ethyl 2-<(4-bromo-2-fluorophenyl)methyl>-2,3-dihydro-3-ethoxy-1,2-benzisothiazole-3-carboxylate 1,1-dioxide | 150256-92-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: ethyl 2-<(4-bromo-2-fluorophenyl)methyl>-2,3-dihydro-3-ethoxy-1,2-benzisothiazole-3-carboxylate 1,1-dioxide
• 英文别名: 2-[(4-Bromo-2-fluorophenyl)methyl]-2,3-dihydro-3-ethoxy-1,2-benzisothiazole-3-carboxylic Acid Ethyl ester 1,1-Dioxide；ethyl 2-[(4-bromo-2-fluorophenyl)methyl]-3-ethoxy-1,1-dioxo-1,2-benzothiazole-3-carboxylate
• CAS: 150256-92-1
• 化学式: C₁₉H₁₉BrFNO₅S
• 分子量: 472.332
• InChiKey: BWJSRZRSTMUNAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 2-<(4-bromo-2-fluorophenyl)methyl>-2,3-dihydro-3-ethoxy-1,2-benzisothiazole-3-carboxylate 1,1-dioxide 在 盐酸 、 硫酸 、 氨 、 lithium hexamethyldisilazane 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 27.0h， 生成 2-<(4-bromo-2-fluorophenyl)methyl>-spiro<1,2-benzisothiazole-3(2H),5'-oxazolidine>-2',4'-dione 1,1-dioxide
  参考文献：
  名称：

  Syntheses of Spiro(oxazolidinediones): Spiro[1H-isoindole-1,5'-oxazolidine]-2',3(2H),4'-triones and Spiro[1,2-benzisothiazole-3(2H),5'-oxazolidine]-2',4'-dione 1,1-Dioxides

  摘要：

  Members of two novel families of spiro(oxazolidinediones) have been prepared. Spiro[1H-isoindole-1,5'-oxazolidine]-2', 3(2H),4'-triones (4) were synthesized from the corresponding 1-hydroxy-1-carboxyethylisoindol-3-one (7) or (10) or their primary amide derivatives (14). In turn 7 and 10 were prepared from 2-bromobenzoic acid amides (6) and (9). or from N-alkylated isoquinolin-1, 3, 4(2H)-triones (12). Spiro[1, 2-benzisothiazole-3(2H), 5'-oxazolidine]-2', 4'-dione 1, 1-dioxides (5) were constructed from the appropriate 2,3-dihydro-3-hydroxy-1,2-benzisothiazole-3-carboxamide 1,1-dioxide (17). The immediate precursors to 14, ethyl esters (16) and (19), were prepared from benzenesulfonamide (15), or from 2-bromobenzenesulfonamide (18).

  DOI：

  10.3987/com-94-6750
• 作为产物：
  描述：

  N-叔丁基苯磺酰胺 在 正丁基锂 、 甲酸 、 sodium hydride 作用下， 反应 22.87h， 生成 ethyl 2-<(4-bromo-2-fluorophenyl)methyl>-2,3-dihydro-3-ethoxy-1,2-benzisothiazole-3-carboxylate 1,1-dioxide
  参考文献：
  名称：

  Syntheses of Spiro(oxazolidinediones): Spiro[1H-isoindole-1,5'-oxazolidine]-2',3(2H),4'-triones and Spiro[1,2-benzisothiazole-3(2H),5'-oxazolidine]-2',4'-dione 1,1-Dioxides

  摘要：

  Members of two novel families of spiro(oxazolidinediones) have been prepared. Spiro[1H-isoindole-1,5'-oxazolidine]-2', 3(2H),4'-triones (4) were synthesized from the corresponding 1-hydroxy-1-carboxyethylisoindol-3-one (7) or (10) or their primary amide derivatives (14). In turn 7 and 10 were prepared from 2-bromobenzoic acid amides (6) and (9). or from N-alkylated isoquinolin-1, 3, 4(2H)-triones (12). Spiro[1, 2-benzisothiazole-3(2H), 5'-oxazolidine]-2', 4'-dione 1, 1-dioxides (5) were constructed from the appropriate 2,3-dihydro-3-hydroxy-1,2-benzisothiazole-3-carboxamide 1,1-dioxide (17). The immediate precursors to 14, ethyl esters (16) and (19), were prepared from benzenesulfonamide (15), or from 2-bromobenzenesulfonamide (18).

  DOI：

  10.3987/com-94-6750

文献信息

• Spiro[1,2-benzisothiazole-3(2H),5'-oxazolidine]-2',4'-dione 1,1-dioxides
  申请人：American Home Products Corporation

  公开号：US05221686A1

  公开（公告）日：1993-06-22

  This invention relates to novel spiro[1,2-benzisothiazole-3(2H),5'-oxazolidine]-2',4'-dione 1,1-dioxides characterized by the general formula (I), ##STR1## wherein R is lower alkyl containing 1 to 6 carbon atoms, cycloalkyl containing 5 to 6 carbon atoms, allyl, benzyl, halogen substituted benzyl, aralkyl containing 7 to 10 carbon atoms, halogen substituted aralkyl containing 7 to 10 carbon atoms; 3-phenyl-2-propynyl and halogen substituted 3-phenyl-2-propynyl and the pharmaceutically acceptable salts thereof, to the processes for their preparation, to methods for using the compounds, and to pharmaceutical compositions thereof. The compounds have pharmaceutical properties which render them beneficial for the treatment of diabetes mellitus and associated diabetic complications.

  这项发明涉及一种新型的螺[1,2-苯并异噻唑-3(2H),5'-噁唑啉]-2',4'-二酮1,1-二氧化物，其一般式为(I)，其中R是含有1至6个碳原子的低碳链烷基，含有5至6个碳原子的环烷基，烯丙基，苄基，卤素取代苄基，含有7至10个碳原子的芳基烷基，卤素取代的含有7至10个碳原子的芳基烷基；3-苯基-2-丙炔基和卤素取代的3-苯基-2-丙炔基及其药学上可接受的盐，以及它们的制备方法，使用这些化合物的方法，以及它们的药物组成物。这些化合物具有药理特性，使它们对糖尿病及相关并发症的治疗有益。
• US5221686A
  申请人：——

  公开号：US5221686A

  公开（公告）日：1993-06-22