Tricyclic heteroaromatic systems. Synthesis and benzodiazepine binding activity of 1-substituted-3-methyl- and 3-phenylpyrazolo[4,5-c]quinolin-4-ones.
The synthesis and the benzodiazepine binding activity of some 3-methyl- and 3-phenylpyrazolo[4,5-c]quinolin-4-ones bearing a heterocyclic or a substituent which is different from an aryl moiety at position-1 are reported. Molecular modelling is used to correlate the binding affinity to the chemical features and to justify the reduced receptor affinities of the reported compounds with respect to that of CGS 8216 which is taken as the lead compound.
Colotta
V
V
Dipartimento di Scienze Farmaceutiche, Università di Firenze, Italy.
Cecchi
L
L
Melani
F
F
Catarzi
D
D
Filacchioni
G
G
Martini
C
C
Giannaccini
G
G
Tonelli
M
M
Lucacchini
A
A
D000818:Animals; D002417:Cattle; D066298:In Vitro Techniques; D051379:Mice; D008958:Models, Molecular; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D011963:Receptors, GABA-A / Q000378:metabolism*; D013329:Structure-Activity Relationship
D015363:Quinolones; D011963:Receptors, GABA-A