benzo[c]isoxazol-3-yl-acetic acid | 27667-30-7

• 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: benzo[c]isoxazol-3-yl-acetic acid
• 英文别名: benz[c]isoxazol-3-yl-acetic acid；Benz[c]isoxazol-3-yl-essigsaeure；2-(Benzo[c]isoxazol-3-yl)aceticacid；2-(2,1-benzoxazol-3-yl)acetic acid
• CAS: 27667-30-7
• 化学式: C₉H₇NO₃
• 分子量: 177.159
• InChiKey: LGTFZUYABXMVKS-UHFFFAOYSA-N

物化性质

• 沸点：
  383.9±17.0 °C(Predicted)
• 密度：
  1.394±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.3
• 氢给体数：
  1
• 氢受体数：
  4

文献信息

• [EN] IMPROVED PROCESS FOR THE PREPARATION OF INTERMEDIATES USEFUL FOR THE PREPARATION OF ZONISAMIDE<br/>[FR] PROCEDE AMELIORE DE FABRICATION D'INTERMEDIAIRES UTILISES POUR L'OBTENTION DE ZONISAMIDE
  申请人：SUVEN LIFE SCIENCES LTD

  公开号：WO2005030738A1

  公开（公告）日：2005-04-07

  The invention relates to an improved process for the preparation of 1,2-benzisoxazole-3­-methane sulfonates and a novel compound 4-oximino-2,3-dihydrobenzoxathiin-2, 2­-dioxides. The 1,2-benzisoxazole-2-methane sulfonates and 4-oximino-2, 3-­dihydrobenzoxathiin-2, 2-dioxides prepared by the processes of the present invention have the general formula (2) & (3) respectively . The compounds of the formulae (2) and (3) are important intermediates for the preparation of Zonisamide of the formula (1) (an anticonvulsant drug). The compounds of the formula (2) is prepared from hitherto unknown compound 4-oximino-2,3-dihydrobenzoxathiin-2, 2-dioxides of the formula (3) using strong bases with suitable solvents. The novel compounds of the formula (3) is prepared by the intramolecular Cyclocondensation of the compound of the formula (4) to get the compound of the formula (5) and subsequent reaction with hydroxylamine hydrochloride to get the novel intermediates of the formula (3). In the above mentioned formulae R1 to R4 - may be the same or different and represents hydrogen, alkyl, (with carbons, 2-5), chloro, bromo, S- alkyl, o- alkyl, NO2, N- Me2, CF3. and where X represents Na or K.

  本发明涉及一种改进的制备1,2-苯并异噁唑-3-甲烷磺酸盐和新型化合物4-肟基-2,3-二氢苯并噁噻英-2,2-二氧化物的方法。通过本发明的方法制备的1,2-苯并异噁唑-2-甲烷磺酸盐和4-肟基-2,3-二氢苯并噁噻英-2,2-二氧化物分别具有通式(2)和(3)。通式(2)和(3)的化合物是制备通式(1)的唑尼沙胺（一种抗惊厥药物）的重要中间体。通式(2)的化合物是通过使用强碱和适当溶剂从未知化合物通式(3)的4-肟基-2,3-二氢苯并噁噻英-2,2-二氧化物制备的。新型化合物通式(3)是通过化合物通式(4)的分子内环化反应得到化合物通式(5)，随后与盐酸羟胺反应得到新型中间体通式(3)。上述通式中R1至R4可以是相同或不同的，代表氢、烷基（碳数2-5）、氯、溴、硫代烷基、氧代烷基、硝基、二甲基氨基、三氟甲基，其中X代表钠或钾。
• [EN] A PROCESS FOR THE MANUFACTURE OF ZONISAMIDE<br/>[FR] PROCEDE DE FABRICATION DE ZONISAMIDE
  申请人：WOCKHARDT LTD

  公开号：WO2005044808A1

  公开（公告）日：2005-05-19

  The present invention describes an improved process for the preparation of 1,2Benzisoxazole-3-methanesulphonamide (Zonisamide), a well known anti-epileptic agent which possesses anti-convulsant and anti-neurotoxic effects. Other aspect of this invention are isolation of a key intermediate, viz., crystalline sodium chloride associated 1,2Benzisoxazole-3-methane sodium sulfonate (BOS-Na:NaCl). The isolated crude BOSNa:NaCl is directly converted to Zonisamide using controlled molar ratio of chlorosulfonic acid to avoid the disulfonated side products. The analytical characteristics like IR and XRD data of the BOS-Na:NaCl are also reported to confirm its nature.

  本发明描述了一种改进的制备1,2苯并异噁唑-3-甲磺酰胺（左尼嗪）的方法，该药物是一种广为人知的抗癫痫药物，具有抗惊厥和抗神经毒性作用。本发明的其他方面包括分离关键中间体，即结晶氯化钠相关的1,2苯并异噁唑-3-甲烷磺酸钠（BOS-Na:NaCl）。分离的粗BOSNa:NaCl直接转化为左尼嗪，使用控制的氯磺酸摩尔比避免二磺化副产物。还报告了BOS-Na:NaCl的红外和XRD数据等分析特征以确认其性质。
• A PROCESS FOR THE MANUFACTURE OF ZONISAMIDE
  申请人：Wockhardt Limited

  公开号：EP1682522A1

  公开（公告）日：2006-07-26
• PIPERIDINE DERIVATES HAVING ANXIOLYTIC EFFECT
  申请人：H. LUNDBECK A/S

  公开号：EP0593511A1

  公开（公告）日：1994-04-27
• PROCESS FOR THE PREPARATION OF 1,2-BENZISOXAZOLE-3-ACETIC ACID
  申请人：TEVA PHARMACEUTICAL INDUSTRIES LTD.

  公开号：EP1373229A1

  公开（公告）日：2004-01-02