3,9-dimethyl-2,3-dihydro-1,4-benzoxazepine | 284486-96-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吖庚因类
• 英文名称: 3,9-dimethyl-2,3-dihydro-1,4-benzoxazepine
• 英文别名: 2,3-Dihydro-3,9-dimethyl-1,4-benzoxazepine
• CAS: 284486-96-0
• 化学式: C₁₁H₁₃NO
• 分子量: 175.23
• InChiKey: GTMLHQQVWSFWAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  盐酸美西律 在 potassium permanganate 作用下， 以 水 为溶剂， 反应 0.33h， 以10%的产率得到3,9-dimethyl-2,3-dihydro-1,4-benzoxazepine
  参考文献：
  名称：

  Photochemical and Chemical Oxidation of Mexiletine and Tocainide. Structure Elucidation of the Major Products

  摘要：

  Mexiletine (mex) and tocainide (toc) are antiarrhythmic drugs of closely related structure. Several degradation products are formed by interaction with both light and oxidizing agents in the case of mex, and only by oxidants with toc. On the basis of the identified structures, the decomposition reactions can be classified into two types (Scheme 1). Type I is an oxidative cyclization reaction producing the oxazepine derivative 1 from mex and the diazepine derivative 3 from toc. In reaction type II side chain oxidized products (2 or 4 and 5) are formed. While tocainide.HCl has proved to be photostable, in solid mexiletine HCl the oxazepine derivative was observed after several days' exposure to direct sunlight. The pharmacopoeias (Ph.Eur.3, USP 23), however, do not prescribe light-protection for mex.HCl.

  DOI：

  10.1002/(sici)1521-4184(200002)333:2/3<48::aid-ardp48>3.0.co;2-n