5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine | 389827-10-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine
• 英文别名: (2-Methylsulfanyl-4-phenylpyrimidin-5-yl)-phenylmethanone
• CAS: 389827-10-5
• 化学式: C₁₈H₁₄N₂OS
• 分子量: 306.388
• InChiKey: RHEZVJSQICBWAH-UHFFFAOYSA-N

物化性质

• 沸点：
  532.2±38.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  68.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 5.0h， 生成 5-(Imidazol-1-yl-phenyl-methyl)-2-methylsulfanyl-4-phenyl-pyrimidine
  参考文献：
  名称：

  Synthesis and biological evaluation of azole derivatives, analogues of bifonazole, with a phenylisoxazolyl or phenylpyrimidinyl moiety

  摘要：

  A series of azole derivatives, isoxazole or pyrimidine analogues of the antifungal drug bifonazole, were synthesized and tested in vitro against representative human pathogenic fungi (Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus). They were also evaluated as antibacterial agents against Staphylococcus aureus and Salmonella spp. Only 5-(imidazol-1-yl-phenylmethyl)-2,4-diphenyl-pyrimidine 7c showed weak antimicrobial activity (MIC = 66 muM) against C. albicans, C. neoformans and S. aureus. Results of biological tests proved, therefore, that replacement of the biphenyl portion of the bifonazole with a phenylisoxazolyl or phenylpyrimidinyl moiety is not profitable for antimicrobial properties. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01117-x
• 作为产物：
  描述：

  碘甲烷 、 5-benzoyl-4-phenyl-1H-pyrimidine-2(H)-thione 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以78%的产率得到5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine
  参考文献：
  名称：

  Synthesis, spectroscopic and structural characterization of 5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine with theoretical calculations using density functional theory

  摘要：

  In this paper, we will report a combined experimental and theoretical investigation of the molecular structure and spectroscopic parameters (FT-IR, H-1 NMR, C-13 NMR) of 5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine. The compound crystallizes in the triclinic space group P-1 with Z=2. The molecular geometry was also optimized using density functional theory (DFT/B3LYP) method with the 6-311G(d,p) and 6-311++G(d,p) basis sets in ground state and compared with the experimental data. All the assignments of the theoretical frequencies were performed by potential energy distributions using VEDA 4 program. Information about the size, shape, charge density distribution and site of chemical reactivity of the molecules has been obtained by mapping electron density isosurface with electrostatic potential (ESP). Also, non-linear optical properties of the title compound were performed at B3LYP/6-311++G(d,p) level. The theoretical results showed an excellent agreement with the experimental values. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.05.050