[Synthesis of substituted 6-phenylpyrazolo[3,4-d]pyrimidines with potential adenosin-A2A antagonistic activity].
Substituted pyrazolo[3,4-d]pyrimidines were prepared by reaction of methyl- or phenylhydrazine with pyrimidine derivatives containing a methylthio or chlorine substituent as nucleofuge. Using a methylthio-6-imino-1,3-thiazine as starting material instead of a methylthiopyrimidine the conversion with phenylhydrazine could already be achieved under mild conditions thus leading first to the formation of a hydrazinopyrimidine. The affinity of the products against the human adenosine A2A receptor was determined.
Briel
D
D
Institut für Pharmazie - Pharmazeutische Chemie, Fakultät für Biowissenschaften, Pharmazie und Psychologie, Universität Leipzig, Germany. briel@rz.uni-leipzig.de
Aurich
R
R
Egerland
U
U
Unverferth
K
K
D058917:Adenosine A2 Receptor Antagonists; D002460:Cell Line; D006801:Humans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared
D058917:Adenosine A2 Receptor Antagonists; D007202:Indicators and Reagents; D011720:Pyrazoles; D011743:Pyrimidines