5-amino-N-benzyl-3-oxo-4-phenyl-1H-pyrazole-2-carboxamide | 1462982-20-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-N-benzyl-3-oxo-4-phenyl-1H-pyrazole-2-carboxamide
• CAS: 1462982-20-2
• 化学式: C₁₇H₁₆N₄O₂
• 分子量: 308.34
• InChiKey: DEHIHEFWGFOZAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  87.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯基氰基乙酸乙酯 在 肼 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 5-amino-N-benzyl-3-oxo-4-phenyl-1H-pyrazole-2-carboxamide
  参考文献：
  名称：

  Experimental and computational studies on the tautomerism of N-substituted 3-amino-5-oxo-4-phenyl-1H-pyrazolo-1-carboxamides with antibacterial activity

  摘要：

  The tautomerism of N-substituted 3-amino-5-oxo-4-phenyl-1H-pyrazolo-1-carboxamides with antibacterial activity is studied with X-ray crystallography, IR, H-1 and C-13 NMR (including NOESY spectra) and quantum chemical calculations. It is found that the form with the keto group at position 5 is the preferred one in the crystalline state and in DMSO, although some fraction with the corresponding hydroxy group also occurs in both states. This finding was related to the antibacterial activity of the studied compounds as the energetic stabilization of the keto group may determine their proper hydrogen bond interactions with the bacterial enzyme. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.08.010

文献信息

• Polymer microspheres modified with pyrazole derivatives as potential agents in anticancer therapy – Preliminary studies
  作者：Beata Podkościelna、Katarzyna Klimek、Zbigniew Karczmarzyk、Waldemar Wysocki、Małgorzata Brodacka、Karolina Serafin、Paweł Kozyra、Dorota Kowalczuk、Grazyna Ginalska、Monika Pitucha

  DOI：10.1016/j.bioorg.2022.105765

  日期：2022.6

  effective drugs. In our work, we present pyrazole derivatives and their modifications with polymer microspheres as potential anticancer agents. Molecular and crystal structures of pyrazole derivatives were determined an X-ray analysis and characterized by theoretical calculations. Modifications of cross-linked polymer microspheres with pyrazole derivatives were made on the basis of divinylbenzene and glycidyl

  抗癌方法远非理想，需要寻找创新有效的药物。在我们的工作中，我们提出了吡唑衍生物及其用聚合物微球修饰作为潜在的抗癌剂。吡唑衍生物的分子和晶体结构通过 X 射线分析确定并通过理论计算进行表征。在二乙烯基苯和甲基丙烯酸缩水甘油酯的基础上，用吡唑衍生物对交联聚合物微球进行改性。体外的吡唑衍生物及其修饰微球的抗增殖活性针对正常细胞系，即猴上皮肾细胞（GMK）和癌细胞系，例如人肝细胞癌细胞系（HepG2）、人乳腺癌细胞系（MCF- 7)以及人肺腺癌细胞系(A549)，使用MTT测定。所有受试吡唑衍生物及其修饰的聚合物微球在体外均表现出抗增殖活性。其中两种修饰物质显示出最大的抑制所有癌细胞分裂的能力。为了确定潜在的目标，进行了分子对接。计算机使用人 EphB1 受体进行的研究表明，所分析的化合物与 EphB1 结合位点结合，具有最高抗增殖活性的化合物显示出与活性位点的匹配度更好。