ethyl 2,3-dihydro-5-(o-fluorobenzoyl)-6-methoxy-7-methylbenzofuran-2-carboxylate | 90246-80-3

• 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 2,3-dihydro-5-(o-fluorobenzoyl)-6-methoxy-7-methylbenzofuran-2-carboxylate
• 英文别名: Ethyl 5-(2-fluorobenzoyl)-6-methoxy-7-methyl-2,3-dihydro-1-benzofuran-2-carboxylate
• CAS: 90246-80-3
• 化学式: C₂₀H₁₉FO₅
• 分子量: 358.366
• InChiKey: ZQRKNLZHOMKNOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2,3-dihydro-5-(o-fluorobenzoyl)-6-methoxy-7-methylbenzofuran-2-carboxylate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以93%的产率得到ethyl 2,3-dihydro-5-(o-fluorobenzoyl)-6-hydroxy-7-methylbenzofuran-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
• 作为产物：
  描述：

  6-methoxy-7-methylbenzofuran-2-carboxylic acid 在 sodium hydroxide 、 sodium amalgam 、 三氯化铝 、 硫酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.17h， 生成 ethyl 2,3-dihydro-5-(o-fluorobenzoyl)-6-methoxy-7-methylbenzofuran-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 acids
  申请人：ABBOTT LABORATORIES

  公开号：EP0126342A2

  公开（公告）日：1984-11-28

  Disclosed are compounds of the formula: 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.

  公开了式中的化合物：其中 X 是氢、低级烷基、低级烷氧基或卤代，Y 是羟甲基、羧基、羧酰胺基或碳低级烷氧基，R 是环己基、苄基、降冰片基、低级烷基或其药学上可接受的盐。 这些化合物是有效的利尿剂。
• PARKS, J. A.;PLATTNER, J. J.
  作者：PARKS, J. A.、PLATTNER, J. J.

  DOI：——

  日期：——
• US4560558A
  申请人：——

  公开号：US4560558A

  公开（公告）日：1985-12-24