Facile synthesis of fused 1,2,4-triazolo[1,5-c]pyrimidine derivatives as human adenosine A3 receptor ligands.
A facile synthetic method for fused triazolopyrimidine derivatives having high affinity and selectivity for human adenosine A(3) receptors is reported. The fused triazolopyrimidine derivatives were easily prepared by one-pot reaction using acylhydrazines and imidates prepared from amine derivatives bearing cyano group and orthoesters in situ. This synthetic method was useful in finding new tricyclic adenosine A(3) receptor antagonists and also in diversifying the substituents at two positions on the fused triazolopyrimidine ring.
Okamura
Takashi
T
Pharmaceutical Technology Institute, Otsuka Pharmaceutical Factory, Inc. Tateiwa, Muya-cho, Naruto, Tokushima 772-8601, Japan. okamurtk@otsukakj.co.jp
Kurogi
Yasuhisa
Y
Hashimoto
Kinji
K
Nishikawa
Hiroshi
H
Nagao
Yoshimitsu
Y
D058918:Adenosine A3 Receptor Antagonists; D006801:Humans; D020128:Inhibitory Concentration 50; D008024:Ligands; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000494:pharmacology
C494034:1,2,4-triazolo(1,5-c)pyrimidine; D058918:Adenosine A3 Receptor Antagonists; D008024:Ligands; D011743:Pyrimidines; D014230:Triazoles