谱技术表征合成的磺酰胺衍生物。使用 xCELLigence 系统（实时分析仪）评估合成分子对人宫颈癌细胞系 (HeLa) 的抗增殖活性。根据抗增殖活性结果，化合物16在合成的化合物中显示出最高的活性，为 64.10%，而起始化合物4显示出最高的活性，为 80.82%。 图形概要 甲基取代的吡唑甲酸 (4) 和甲酰胺 (16) 衍生物分别具有 80.82% 和 64.10% 的抗增殖活性，化合物 13 对人宫颈癌细胞系具有中等活性 (61.26%) 可能是潜在的先导化合物开发新型抗癌药物。

  DOI：

  10.1007/s13738-022-02738-x

文献信息

• Synthesis and antibacterial activity of 4-benzoyl-1-methyl-5-phenyl-1H-pyrazole-3-carboxylic acid and derivatives
  作者：Esvet Akbas、Ismet Berber、Ahmet Sener、Beybala Hasanov

  DOI：10.1016/j.farmac.2004.09.003

  日期：2005.1

  Some new 1H-pyrazole-3-carboxylic acid and pyridazinone derivatives were synthesized and evaluated for their antibacterial activities against Bacillus cereus ATCC 7064, Staphylococcus aureus ATCC 6538, Escherichia coli ATCC 4230 and Pseudomonas putida using tube dilution method. The minimal inhibitory concentrations (MICs) experiments revealed that all chemical compounds showed inhibitor effects on the growth of the test microorganisms. Moreover, the results of this research showed that the compound named as 5c was the best compound in the series, exhibiting antibacterial activity against both Gram-positive and Gram-negative bacteria.
• Antibacterial and antifungal activities of new pyrazolo[3,4-d]pyridazin derivatives
  作者：Esvet Akbas、Ismet Berber

  DOI：10.1016/j.ejmech.2004.12.001

  日期：2005.4

  Several new pyrazolo[3,4-d]pyridazin derivatives were prepared by the reaction of two new 1H-pyrazole-3-carboxylic acids and various hydrazines. The compounds were tested for antimicrobial activities against Gram-negative, Gram-positive bacteria and fungi. The compounds named as 7e, f had the highest antimicrobial activities against Gram-negative, Gram-positive bacteria and fungi with minimum inhibitory concentrations in the range of 0.31 to < 0.0024 mg ml(-1). (c) 2005 Elsevier SAS. All rights reserved.
• Design, synthesis and biological evaluation of novel pyrazole derivatives bearing sulfonamide scaffold as antiproliferative agents
  作者：Burçin Vurucu、Samet Mert、Serkan Koldaş、İbrahim Demirtaş、Rahmi Kasımoğulları

  DOI：10.1007/s13738-022-02738-x

  日期：——

  A series of novel N-methyl-substituted pyrazole carboxamide (10–17) and dicarboxamide derivatives (18–21) were efficiently obtained by the reaction of pyrazole-3-carboxylic acids (4,5) and pyrazole-3,4-dicarboxylic acid (8) with several aromatic and heteroaromatic sulfonamides. Synthesized sulfonamide derivatives were characterized using 1H NMR, 13C NMR, FT-IR, mass spectroscopy techniques. Antiproliferative

  通过吡唑-3-羧酸( 4 , 5 )和吡唑-3,4-二甲酸的反应，高效地获得了一系列新型N-甲基取代的吡唑甲酰胺( 10-17 )和二甲酰胺衍生物( 18-21 )酸 ( 8 ) 与几种芳族和杂芳族磺胺。使用1 H NMR、13 C NMR、FT-IR、质谱技术表征合成的磺酰胺衍生物。使用 xCELLigence 系统（实时分析仪）评估合成分子对人宫颈癌细胞系 (HeLa) 的抗增殖活性。根据抗增殖活性结果，化合物16在合成的化合物中显示出最高的活性，为 64.10%，而起始化合物4显示出最高的活性，为 80.82%。 图形概要 甲基取代的吡唑甲酸 (4) 和甲酰胺 (16) 衍生物分别具有 80.82% 和 64.10% 的抗增殖活性，化合物 13 对人宫颈癌细胞系具有中等活性 (61.26%) 可能是潜在的先导化合物开发新型抗癌药物。