1-methyl-2-(5-methylthiophen-2-yl)-3-[2-(trifluoromethyl)phenyl]-2H-quinazolin-4-one | 1429192-84-6

• 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: 1-methyl-2-(5-methylthiophen-2-yl)-3-[2-(trifluoromethyl)phenyl]-2H-quinazolin-4-one
• CAS: 1429192-84-6
• 化学式: C₂₁H₁₇F₃N₂OS
• 分子量: 402.44
• InChiKey: BHLJTNKHTUIKEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-甲基-2-噻吩甲醛 、 2-(methylamino)-N-(2-(trifluoromethyl)phenyl)benzamide 在 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以69%的产率得到1-methyl-2-(5-methylthiophen-2-yl)-3-[2-(trifluoromethyl)phenyl]-2H-quinazolin-4-one
  参考文献：
  名称：

  N-Methyldihydroquinazolinone Derivatives of Retro-2 with Enhanced Efficacy against Shiga Toxin

  摘要：

  The Retro-2 molecule protects cells against Shiga toxins by specifically blocking retrograde transport from early endosomes to the trans-Golgi network A SAR study has been carried out to identify more potent compounds. Cyclization and modifications of Retro-2 led to a compound with roughly 100 fold improvement of the EC50 against Shiga toxin cytotoxicity measured in a cell protein synthesis assay. We also demonstrated that only one enantiomer of the dihydroquinazolinone reported herein is bioactive.

  DOI：

  10.1021/jm4002346