5-Acetyl-7-chloro-6-hydroxy-2,3-dihydro-benzofuran-2-carboxylic acid | 90246-94-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-Acetyl-7-chloro-6-hydroxy-2,3-dihydro-benzofuran-2-carboxylic acid
• 英文别名: 5-Acetyl-7-chloro-6-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylic acid
• CAS: 90246-94-9
• 化学式: C₁₁H₉ClO₅
• 分子量: 256.642
• InChiKey: XCVJNBSFMAGXBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Acetyl-7-chloro-6-hydroxy-2,3-dihydro-benzofuran-2-carboxylic acid 在 吡啶 、 盐酸羟胺 作用下， 反应 7.0h， 以99.5%的产率得到7-Chloro-6-hydroxy-5-{1-[(E)-hydroxyimino]-ethyl}-2,3-dihydro-benzofuran-2-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：

  methyl 5-acetyl-7-chloro-2,3-dihydro-6-hydroxybenzofuran-2-carboxylate 在 sodium hydroxide 作用下， 反应 2.0h， 以94%的产率得到5-Acetyl-7-chloro-6-hydroxy-2,3-dihydro-benzofuran-2-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

文献信息

• PARKS, J. A.;PLATTNER, J. J.
  作者：PARKS, J. A.、PLATTNER, J. J.

  DOI：——

  日期：——