Studies on annulated 1,4-benzothiazines and 1,5-benzothiazepines. IX. Imidazobenzothiazepines: synthesis and in vitro benzodiazepine receptor affinity

Article abstract of DOI:10.1016/0223-5234(96)88253-5

The synthesis of three series of 1- and 2-substituted imidazo<2,1-d><1,5>benzothiazepines is accomplished starting from 1,5-benzothiazepin-4-ones.All the synthesized compounds were evaluated for their affinity for the benzodiazepine receptor, testing their ability to displace <3H>Flunitrazepam from bovine brain membrane protein.A few of the tested compounds showed good affinity, in particular compound 9a (K_i = 43.00 nM).The GABA-ratio of the active compounds suggest an antagonist or partial agonist activity.The data obtained allow us to draw some comments on the structure-activity relationships. imidazo<2,1-d><1,5>benzothiazepine / benzodiazepine receptor affinity / structure-activity relationship