ethyl 3-[3-(p-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]-2-cyanopropenoate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 3-[3-(p-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]-2-cyanopropenoate
• 英文别名: ethyl 3-[3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]-2-cyanoacrylate；ethyl 3-[3-(4-bromophenyl)-1-phenylpyrazol-4-yl]-2-cyanoprop-2-enoate
• 化学式: C₂₁H₁₆BrN₃O₂
• 分子量: 422.281
• InChiKey: VVEMATQKJRUQSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-溴苯乙酮苯腙 在 三氯氧磷 作用下， 反应 2.0h， 生成 ethyl 3-[3-(p-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]-2-cyanopropenoate
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of some heterocyclic compounds from 3-aryl-1-phenyl-1H-pyrazole-4-carbaldehydes

  摘要：

  摘要 一系列新的查尔酮，吡唑啉基吡唑，吡唑-4-甲醛肟，吡唑-4-碳腈，5-吡唑基-1,2,4-三唑二烯-3-硫酮和诺伊文纳盖尔缩合产物，是从3-芳基-1-苯基-1H-吡唑-4-甲醛合成的。大多数反应在无溶剂或水存在的情况下作为绿色溶剂进行。合成化合物的结构通过光谱和元素分析进行表征。合成的化合物通过琼脂扩散技术与亚胺替南（静脉注射β-内酰胺类抗生素）和克霉唑（抗真菌药物）作为参考药物进行了体外抗菌活性测试，针对大肠杆菌，金黄色葡萄球菌和白色念珠菌。3-芳基-1-苯基-1H-吡唑-4-碳腈8b，8c和8d对真菌白色念珠菌表现出显著的抗真菌活性。

  DOI：

  10.1515/znb-2018-0009

文献信息

• A Mechanochemical Approach for the Construction of Carbon–Carbon Double Bonds: Efficient Syntheses of Aryl/Heteroaryl/Aliphatic Acrylates and Nitriles
  作者：Lakshmi Narayanan Jayalakshmi、Ayyanar Karuppasamy、Kesavan Stalindurai、Ramar Sivaramakarthikeyan、Vellasamy Devadoss、Chennan Ramalingan

  DOI：10.1007/s10562-015-1515-6

  日期：2015.6

  carbon–carbon double bond has been developed from aromatic aldehydes and compounds with active methylene moieties in the presence of catalytic amount of solid sodium ethoxide via mechanochemical approach. This capable process provides a diverse range of homoaryl/heteroaryl/aliphatic acrylates and nitriles in good to excellent yields at short reaction period.Graphical Abstract

  在催化量的固体乙醇钠存在下，通过机械化学方法从芳香醛和具有活性亚甲基部分的化合物开发了一种构建碳-碳双键的有效方法。这种功能强大的方法可在较短的反应时间内以良好到极好的收率提供各种高芳基/杂芳基/脂肪族丙烯酸酯和腈。
• A Green and Facile Synthesis of Biopertinent Pyrazole-Decorated Nitriles and Acrylates under Catalyst-Free Conditions
  作者：Chennan Ramalingan、Lakshmi Jayalakshmi、Kesavan Stalindurai、Ayyanar Karuppasamy、Ramar Sivaramakarthikeyan、Vellasamy Devadoss

  DOI：10.1055/s-0034-1380742

  日期：——

  A green and efficient methodology has been developed for the construction of 2-[(1,3-diaryl-4-pyrazolyl)methylene]malononitriles, potent antioxidant molecules, in good to excellent yields in five minutes from 1,3-diarylpyrazole-4-carbaldehydes and malononitrile using PEG-400 and water at ambient temperature under catalyst-free conditions. The PEG-400 could be reused without appreciable loss in the yield. The methodology has been extended to the synthesis of a diverse range of homo/heteroaryl-based nitriles and acrylates, reflecting its versatility.
• Synthesis and antimicrobial evaluation of some heterocyclic compounds from 3-aryl-1-phenyl-1<i>H</i>-pyrazole-4-carbaldehydes
  作者：El Sayed Ramadan、Essam M. Sharshira、Ramadan I. El Sokkary、Noussa Morsy

  DOI：10.1515/znb-2018-0009

  日期：2018.6.27

  A new series of chalcones, pyrazolinyl-pyrazoles, pyrazole-4-carbaldehyde oximes, pyrazole-4-carbonitriles, 5-pyrazolyl-1,2,4-triazolidine-3-thiones, and Knoevenagel condensation products was synthesized from 3-aryl-1-phenyl-1H-pyrazole-4-carbaldehydes. Most reactions were carried out either without solvent or in the presence of water as a green solvent. The structure of synthesized compounds was characterized by spectral and elemental analysis. The synthesized compounds were tested in vitro for their antimicrobial activity against Escherichia coli, Staphylococcus aureus, and Candida albicans in comparison with imipenem (intravenous β-lactam antibiotic) and clotrimazole (antifungal medication) as reference drugs by using the agar diffusion technique. 3-Aryl-1-phenyl-1H-pyrazole-4-carbonitriles 8b, 8c, and 8d showed significant antifungal activity against the fungus C. albicans.

  摘要 一系列新的查尔酮，吡唑啉基吡唑，吡唑-4-甲醛肟，吡唑-4-碳腈，5-吡唑基-1,2,4-三唑二烯-3-硫酮和诺伊文纳盖尔缩合产物，是从3-芳基-1-苯基-1H-吡唑-4-甲醛合成的。大多数反应在无溶剂或水存在的情况下作为绿色溶剂进行。合成化合物的结构通过光谱和元素分析进行表征。合成的化合物通过琼脂扩散技术与亚胺替南（静脉注射β-内酰胺类抗生素）和克霉唑（抗真菌药物）作为参考药物进行了体外抗菌活性测试，针对大肠杆菌，金黄色葡萄球菌和白色念珠菌。3-芳基-1-苯基-1H-吡唑-4-碳腈8b，8c和8d对真菌白色念珠菌表现出显著的抗真菌活性。