Acyclic analogues of pyrazofurin: syntheses and antiviral evaluation

Academic Article


  • Acyclic analogues of pyrazofurin, including 4-hydroxy-3(5)-{[2-hydroxy-1-hydroxymethyl)-ethoxy]methyl}-1H-pyrazole-5(3)-carboxamide (36) and 4-hydroxy-3(5)-[(2-hydroxyethoxy)methyl]-1H-pyrasole-5(3)-carboxamide (27), that possess the side chains of ganciclovir and acyclovir, respectively, were prepared by heating methyl 4-acetoxy-1-acetyl-3-bromomethyl-1H-pyrazole-5-carboxylate (15) and sodium acetate in the requisite alcohols, or for 36, with the sodium alkoxide in dry tetrahydrofuran. These analogues have no antiviral activity, except 4-hydroxy-3(5)-[(3-hydroxypropoxy)methyl]-1H-pyrazole-5(3)-carboxamide (28), which exhibited slight activity against human cytomegalovirus. © 1991.
  • Published In

    Digital Object Identifier (doi)

    Author List

  • Comber RN; Gray RJ; Secrist JA
  • Start Page

  • 441
  • End Page

  • 452
  • Volume

  • 216
  • Issue

  • C