3-(4-amino-phenyl)-2-methyl-3H-quinazoline-4-thione | 106883-48-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(4-amino-phenyl)-2-methyl-3H-quinazoline-4-thione
• 英文别名: 3-(4-Amino-phenyl)-2-methyl-4-thioxo-3,4-dihydro-chinazolin；3-(4-amino-phenyl)-2-methyl-3H-quinazoline-4-thione
• CAS: 106883-48-1
• 化学式: C₁₅H₁₃N₃S
• 分子量: 267.354
• InChiKey: VWKWPXXLDUMMEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.84
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-(4-氨基苯基)-2-甲基-3H-喹唑啉-4-酮 在 Trithio-meta-phosphorsaeure-phenylester 作用下， 以 甲苯 为溶剂， 生成 3-(4-amino-phenyl)-2-methyl-3H-quinazoline-4-thione
  参考文献：
  名称：

  Synthesis and Antimicrobial Evaluation of New 2-Methylquinazolin-4(3H)-one Phosphorothioates

  摘要：

  A SERIES of new compounds characterized by presence of quinazoline scaffold and phosphorothioate moiety in their molecular structure, was prepared through reacting Japanese reagent (JR, 1a) and Lawesson reagent (LR, 1b) with quinazoline-4-ones (3a-e) in boiling toluene. The expected quinazoline-4-thiones were also formed and well identified. Molecular docking studies were performed to determine the molecular affinity between the new products and the target protein. The starting quinazolines and ten of the new products were in vitro evaluated as antimicrobial agents using Cephradine and Fluconazole as reference drugs for antibacterial and antifungal assays, respectively. Of particularly, the dioxathiaphosphinane (12) and benzoxaphospholylidene (17) exhibited 15% potent inhibition that equals to Cephradine against Escherichia coli strains.

  DOI：

  10.21608/ejchem.2019.11548.1736