5-benzoyl-1-(methylphenylmethyleneamino)-4-phenyl-1H-pyrimidine-2-thione | 121019-41-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-benzoyl-1-(methylphenylmethyleneamino)-4-phenyl-1H-pyrimidine-2-thione
• 英文别名: 5-benzoyl-1-(methylphenylmethylenamino)-4-phenyl-1H-pyrimidine-2-thione；Phenyl-[4-phenyl-1-(1-phenylethylideneamino)-2-sulfanylidenepyrimidin-5-yl]methanone；phenyl-[4-phenyl-1-(1-phenylethylideneamino)-2-sulfanylidenepyrimidin-5-yl]methanone
• CAS: 121019-41-8
• 化学式: C₂₅H₁₉N₃OS
• 分子量: 409.511
• InChiKey: XORJHIBRJIBIOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 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：
  77.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-benzoyl-1-(methylphenylmethyleneamino)-4-phenyl-1H-pyrimidine-2-thione 在 水 、 溶剂黄146 、 mercury(II) oxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 168.25h， 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
• 作为产物：
  描述：

  苯乙酮硫代氨基甲酰肼 、 4-benzoyl-5-phenyl-furan-2,3-dione 以 甲苯 为溶剂， 以34%的产率得到5-benzoyl-1-(methylphenylmethyleneamino)-4-phenyl-1H-pyrimidine-2-thione
  参考文献：
  名称：

  Synthesis, Characterisation and Antimicrobial Activity 1-Aminopyrimidine-2(1H)-Thione and its Co(II), Ni(II), Pd(II) and Pt(II) Complexes

  摘要：

  以甲醇中 Co(II)、Ni(II)、Pd(II) 和 Pt(II) 的醋酸盐为原料，制备了 1-氨基嘧啶-2(1H)-硫酮的金属配合物。电子光谱数据和磁矩测量结果表明，这些金属配合物具有单核方形平面几何结构。对配体和所有金属配合物的抗菌活性进行了评估。新合成的配体和 Co(II) 复合物对所有测试的细菌和酵母菌株都显示出中等程度的活性。

  DOI：

  10.3184/030823410x12743665489527

文献信息

• UV/vis spectrophotometric determination of slow equilibrated N(1)-H missing deprotonation constant of a pyrimidine and thiopyrimidine: The final situation of the four pK values
  作者：H. Kılıç

  DOI：10.1016/j.saa.2019.117867

  日期：2020.3

  detection of related equilibration time. The missing acidity constants for each of I and II were determined in 5.0% v/v aqueous methanol. Plausible acid base equilibrium mechanism for the missing acidity constant was presented for each of the compounds based on the extensive experimental UV/vis data. In this context, all the acid base equilibria for each of the regarding compounds were completely revised

  最近合成的5-苯甲酰基-1-（甲基苯基亚甲基氨基）-4-苯基-1H-嘧啶-2-酮（I）和5-苯甲酰基-1-（甲基苯基亚甲基氨基）-4-苯基-1H-嘧啶-的缺失酸度常数在25±0.1°C的温度下，通过对其老化溶液进行UV / vis光谱分析，研究了I在1.0到3.20和II在1.0到4.06的pH值下，2-硫酮（II）作为时间的函数。在这项研究中，开发了一种新颖的时间依赖性等渗点方法，以确认任何弱酸碱平衡的存在以及相关平衡时间的检测。在5.0％v / v的甲醇水溶液中测定I和II各自缺失的酸度常数。根据广泛的实验UV / vis数据，为每种化合物提供了缺失酸度常数的合理的酸碱平衡机理。
• Synthesis, cytotoxic activity and quantum chemical calculations of new 7-thioxopyrazolo[1,5-f]pyrimidin-2-one derivatives
  作者：Zülbiye Kökbudak、Murat Saracoglu、Senem Akkoç、Zeynep Çimen、M. Izzettin Yilmazer、Fatma Kandemirli

  DOI：10.1016/j.molstruc.2019.127261

  日期：2020.2

  The reactions of 1-amino-2-thioxo-1,2-dihydropyrimidin derivatives 1 and 2 with chloroacetyl chloride in the presence of sodium acetate led to the formation of 7-thioxopyrazolo [1,5-f]pyrimidin-2(1H,3H,7H)-one derivatives (3 and 4) in 78-80% yields. The structure of these newly synthesized compounds 3 and 4 were fully characterized by H-1 NMR, C-13 NMR, FT-IR spectroscopies and elemental analyses. The quantum-chemical calculations were made to find molecular properties of the 3 and 4 by using DFT/B3LYP method with 6-311++G(2d, 2p) basis set. Quantum chemical features such as HOMO, LUMO, energy gap, ionization potential, chemical hardness, softness, electronegativity, dipole moment and etc. values for gas and solvent phase of neutral molecules were calculated and discussed. Furthermore, the cytotoxic activities of 3 and 4 were tested against human liver cancerous cell line (HepG2) and human breast cancerous cell line (MDA-MB-231) for 24 h and 48 h, respectively. (C) 2019 Elsevier B.V. All rights reserved.
• Akcamur, Yunus; Altural, Behzat; Saripinar, Emin, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1419 - 1422
  作者：Akcamur, Yunus、Altural, Behzat、Saripinar, Emin、Kollenz, Gert、Kappe, Oliver、et al

  DOI：——

  日期：——