6-[2-(4-Methoxy-phenyl)-thiazol-4-yl]-3,4-dihydro-1H-quinolin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-[2-(4-Methoxy-phenyl)-thiazol-4-yl]-3,4-dihydro-1H-quinolin-2-one
• 英文别名: 6-[2-(4-Methoxyphenyl)-1,3-thiazol-4-yl]-1,2,3,4-tetrahydroquinolin-2-one；6-[2-(4-methoxyphenyl)-1,3-thiazol-4-yl]-3,4-dihydro-1H-quinolin-2-one
• 化学式: C₁₉H₁₆N₂O₂S
• 分子量: 336.414
• InChiKey: GPZPSXPMTBPYDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  79.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲氧基硫代苯甲胺 、 6-(氯乙酰基)-3,4-二氢喹啉-2(1H)-酮 以 乙醇 为溶剂， 反应 2.0h， 生成 6-[2-(4-Methoxy-phenyl)-thiazol-4-yl]-3,4-dihydro-1H-quinolin-2-one
  参考文献：
  名称：

  Novel Thiazole Derivatives as Inhibitors of Superoxide Production by Human Neutrophils: Synthesis and Structure-Activity Relationships

  摘要：

  Neutrophils have an important role in the self-defense systems of organisms through the production of superoxide. On the other hand, it has been proposed that abnormal amounts of superoxide produced by neutrophils are a serious factor in tissue injury. A series of novel thiazole derivatives was prepared and evaluated inhibitory effect on superoxide production by human neutrophils in vitro. Among these compounds, 6-[2-(3,4-diethoxyphenyl)thiazol-4-yl]-pyridine-2-carboxylic acid (OPC-6535) was selected as one of the most promising compounds. The synthesis and structure-activity relationships of these compounds are reported herein.

  DOI：

  10.1021/jm00002a017