title: 6-aminopyrazolo[4,3-c]pyridin-4(5H)-one, a novel analogue of guanine.
abstract: Treatment of dimethyl alpha-ethoxymethylidineacetonedicarboxylate with hydrazine gave methyl 3-(methoxy-carbonylmethyl)pyrazole-4-carboxylate which, upon ammonolysis and dehydration, afforded methyl 3-(cyanomethyl)pyrazole-4-carboxylate. This compound, when heated with liquid ammonia, gave 6-aminopyrazolo[4,3-c]pyridin-4(5H)-one, a new guanine analogue, which did not possess any of the potent antiviral activity shown by 6-aminoimidazo[4,5-c]pyridin-4(5H)-one (3-deazaguanine).
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis*; D003588:Cytopathogenic Effect, Viral / Q000187:drug effects; D006147:Guanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D006564:Herpesviridae / Q000187:drug effects; D010224:Parainfluenza Virus 3, Human / Q000187:drug effects; D012229:Rhinovirus / Q000187:drug effects
chemical_list: D000998:Antiviral Agents; D006147:Guanine