Studies on annelated 1,4-benzothiazines and 1,5-benzothiazepines. VIII-Synthesis and inhibition of benzodiazepine receptor binding of some derivatives of triazino[3,4-c]-1,4-benzothiazine and triazino[3,4-d]-1,5-benzothiazepine, two new heterocyclic ring systems.
Several series of triazino[3,4-c]-1,4-benzothiazines and triazino[3,4-d]-1,5-benzothiazepines were synthesized. Tentative syntheses performed to obtain 5H-as-triazino[3,4-c]-1,4-benzothiazin-1,2-diones and 5,6-dihydro-as-triazino[3,4-d]-1,5-benzothiazepin-1,2-diones gave rise to s-triazolo derivatives. Only in one case was the reaction successful, affording the 3,5-dihydro-as-triazino[3,4-c]-1,4-benzothiazin-1,2-dione 9a. All the final compounds were tested for their ability to displace [3H]flunitrazepam from bovine brain membranes.
Perioli
L
L
Istituto di Chimica Farmaceutica, Università di Perugia, Italy.
Ambrogi
V
V
Grandolini
G
G
Giusti
L
L
Lucacchini
A
A
Martini
C
C
D000818:Animals; D001667:Binding, Competitive / Q000187:drug effects; D002417:Cattle; D002540:Cerebral Cortex / Q000187:drug effects / Q000378:metabolism; D005445:Flunitrazepam / Q000493:pharmacokinetics; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D008566:Membranes / Q000187:drug effects / Q000378:metabolism; D011963:Receptors, GABA-A / Q000378:metabolism*; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D013841:Thiazepines / Q000138:chemical synthesis* / Q000493:pharmacokinetics; D014227:Triazines / Q000138:chemical synthesis* / Q000493:pharmacokinetics
D011963:Receptors, GABA-A; D013841:Thiazepines; D014227:Triazines; D005445:Flunitrazepam