1,5-dimethyl-2-phenyl-4-[(pyridin-4-ylmethylene)amino]-1,2-dihydro-pyrazol-3-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,5-dimethyl-2-phenyl-4-[(pyridin-4-ylmethylene)amino]-1,2-dihydro-pyrazol-3-one
• 英文别名: 2,3-dimethyl-1-phenyl-4-(4-pyridylmethyleneamino)-3-pyrazoin-5-one；DPPDP；(E)-1,5-dimethyl-2-phenyl-4-((pyridin-4-ylmethylene)amino)-1H-pyrazol-3(2H)-one；1,5-dimethyl-2-phenyl-4-(pyridin-4-ylmethylideneamino)pyrazol-3-one
• 化学式: C₁₇H₁₆N₄O
• mdl: MFCD00403987
• 分子量: 292.34
• InChiKey: PYLDAHQOEFHNBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-吡啶甲醛 、 4-氨基安替比林 以 乙醇 为溶剂， 以89 %的产率得到1,5-dimethyl-2-phenyl-4-[(pyridin-4-ylmethylene)amino]-1,2-dihydro-pyrazol-3-one
  参考文献：
  名称：

  吡唑啉酮-甲亚胺类似物的合成、晶体结构、生物学评价、计算机 ADME 性质、酶目标预测和分子对接研究

  摘要：

  制备了一系列4-氨基安替比林(4-AA)的12种偶氮甲碱类似物( 3a - 1 )，并使用FT-IR、 1 H-NMR和EI质谱分析进行表征。类似物3f以单晶形式获得，X射线衍射（XRD）数据表明其在中心偶氮甲碱（C=N）基团周围采用反式构型，形成单斜晶系P2(1)/n对称性。3f的晶胞包含四个分子，其晶体堆积通过显着的分子间主客体CH...O、CH...π和π⋯π相互作用而稳定，从而形成堆叠的超分子结构。类似物3a - l的体外杀菌和杀真菌筛选分别针对十二种细菌和五种真菌菌株进行了筛选。大多数类似物表现出弱到中等的抗菌活性，特别是3a、3b、3e和3g对博伊迪沙门氏菌、巨大芽孢杆菌表现出最高活性；S. sonnei和E. coli分别对A. flavus、C. albicans和N. crassa 3c、3d和3l显示出有效的杀菌活性。结果表明，抗菌效力很大程度上取决于通过偶氮甲碱 (C=N)

  DOI：

  10.1016/j.molstruc.2023.136504

文献信息

• ——
  作者：I. V. Shemarova、E. B. Maizel'、I. V. Voznyi、N. P. Stepanova、A. E. Khovanskikh

  DOI：10.1023/a:1010355129735

  日期：——
• Sengupta, Soumitra K.; Pandey, Om P.; Srivastava, Akhilesh K., Journal of the Indian Chemical Society, 2008, vol. 85, # 3, p. 247 - 251
  作者：Sengupta, Soumitra K.、Pandey, Om P.、Srivastava, Akhilesh K.、Mishra, Mahendra K.、Tripathi, Chandra M.

  DOI：——

  日期：——
• Experimental and DFT studies on the vibrational and electronic spectra of 1,5-dimethyl-2-phenyl-4-[(pyridin-4-ylmethylene)-amino]-1,2-dihydro-pyrazol-3-one
  作者：Yu Zhang、Jianying Zhao、Rongqing Li、Zhengjing Jiang、Guodong Tang

  DOI：10.1016/j.saa.2010.07.004

  日期：2010.11

  Vibrational spectral measurements were made for 1,5-dimethyl-2-phenyl-4-[(pyridin-4-ylmethylene)amino]-1,2-dihydro-pyrazol-3-one (DPPDP). Optimized geometrical structure and harmonic vibrational frequencies were computed by ab initio RHF and DFT (B-based BP86, BLYP, BPW91, B3-based B3P86, B3LYP, B3PW91 and O3-based O3LYP) methods using 6-311++G(d,p) basis set. Complete assignments of the observed spectra were proposed. The equilibrium geometries computed by all of the methods, were compared with X-ray diffraction results. The absorption spectra of the title compound were computed both in gas phase and in CH(3)CN solution using TD-B3LYP/6-311++G(d,p) and PCM-B3LYP/6-311++G(d,p) approaches and the calculated results provide a good description of positions of the two band maxima in the observed electronic spectrum. (C) 2010 Elsevier B.V. All rights reserved.