Synthesis and biological data of 4-amino-1-(2-chloro-2-phenylethyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl esters, a new series of A1-adenosine receptor (A1AR) ligands.
The synthesis of a new family of A1-adenosine receptor (A1AR) ligands 3a-n has been performed in a straightforward way. Affinity data at A1AR, A2AAR and A3AR in bovine membranes show that these new compounds bind the A1AR in a selective way over A2AAR and A3AR and one of them (3j) presents a very high affinity, probably due to the phenethylamine substituent at C-4.
Schenone
S
S
Dipartimento di Scienze Farmaceutiche, Facoltà di Farmacia dell'Università degli Studi di Genova, Viale Benedetto XV, 3, 16132, Genoa, Italy. schensil@unige.it
Bruno
O
O
Fossa
P
P
Ranise
A
A
Menozzi
G
G
Mosti
L
L
Bondavalli
F
F
Martini
C
C
Trincavelli
L
L
D000818:Animals; D002417:Cattle; D015195:Drug Design; D004353:Drug Evaluation, Preclinical; D008024:Ligands; D011720:Pyrazoles / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D011725:Pyridines / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D018047:Receptors, Purinergic P1 / Q000378:metabolism*; D013329:Structure-Activity Relationship
C448502:4-amino-1-(2-chloro-2-phenylethyl)-1H-pyrazolo(3,4-b)pyridine-5-carboxylic acid ethyl ester; D008024:Ligands; D011720:Pyrazoles; D011725:Pyridines; D018047:Receptors, Purinergic P1