3-(diethylamino)-5-(2,4-dihydroxyphenyl)isoxazole | 153528-51-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(diethylamino)-5-(2,4-dihydroxyphenyl)isoxazole
• 英文别名: 4-[3-(Diethylamino)isoxazol-5-yl]benzene-1,3-diol；4-[3-(diethylamino)-1,2-oxazol-5-yl]benzene-1,3-diol
• CAS: 153528-51-9
• 化学式: C₁₃H₁₆N₂O₃
• 分子量: 248.282
• InChiKey: XDBTZLOUESSEMG-UHFFFAOYSA-N

物化性质

• 沸点：
  486.3±33.0 °C(predicted)
• 密度：
  1.250±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  69.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 3-(diethylamino)-5-(2,4-dihydroxyphenyl)isoxazole 在 sodium hydroxide 作用下， 反应 2.0h， 以90.6%的产率得到3-(diethylamino)-5-(2,4-diacetoxyphenyl)isoxazole
  参考文献：
  名称：

  Synthesis of new 3,5-disubstituted isoxazoles with specific anti-group B rhinovirus activity in vitro

  摘要：

  3,5-Disubstituted isoxazoles 4a-f were synthesized as potential anti-rhinovirus agents. These compounds were prepared in good yield by treatment of the corresponding 2-(dialkylamino)chromones 3a-f with hydroxylamine. Compounds 4 were demethylated to obtain dihydroxyderivatives 5, which were then transformed in acetyl-6 and alkylderivatives 7. The methylenbisderivatives 9 were obtained by reaction of bischromones 8 with hydroxylamine. Most compounds were subjected to antiviral screening. Compounds 4c, 7a, 7b and 7c were found to be specific inhibitors of group B rhinoviruses.

  DOI：

  10.1016/0223-5234(93)90025-a
• 作为产物：
  描述：

  3-(Diethylamino)-5-(2'-hydroxy-4'-methoxyphenyl)isoxazole 在 氢碘酸 作用下， 反应 1.0h， 以83.9%的产率得到3-(diethylamino)-5-(2,4-dihydroxyphenyl)isoxazole
  参考文献：
  名称：

  Synthesis of new 3,5-disubstituted isoxazoles with specific anti-group B rhinovirus activity in vitro

  摘要：

  3,5-Disubstituted isoxazoles 4a-f were synthesized as potential anti-rhinovirus agents. These compounds were prepared in good yield by treatment of the corresponding 2-(dialkylamino)chromones 3a-f with hydroxylamine. Compounds 4 were demethylated to obtain dihydroxyderivatives 5, which were then transformed in acetyl-6 and alkylderivatives 7. The methylenbisderivatives 9 were obtained by reaction of bischromones 8 with hydroxylamine. Most compounds were subjected to antiviral screening. Compounds 4c, 7a, 7b and 7c were found to be specific inhibitors of group B rhinoviruses.

  DOI：

  10.1016/0223-5234(93)90025-a