An efficient route to xanthine based A(2A) adenosine receptor antagonists and functional derivatives.
A one-pot route to 8-substituted xanthines has been developed from 5,6-diaminouracils and carboxaldehydes. Yields are good and the process applicable to a range of substrates including a family of A(2A) adenosine receptor antagonists. A new route to the KW-6002 family of antagonists is presented including a pro-drug variant, and application to related image contrast agents developed.
Labeaume
Paul
P
Department of Chemistry and Chemical Biology, Northeastern University, Boston, MA 02115, USA.
Dong
Ma
M
Sitkovsky
Michail
M
Jones
Elizabeth V
EV
Thomas
Rhiannon
R
Sadler
Sara
S
Kallmerten
Amy E
AE
Jones
Graham B
GB
D058917:Adenosine A2 Receptor Antagonists / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011355:Prodrugs / Q000138:chemical synthesis* / Q000737:chemistry; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry; D043705:Receptor, Adenosine A2A / Q000378:metabolism; D013237:Stereoisomerism; D019820:Xanthine / Q000138:chemical synthesis* / Q000737:chemistry
D058917:Adenosine A2 Receptor Antagonists; D011355:Prodrugs; D011687:Purines; D043705:Receptor, Adenosine A2A; D019820:Xanthine; C111599:istradefylline