ethyl 7-chloro-2,3-dihydro-6-hydroxy-5-isovaleroylbenzofuran-2-carboxylate | 90246-87-0

• 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: ethyl 7-chloro-2,3-dihydro-6-hydroxy-5-isovaleroylbenzofuran-2-carboxylate
• 英文别名: Ethyl 7-chloro-6-hydroxy-5-(3-methylbutanoyl)-2,3-dihydro-1-benzofuran-2-carboxylate
• CAS: 90246-87-0
• 化学式: C₁₆H₁₉ClO₅
• 分子量: 326.777
• InChiKey: IIOZYGPLQXKPBM-UHFFFAOYSA-N

物化性质

• 沸点：
  457.3±45.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 7-chloro-2,3-dihydro-6-hydroxy-5-isovaleroylbenzofuran-2-carboxylate 在 吡啶 、 sodium hydroxide 、 硫酸 、 盐酸羟胺 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 ethyl (E)-7-chloro-2,3-dihydro-6-hydroxy-5-isovaleroylbenzofuran-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
• 作为产物：
  描述：

  diethyl 7-chloro-2,3-dihydro-3-hydroxy-6-methoxybenzofuran-2,2-dicarboxylate 在 palladium on activated charcoal 三氯化铝 、 硫酸 、 水 、 氢气 、 二甲基亚砜 、 lithium chloride 作用下， 以 溶剂黄146 、 1,2-二氯乙烷 为溶剂， 25.0 ℃ 、303.98 kPa 条件下， 反应 4.0h， 生成 ethyl 7-chloro-2,3-dihydro-6-hydroxy-5-isovaleroylbenzofuran-2-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

文献信息

• 3-Alkyl-8-chloro-5,6-dihydrofuro-[3,2-f]-1,2-benzisoxazole-6-carboxylic
  申请人：Abbott Laboratories

  公开号：US04560558A1

  公开（公告）日：1985-12-24

  Disclosed are compounds of the formula: ##STR1## wherein X is hydrogen, loweralkyl, loweralkoxy or halo, Y is hydroxymethyl, carboxyl, carboxamido or carboloweralkoxy, and R is cyclohexyl, benzyl, norbornyl, loweralkyl, or a pharmaceutically acceptable salt thereof. The compounds are effective as diuretic agents.

  本发明涉及一种化合物，其化学式为：##STR1##其中X为氢、低碳基、低碳氧基或卤素，Y为羟甲基、羧基、羧酰胺基或羟基低碳氧基，R为环己基、苄基、去氢萘基、低碳基或其药学上可接受的盐。该化合物可作为利尿剂。
• PARKS, J. A.;PLATTNER, J. J.
  作者：PARKS, J. A.、PLATTNER, J. J.

  DOI：——

  日期：——