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Acyclic analogues of pyrazofurin: syntheses and antiviral evaluation.

作者信息

Comber R N, Gray R J, Secrist J A

机构信息

Southern Research Institute, Organic Chemistry Research Department, Birmingham, Alabama 35255.

出版信息

Carbohydr Res. 1991 Sep 2;216:441-52. doi: 10.1016/0008-6215(92)84179-v.

DOI:10.1016/0008-6215(92)84179-v
PMID:1665755
Abstract

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-pyrazole-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.

摘要

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