1,2,3-triazole[4,5-d]pyridazines--IV. Preparation and adenosine receptor binding of new 4 and/or 7 aminoderivatives.
This paper reports the continuation of the studies on the 4-aminosubstituted 1,2,3-triazole[4,5-d]pyridazine derivatives which had shown binding affinity towards adenosine receptors. Biological results confirmed the greater activity of a benzyl substituent in the 1 position and the receptorial stereoselectivity related to the higher and more selective A1 affinity of the 4-D(+)-alpha-methylbenzylamino enantiomer 1b. The 4-phenylhydrazino substituent has shown an interesting binding activity about equipotent towards A1 and A2 receptorial sites. A surprisingly elevated A1 affinity (Ki = 7 nM), 440 fold higher than A2 affinity, is presented by compound 1d, bearing a m-toluidino substituent.
Biagi
G
G
Istituto di Chimica Farmaceutica e Tossicologica, Università di Pisa.
Giorgi
I
I
Livi
O
O
Scartoni
V
V
Velo
S
S
Martini
C
C
Senatore
G
G
Barili
P L
PL
D000818:Animals; D001921:Brain / Q000378:metabolism; D011724:Pyridazines / Q000737:chemistry* / Q000378:metabolism; D051381:Rats; D018047:Receptors, Purinergic P1 / Q000378:metabolism*; D012756:Sheep; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry* / Q000378:metabolism
D011724:Pyridazines; D018047:Receptors, Purinergic P1; D014230:Triazoles