2-Benzazepines. 2. Thiazolo[5,4-d][2]benzazepines

J Med Chem. 1983 Jan;26(1):100-3. doi: 10.1021/jm00355a020.

Abstract

As part of a program in the area of annelated 2-benzazepines, several thiazolo[5,4-d))[2]benzazepines were prepared. Treatment of the bromo ketones 7-9 with various thio amides gave the thiazoles 10-15, which when treated with methylamine gave the title compounds. The preliminary pharmacology of these compounds showed that they had central nervous system activity similar to the 1,4-benzodiazepines, such as diazepam. The thiazolo[5,4-d][2]benzazepines were also found to bind to the benzodiazepine-receptor complex, indicating that their pharmacological actions are probably related to the 1,4-benzodiazepines.

MeSH terms

  • Animals
  • Anti-Anxiety Agents / chemical synthesis*
  • Benzazepines / chemical synthesis*
  • Benzazepines / pharmacology
  • Binding, Competitive
  • Chemical Phenomena
  • Chemistry
  • Diazepam / metabolism
  • Male
  • Mice
  • Pentylenetetrazole / antagonists & inhibitors

Substances

  • Anti-Anxiety Agents
  • Benzazepines
  • Diazepam
  • Pentylenetetrazole