ethyl (E)-2,3-dihydro-5-(o-fluorobenzoyl)-6-hydroxybenzofuran-2-carboxylate oxime | 90246-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: ethyl (E)-2,3-dihydro-5-(o-fluorobenzoyl)-6-hydroxybenzofuran-2-carboxylate oxime
• CAS: 90246-90-5
• 化学式: C₁₈H₁₆FNO₅
• 分子量: 345.327
• InChiKey: VGUOAQSLNXXQBO-JZJYNLBNSA-N

物化性质

• 沸点：
  510.8±50.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  88.35
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 ethyl (E)-2,3-dihydro-5-(o-fluorobenzoyl)-6-hydroxybenzofuran-2-carboxylate oxime 反应 1.0h， 生成
  参考文献：
  名称：

  Substituted 5,6-dihydrofuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acids: high-ceiling diuretics with uricosuric activity

  摘要：

  A series of substituted 5,6-dihydrofuro[3,2-f]-1,2-benzisoxazoles was prepared and evaluated for their saluretic and uricosuric properties. Pharmacological evaluation of the title compounds was carried out in mice, rats, dogs, and monkeys. The diuretic/saluretic nature of these compounds was observed in all species, whereas the uricosuric activity was best seen in the Cebus monkey. Evaluation of the enantiomers of 8-chloro-3-(o-fluorophenyl)-5,6-dihydrofuro [3,2-f]-1,2-benzisoxazole-6-carboxylic acid (15k) revealed that only the (+) enantiomer (29) displayed diuretic and saluretic activity, whereas both enantiomers possessed uricosuric activity. X-ray analysis showed that the (-) enantiomer (30) possesses the 2R configuration.

  DOI：

  10.1021/jm00374a014
• 作为产物：
  描述：

  ethyl 2,3-dihydro-6-methoxybenzofuran-2-carboxylate 在 吡啶 、 三氯化铝 、 盐酸羟胺 、 三溴化硼 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 4.42h， 生成 ethyl (E)-2,3-dihydro-5-(o-fluorobenzoyl)-6-hydroxybenzofuran-2-carboxylate oxime
  参考文献：
  名称：

  Substituted 5,6-dihydrofuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acids: high-ceiling diuretics with uricosuric activity

  摘要：

  A series of substituted 5,6-dihydrofuro[3,2-f]-1,2-benzisoxazoles was prepared and evaluated for their saluretic and uricosuric properties. Pharmacological evaluation of the title compounds was carried out in mice, rats, dogs, and monkeys. The diuretic/saluretic nature of these compounds was observed in all species, whereas the uricosuric activity was best seen in the Cebus monkey. Evaluation of the enantiomers of 8-chloro-3-(o-fluorophenyl)-5,6-dihydrofuro [3,2-f]-1,2-benzisoxazole-6-carboxylic acid (15k) revealed that only the (+) enantiomer (29) displayed diuretic and saluretic activity, whereas both enantiomers possessed uricosuric activity. X-ray analysis showed that the (-) enantiomer (30) possesses the 2R configuration.

  DOI：

  10.1021/jm00374a014