ethyl 8-bromo-5,6-dihydro-3-(o-fluorophenyl)furo<3,2-f>-1,2-benzisoxazole-6-carboxylate | 90247-07-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: ethyl 8-bromo-5,6-dihydro-3-(o-fluorophenyl)furo<3,2-f>-1,2-benzisoxazole-6-carboxylate
• CAS: 90247-07-7
• 化学式: C₁₈H₁₃BrFNO₄
• 分子量: 406.208
• InChiKey: ACECNSPOGWUZST-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  ethyl 8-bromo-5,6-dihydro-3-(o-fluorophenyl)furo<3,2-f>-1,2-benzisoxazole-6-carboxylate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以89%的产率得到8-bromo-3-(o-fluorophenyl)-5,6-dihydrofuro[3,2-f]-1,2-benzisoxazole-6-carboxylic acid
  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 5,6-dihydro-3-(o-fluorophenyl)furo<3,2-f>-1,2-benzisoxazole-6-carboxylate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以43%的产率得到ethyl 8-bromo-5,6-dihydro-3-(o-fluorophenyl)furo<3,2-f>-1,2-benzisoxazole-6-carboxylate
  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