3-(Diethylamino)-5-(2'-hydroxy-4'-methoxyphenyl)isoxazole | 153528-45-1

• 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'-hydroxy-4'-methoxyphenyl)isoxazole
• 英文别名: 2-[3-(Diethylamino)isoxazol-5-yl]-5-methoxy-phenol；2-[3-(diethylamino)-1,2-oxazol-5-yl]-5-methoxyphenol
• CAS: 153528-45-1
• 化学式: C₁₄H₁₈N₂O₃
• 分子量: 262.309
• InChiKey: RMTDOTIRXVTIJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(Diethylamino)-5-(2'-hydroxy-4'-methoxyphenyl)isoxazole 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.58h， 生成 4-Acetylamino-benzoic acid 2-(3-diethylamino-isoxazol-5-yl)-5-methoxy-phenyl ester
  参考文献：
  名称：

  Mazzei; Garzoglio; Balbi, Il Farmaco, 1996, vol. 51, # 5, p. 351 - 359

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(diethylamino)-7-methoxychromone 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以70.5%的产率得到3-(Diethylamino)-5-(2'-hydroxy-4'-methoxyphenyl)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