1-phenyl-3-[1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl]prop-2-en-1-one | 397277-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-phenyl-3-[1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl]prop-2-en-1-one
• 英文别名: 3-[3-(4-Methylphenyl)-1-phenylpyrazol-4-yl]-1-phenylprop-2-en-1-one
• CAS: 397277-89-3
• 化学式: C₂₅H₂₀N₂O
• mdl: MFCD02340178
• 分子量: 364.447
• InChiKey: PPIHIKDLCHVTQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  28
• 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-phenyl-3-[1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl]prop-2-en-1-one 在 一水合肼 、 溶剂黄146 作用下， 以 neat (no solvent) 为溶剂， 以79%的产率得到1-phenyl-4-(3-phenyl-4,5-dihydro-1H-pyrazol-5-yl)-3-(p-tolyl)-1H-pyrazole
  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
• 作为产物：
  描述：

  苯肼 在 sodium hydroxide 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 生成 1-phenyl-3-[1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl]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

• A Facile Synthesis of Some New 1-Benzothiazolyl-3-aryl/Hetaryl-5-(3-aryl-1-phenyl-4-pyrazolyl) Pyrazoles and Their Antimicrobial Activity
  作者：Sushma Singh、Vijaykiran Punia、Chetan Sharma、K. R. Aneja、Om Prakash、Rashmi Pundeer

  DOI：10.1002/jhet.1505

  日期：2015.11

  Some new derivatives of 1‐benzothiazolyl‐3‐aryl/hetaryl‐5‐(3‐aryl‐1‐phenyl‐4‐pyrazolyl) pyrazoles were synthesized by the cyclocondensation of 1‐aryl/hetaryl‐3‐(3‐aryl‐1‐phenyl‐1H‐pyrazole‐4‐yl)prop‐2‐en‐1‐ones (pyrazolyl chalcones) and 6‐substituted‐2‐hydrazinobenzothiazoles.

  1-苯并噻唑基-3-芳基/杂芳基-5-（3-芳基-1-苯基-4-吡唑基）吡唑的一些新衍生物是通过1-芳基/杂芳基-3-（3-芳基-1）的环缩合反应合成的-苯基-1 H-吡唑-4-基）丙-2-烯-1-酮（吡唑基查耳酮）和6-取代-2-肼基苯并噻唑。
• Synthesis and antimicrobial activity of some (3-phenyl-5-(1-phenyl-3-aryl-1H-pyrazol-4-yl)-4,5-dihydro-1H-pyrazol-1-yl)(pyridin-4-yl)methanones: new derivatives of 1,3,5-trisubstituted pyrazolines
  作者：Satyender Kumar、Meenakshi、Sunil Kumar、Parvin Kumar

  DOI：10.1007/s00044-012-0045-7

  日期：2013.1

  A series of (3-phenyl-5-(1-phenyl-3-aryl-1H-pyrazol-4-yl)-4,5-dihydro-1H-pyrazol-1-yl)(pyridin-4-yl) methanones was synthesized by condensing suitably substituted chalcones, i.e., 3-(3-aryl-1-phenyl-1H-pyrazol-4-yl)-1-phenylprop-2-en-1-ones, and isoniazid in acetic acid. The structure of newly synthesized compounds has been established on the basis of analytical and spectral data. The new compounds were screened for antimicrobial activity and most of them showed good activity comparable with that of standard drugs ciprofloxacin and fluconazole. Compounds containing methoxy group showed high antimicrobial activity.
• 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：——
• Ashok; Radhika, Indian Journal of Heterocyclic Chemistry, 2011, vol. 20, # 3, p. 291 - 292
  作者：Ashok、Radhika

  DOI：——

  日期：——
• 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：——