Synthesis of 7-amino-3a,4-dihydro-3H-[1]benzopyrano[4,3-c]isoxazole derivatives displaying combined α2-adrenoceptor antagonistic and 5-HT reuptake inhibiting activities

Following a program searching for dual 5-HT reuptake inhibitors and α2-adrenoceptor antagonists started at Johnson & Johnson Pharmaceutical Research & Development, we now report on the synthesis of a series of 7-amino-3a,4-dihydro-3H-[1]benzopyrano[4,3-c]isoxazole derivatives, some of which proved to be the most potent α2-adrenoceptor blockers within this chemical class of tricyclic isoxazolines, while keeping potent 5-HT reuptake inhibiting activity.

The synthesis of a series of 7-amino-3a,4-dihydro-3H-[1]benzopyranol[4,3-c]isoxazole derivatives as potential antidepressants is reported.Figure optionsDownload as PowerPoint slide