title: Synthesis and A1 and A2A adenosine binding activity of some pyrano[2,3-c]pyrazol-4-ones.
abstract: A series of pyrano[2,3-c]pyrazol-4-ones was synthesized and evaluated for bovine brain adenosine A1 and A2A receptor binding affinity. Substituents at positions 5 and/or 6 were varied in order to define the structure-activity relationships in these new kinds of adenosine receptor ligands. The most selective and potent ligand among the reported compounds was the 1,4-dihydro-1-phenyl-3-methyl-6-(3-aminophenyl)-pyrano[2,3-c]pyraz ol-4-one 11 which showed a 27-fold selectivity for A1 receptor and a Ki value of 84 nM.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università di Firenze, Florence, Italy.
authors.forename: V
authors.initials: V
authors.lastname: Colotta
authors.forename: D
authors.initials: D
authors.lastname: Catarzi
authors.forename: F
authors.initials: F
authors.lastname: Varano
authors.forename: F
authors.initials: F
authors.lastname: Melani
authors.forename: G
authors.initials: G
authors.lastname: Filacchioni
authors.forename: L
authors.initials: L
authors.lastname: Cecchi
authors.forename: L
authors.initials: L
authors.lastname: Trincavelli
authors.forename: C
authors.initials: C
authors.lastname: Martini
authors.forename: A
authors.initials: A
authors.lastname: Lucacchini
mesh_terms: D000818:Animals; D002417:Cattle; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000378:metabolism; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000378:metabolism; D043705:Receptor, Adenosine A2A; D018047:Receptors, Purinergic P1 / Q000378:metabolism*
chemical_list: D011714:Pyrans; D011720:Pyrazoles; D043705:Receptor, Adenosine A2A; D018047:Receptors, Purinergic P1