DTMPA | 1171813-75-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: DTMPA
• 英文别名: N-methyl-N-phenyldibenzo[b,f][1,4]thiazepin-11-amine
• CAS: 1171813-75-4
• 化学式: C₂₀H₁₆N₂S
• 分子量: 316.426
• InChiKey: XGJAFBFNIJMMSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  15.6
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  11-氯-二苯并[b,f][1,4]硫氮杂卓 、 N-甲基苯胺 以 甲苯 为溶剂， 生成 DTMPA
  参考文献：
  名称：

  An Improved and Single Pot Process for the Production of Quetiapine Hemifumarate Substantially Free from Potential Impurities

  摘要：

  An improved and single pot process for the preparation of Quetiapine hemifumarate (1), an antipsychotic drug, free from potential impurities is reported with an overall yield of 80%. The reported process for its preparation suffers from the drawback of producing potential impurities identified as 11-piperazin-1-yldibenzo[b,f][1,4] thiazepine(6),2-(4-dibenzo[b,f][1,4]thiazepin-11-ylpiperazin-1-yl)ethanol (10), dimer (9), and N-methyl-N- phenyldibenzo)[b,f][1,4]thiazapine-11-amine (14). Elimination of these impurities in the process is achieved by chlorination of 3 followed by in situ condensation of obtained 4 with highly pure 8 and subsequently establishing the pH based workup to obtain free base 2, which is further converted to quetiapine hemifumarate salt free from all these impurities. In this report, different aspects of process development such as scheme selection, optimization of different process parameters, identification, synthesis, origin and control of impurities, and development of an accurate analytical method during the development of a scalable process for quetiapine hemifumarate are discussed.

  DOI：

  10.1021/op900097q