1-氨基-5-苯甲酰基-4-苯基嘧啶-2-酮 | 127143-61-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-氨基-5-苯甲酰基-4-苯基嘧啶-2-酮
• 中文别名: 2(1H)-嘧啶酮,1-氨基-5-苯甲酰-4-苯基-
• 英文名称: 1-amino-5-benzoyl-4-phenyl-1H-pyrimidine-2-one
• 英文别名: 1-amino-5-benzoyl-4-phenyl-1H-pyrimidin-2-one；1-Amino-5-benzoyl-4-phenylpyrimidin-2(1H)-one；1-amino-5-benzoyl-4-phenylpyrimidin-2-one
• CAS: 127143-61-7
• 化学式: C₁₇H₁₃N₃O₂
• 分子量: 291.309
• InChiKey: OKPQOISXQLDJCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-氨基-5-苯甲酰基-4-苯基嘧啶-2-酮 在 盐酸 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以87%的产率得到5-benzoyl-4-phenyl-1H-pyrimidine-2(H)-one
  参考文献：
  名称：

  Reactions of cyclic oxalyl compounds, Part 30: Some reactions with N-amino-pyrimidine derivatives

  摘要：

  DOI：

  10.1007/bf00809772
• 作为产物：
  描述：

  4-benzoyl-5-phenyl-furan-2,3-dione 在 水 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 1-氨基-5-苯甲酰基-4-苯基嘧啶-2-酮
  参考文献：
  名称：

  Reactions of cyclic oxalyl compounds, part 29: A simple synthesis of functionalized 1H-pyrimidines

  摘要：

  DOI：

  10.1007/bf00808773

文献信息

• Synthesis and Characterization of Diazenyl-1,3-diphenylpropane-1,3-dione and 5-[Hydroxy(phenyl)methyl]-4-phenylpyrimidine Derivatives
  作者：Zülbiye Önal、Ayhan Özalp、Ilhan Özer Ilhan、Güzin Aslan

  DOI：10.14233/ajchem.2014.17461

  日期：——

  Various novel diazenyl-1,3-diphenylpropane-1,3-dione derivatives (2a-f) were prepared by the condensation of the diazonium salts of N-aminopyrimidine derivatives with b-diketones. Also, a series of novel 5-[hydroxy(phenyl)methyl]-4-phenylpyrimidine derivatives (3a-f) were synthesized from the reduction reactions of N-aminopyrimidine derivatives with NaBH4. The structures of all the new synthesized compounds were characterized by the 13C-NMR, 1H-NMR and IR spectroscopic data and elemental analysis.

  通过N-氨基嘧啶衍生物的重复盐与β-二酮的缩合反应,制备了多种新型二氮烯基-1,3-二苯基丙烷-1,3-二酮衍生物(2a-f)。同时,通过N-氨基嘧啶衍生物与NaBH4的还原反应,合成了一系列新型5-[羟基(苯基)甲基]-4-苯基嘧啶衍生物(3a-f)。所有新合成化合物的结构均通过13C-NMR、1H-NMR、IR光谱数据和元素分析进行了表征。
• Transition Metal (II) Complexes with a Novel Azo-azomethine Schiff Base Ligand: Synthesis, Structural and Spectroscopic Characterization, Thermal Properties and Biological Applications
  作者：Gökhan Yeğiner、Mehmet Gülcan、Sema Işık、Gülsiye Öztürk Ürüt、Sadin Özdemir、Mükerrem Kurtoğlu

  DOI：10.1007/s10895-017-2166-3

  日期：2017.11

  transition metal (II) complexes were synthesized and defined by using 1H-NMR, 13C-NMR, Elemental analysis, FT-IR, MS, UV–vis, molar conductance, magnetic susceptibility and thermal analysis techniques. According to the conductance data obtained indicate all of the metal complexes have non-electrolytic nature. Square pyramidal geometry for Pd(II) and octahedral geometry for all the other complexes synthesized

  嘧啶基偶氮连接的席夫碱配体5-苯甲酰基-1-（（（E）-（2-羟基-3-甲氧基-5-（（E）苯基二氮烯基）亚苄基）氨基）-4-苯基嘧啶-2（1H） （1）-（HL）及其过渡金属（II）配合物的合成和定义采用1 H-NMR，13C-NMR，元素分析，FT-IR，MS，UV-vis，摩尔电导，磁化率和热分析技术。根据获得的电导数据，表明所有金属络合物均具有非电解性质。根据电子络合物的电子吸收光谱和磁化率测量值，得出了Pd（II）的四角锥几何形状和所有其他合成的八面体几何形状。对配体和固体络合物中活性基团的明显红外带的研究表明，HL以金属离子ONO三齿方式配位。此外，研究了基于偶氮-甲亚胺的配体及其配合物的吸收和发射性质。获得的结果表明，配体及其金属（II）配合物的荧光发射取决于过渡金属离子的类型，并且衍生物在44至107 nm之间显示出适中的斯托克斯位移值。所有化合物均表现出极好的光稳定性。此
• Synthesis, characterization, biological studies, and molecular modeling of mixed ligand bivalent metal complexes of Schiff bases based on $N$-aminopyrimidine-2-one/2-thione
  作者：Hatice Gamze SOĞUKÖMEROĞULLARI、Tuğba TAŞKIN TOK、Feyza YILMAZ、İsmet BERBER、Mehmet SÖNMEZ

  DOI：10.3906/kim-1412-81

  日期：——

  New mixed Schiff bases, Cu(II), Co(II), Ni(II), and Mn(II) complexes, were synthesized derived from 5-chloro-2-hydroxyacethophenone and 1-amino-5-benzoyl-4-phenyl-1H-pyrimidine-2-one/thione. These complexes were characterized by elemental analysis, magnetic measurements, molar conductivity, IR, electronic, NMR, and mass spectral studies. All the complexes showed nonelectrolytic behavior. Moreover, the newly synthesized mixed ligand complexes were evaluated for their in vitro antimicrobial efficiency against bacteria and yeast. The compound named Co(L$_1}$L) had good antifungal activity against Candida species, but no profound antibacterial effect against bacterial strains. In addition, the ground state geometries of the complexes were optimized using a semi-empirical method at PM6 level, which is a suitable and effective basis set for organometallic and large structures to obtain information about their 3D geometries and electronic structures.

  由 5-氯-2-羟基苯乙酮和 1-氨基-5-苯甲酰基-4-苯基-1H-嘧啶-2-酮/硫酮合成了新的混合希夫碱、铜(II)、钴(II)、镍(II)和锰(II)配合物。通过元素分析、磁性测量、摩尔电导率、红外光谱、电子显微镜、核磁共振和质谱研究对这些复合物进行了表征。所有配合物均表现出非电解行为。此外，还对新合成的混合配体复合物进行了体外抗细菌和酵母菌效率的评估。被命名为 Co(L$_1}$L) 的化合物对白色念珠菌具有良好的抗真菌活性，但对细菌菌株没有明显的抗菌效果。此外，研究人员还采用 PM6 水平的半经验方法优化了这些复合物的基态几何结构。PM6 水平是有机金属和大型结构的一个合适而有效的基集，可以获得它们的三维几何结构和电子结构信息。
• Mononuclear Complexes Based on Pyrimidine Ring Azo Schiff-Base Ligand: Synthesis, Characterization, Antioxidant, Antibacterial, and Thermal Investigations
  作者：Mehmet Gulcan、Sadin Özdemir、Abdurrahman Dündar、Esin İspir、Mükerrem Kurtoğlu

  DOI：10.1002/zaac.201400078

  日期：2014.7

  nitrogen atom of the azomethine group. The thermal behaviors of the ligand and its metal complexes were studied using thermogravimetric analysis (TGA) and differential thermal analysis (DTA). The metal complexes proved to be more thermally stable than the ligand; they decomposed at 10–30 °C higher temperatures. Antioxidant properties of the ligand and its metal complexes (DPPH free radical scavenging, ferrous

  六种过渡金属 (II) 与杂环配体 HL (1), [CuL2]·H2O (2), [NiL2]·3H2O (3), [CoL2]·3H2O (4), [MnL2]·3H2O (5) 配合物), [ZnL2]·2H2O (6), [PdLOAc]·H2O (7) [HL = 5-benzoyl-1-((E)-(2-hydroxy-5-((E)-phenyldiazenyl)benzlidene)amino )-4-苯基嘧啶-2(1H)-one]合成。偶氮席夫碱的特征是从室温下的微量分析、光谱（IR、UV/Vis.、1H-和 13C NMR、API-ES 质量）、磁性和摩尔电导率测量以及热分析中确定的。配合物的电子吸收光谱和磁化率测量表明 PdII 的方形金字塔排列和所有其他配合物的八面体环境。偶氮席夫碱 HL 作为一元三齿配体，通常通过酚OH和嘧啶基团的氧原子和偶氮甲碱基团的氮原子配位。使用热重分析
• Fluorescence Properties and Electrochemical Behavior of Some Schiff Bases Derived from N-Aminopyrimidine
  作者：Mehmet Gulcan、Ümit Doğru、Gülsiye Öztürk、Abdulkadir Levent、Esvet Akbaş

  DOI：10.1007/s10895-013-1303-x

  日期：2014.3

  A series of Schiff bases (L 1 , L 2 and L 3 ) were prepared by refluxing aromatic aldehydes with N-Aminopyrimidine derivatives in methanol and ethanol. The structures of synthesized compounds were characterized by FTIR, 1H NMR, 13C NMR and microanalysis. The electrochemical behaviors of the Schiff base ligands were also discussed. Moreover, the evaluation of absorption and emission properties of the structures were carried out in five different solvents. The products show visible absorption maxima in the range of 304–576 nm, and emission maxima from 636 to 736 nm in all solvents tested.

  通过芳香醛与N-氨基嘧啶衍生物在甲醇和乙醇中回流制备了一系列席夫碱(L 1 、L 2 和L 3 )。通过FTIR、1H NMR、13C NMR和微量分析对合成化合物的结构进行了表征。还讨论了席夫碱配体的电化学行为。此外，在五种不同溶剂中对结构的吸收和发射性能进行了评估。在所有测试的溶剂中，产品在 304–576 nm 范围内显示出最大可见吸收，在 636 至 736 nm 范围内显示出最大发射。