New 2-(2'-phenyl-9'-benzyl-8'-azapurin-6'-ylamino)-carboxylic acid methylesters as ligands for A1 adenosine receptors.
Synthesis of a series of new 2-phenyl-9-benzyl-8-azaadenines bearing on N6 an alkyl or aralkyl chain having a carbonyloxymethyl group on the carbon bound to N6 were reported. The ester group could assure to the molecule a better water-solubility than the 8-azaadenines 2, 6 and 9 substituted with lipophilic groups synthesised in the past. Compounds synthesised demonstrated only little capability of binding A1 adenosine receptors.
Biagi
G
G
Dipartimento di Scienze Farmaceutiche, Università di Pisa, Italy.
Giorgi
I
I
Pacchini
F
F
Livi
O
O
Scartoni
V
V
D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism*; D000818:Animals; D002417:Cattle; D002540:Cerebral Cortex; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008566:Membranes; D011687:Purines / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D011869:Radioligand Assay; D018047:Receptors, Purinergic P1 / Q000378:metabolism*; D012995:Solubility; D013329:Structure-Activity Relationship
D004952:Esters; D008024:Ligands; D011687:Purines; D018047:Receptors, Purinergic P1; D000225:Adenine; C006654:8-azaadenine