Dipyrazolo[5,4-b:3',4'-d]pyridines. Synthesis, inhibition of benzodiazepine receptor binding and structure-activity relationships.
Some 2,6,8-trisubstituted dipyrazolo[5,4-b:3',4'-d]pyridin-3-ones related to the CGS series were synthesized and tested for their ability to displace [3H]flunitrazepam binding from bovine brain membranes. However the affinity for the benzodiazepine receptor of the tested compounds was lower than that of the CGS series, although it was comparable to that of chlordiazepoxide. It follows that some structure-activity relationships on the tested compounds can be drawn.
Melani
F
F
Dipartimento di Scienze Farmaceutiche, Università di Firenze, Italy.
Cecchi
L
L
Colotta
V
V
Filacchioni
G
G
Martini
C
C
Giannaccini
G
G
Lucacchini
A
A
D000818:Animals; D001569:Benzodiazepines / Q000037:antagonists & inhibitors; D001667:Binding, Competitive / Q000187:drug effects; D001923:Brain Chemistry / Q000187:drug effects; D002417:Cattle; D055598:Chemical Phenomena; D002621:Chemistry; D005445:Flunitrazepam / Q000378:metabolism; D066298:In Vitro Techniques; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D011728:Pyridones / Q000138:chemical synthesis* / Q000494:pharmacology; D011963:Receptors, GABA-A / Q000187:drug effects*; D013329:Structure-Activity Relationship
D011720:Pyrazoles; D011728:Pyridones; D011963:Receptors, GABA-A; D001569:Benzodiazepines; D005445:Flunitrazepam; C033830:2-phenylpyrazolo(4,3-c)quinolin-3(5H)-one