benzaldehyde 3-nitrophenylhydrazone | 20576-92-5

• 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: benzaldehyde 3-nitrophenylhydrazone
• 英文别名: benzaldehyde-(3-nitro-phenylhydrazone)；Benzaldehyd-(3-nitro-phenylhydrazon)；Benzal-3-nitro-phenylhydrazin；Benzaldehyd-3-nitrophenylhydrazon；N-(benzylideneamino)-3-nitroaniline
• CAS: 20576-92-5
• 化学式: C₁₃H₁₁N₃O₂
• 分子量: 241.249
• InChiKey: YEJYJCWVUHTENO-UHFFFAOYSA-N

物化性质

• 熔点：
  207-208 °C
• 沸点：
  390.7±34.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzaldehyde 3-nitrophenylhydrazone 在 氯化亚砜 作用下， 以 neat (no solvent) 为溶剂， 生成 4-benzoyl-1-(3-nitrophenyl)-5-phenyl-1H-pyrazole-3-carbonyl chloride
  参考文献：
  名称：

  Kasimoʇullari, Rahmi; Maden, Makbule; Yaglioglu, Ayse Sahin, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 9, p. 1134 - 1139

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲醛 、 3-硝基苯肼 在 乙醇 作用下， 生成 benzaldehyde 3-nitrophenylhydrazone
  参考文献：
  名称：

  van Ekenstein; Blanksma, Recueil des Travaux Chimiques des Pays-Bas, 1905, vol. 24, p. 37

  摘要：

  DOI：

文献信息

• Novel synthesis of highly functionalized pyrazolone systems via rearrangement of 5-phenyl-1-oxa-5,6-diazaspiro[2.4]heptane-4,7-diones
  作者：S. A. M. Metwally、T. A. Mohamed、O. S. Moustafa、Y. A. El-Ossaily

  DOI：10.1007/s10593-011-0671-x

  日期：2011.2

  Epoxidation of 4-alkylidene(arylidene)-1-phenyl-3,5-pyrazolidinediones using alkaline hydrogen peroxide gave the corresponding 5-phenyl-1-oxa-5,6-diazaspiro[2.4]heptane-4,7-dione derivatives. Their reaction with nucleophilic reagents was investigated. The resulting products depend on the type of the diazaspiro compound and/or the nucleophile used.

  使用碱性过氧化氢对4-亚烷基（亚芳基）-1-苯基-3,5-吡唑烷二酮进行环氧化，得到相应的5-苯基-1-氧杂-5,6-二氮杂螺并[2.4]庚烷-4,7-二酮衍生物。研究了它们与亲核试剂的反应。所得产物取决于所使用的二氮杂螺化合物和/或亲核试剂的类型。
• Synthesis, spectroscopic (FT-IR and NMR), DFT and molecular docking studies of ethyl 1-(3-nitrophenyl)-5-phenyl-3-((4-(trifluoromethyl)phenyl)carbamoyl)-1H-pyrazole-4-carboxylate
  作者：Alpaslan Bayrakdar、Samet Mert、Rahmi Kasımoğulları、Sathya Bangaru、Prasath Manivannan

  DOI：10.1007/s11164-022-04681-1

  日期：2022.5

  containing pyrazole-3-carboxamide derivative is synthesized and the structure of the molecule (E3N5PC) has been verified by using FT-IR, 1H NMR, 13C NMR spectroscopic methods and elemental analysis. In order to determine the theoretical characterization, spectroscopic and electronic properties of the title compound, DFT calculations employing B3LYP method with 6-311 + + G(d, p) basis set has been carried

  合成了含有三氟甲基的pyrazole-3-carboxamide衍生物，并通过FT-IR、1 H NMR、13 C NMR光谱法和元素分析验证了分子的结构(E3N5PC ) 。为了确定标题化合物的理论表征、光谱和电子特性，采用 B3LYP 方法进行 DFT 计算，其中 6-311 + +  G ( d , p) 基组已通过利用 Gaussian 09w 包程序进行。此外，VEDA 4xx 软件已被用于确定标题分子的振动频率和势能分布百分比。通过 NBO 计算分析有助于提高分子稳定性的药物分子的化学选择性和反应性。分子对接是找到标题分子与大麻素受体1的最佳匹配方向。
• Franzen; v. Fuerst, Justus Liebigs Annalen der Chemie, 1917, vol. 412, p. 28
  作者：Franzen、v. Fuerst

  DOI：——

  日期：——
• Design, synthesis, characterization, and antiproliferative activity of novel pyrazole-3-carboxylic acid derivatives
  作者：Rahmi Kasımoğulları、Hamdiye Duran、Ayşe Şahin Yağlıoğlu、Samet Mert、İbrahim Demirtaş

  DOI：10.1007/s00706-015-1450-7

  日期：2015.10

  In this study several novel 4-substituted-1-(3-nitrophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid derivatives were synthesized. The structures of these pyrazole-3-carboxylic acid derivatives were characterized by FT-IR, H-1 NMR, C-13 NMR, and elemental analysis methods. Synthesized molecules were screened to evaluate their antiproliferative activities against Vero (African green monkey kidney), C6 (rat brain tumor), and HeLa (human uterus carcinoma) cells as in vitro. The tests were carried out as dose-dependent assay starting from 100 to 500 mu g/cm(3). Ethyl 1-(3-nitrophenyl)-5-phenyl-3-(phenylcarbamoyl)-1H-pyrazole-4-carboxylate exhibited the highest performance against HeLa, Vero, and C6 cells among the synthesized derivatives. Also, it showed better antiproliferative activity compared with 5-fluorouracil (5-FU) against Vero cell. Two compounds showed moderate antiproliferative activities against C6 cell line when compared with 5-FU. Also moderate antiproliferative activities against Vero and HeLa cell lines were found.
• Bischler; Brodsky, Chemische Berichte, 1889, vol. 22, p. 2809
  作者：Bischler、Brodsky

  DOI：——

  日期：——