55559-48-3Relevant articles and documents
Synthesis and Antiviral Activity of Some 7-pyrazolopyrimidine Analogues of Sangivamycin and Toyocamycin
Saxena, Naveen K.,Coleman, Lisa A.,Drach, John C.,Townsend, Leroy B.
, p. 1980 - 1983 (2007/10/02)
The sodium salt of 4-amino-3-cyanopyrazolopyrimidine (1) was condensed with (2-acetoxyethoxy)methyl bromide (2) to provide the corresponding protected acyclic nucleoside, 4-amino-3-cyano-1-pyrrazolopyrimidine (3).Treatment of 3 with sodium methoxide in methanol provided a good yield of methyl 4-amino-1-pyrrazolopyrimidine-3-formimidate (4).Treatment of the imidate (4) with sodium hydrogen sulfide gave the thiocarboxamide derivative 5.Aqueous base transformed 4 into 4-amino-1pyrrazolopyrimidine-3-carboxamide (6) in good yield.Treatment of 5 with mercuric chloride furnished the toyocamycin analogue 7.Evaluation of compounds 1, 3-7 revealed that only the heterocycle (1) and the thiocarboxamide acyclic nucleoside (5) were active.Compound 5 was the more potent with activity against human cytomegalovirus and herpes simplex virus type 1.