Collect. Czech. Chem. Commun. 1993, 58, 2955-2962
https://doi.org/10.1135/cccc19932955

Synthesis and Antiviral Activity of Acyclic Nucleoside Analogues of 5-Methoxymethyl-6-methyluracil and 4-Alkylamino-5-methoxymethyl-6-methyl-2(1H)-pyrimidinones

Sunita Bhat

Department of Medicinal Chemistry, Central Drug Research Institute, Lucknow-226001, India

Abstract

The uracil derivatives 1-(2-hydroxyethoxymethyl/allyl/2,3-dihydroxypropyl)-5-methoxymethyl-6-methyluracils (Vb, VIII, XI) and 4-alkylamino-1-(2- hydroxyethoxymethyl/allyl/2,3-dihydroxypropyl)-5-methoxymethyl-6-methyl-2(1H)-pyrimidinone (VIa - VIc, IXa - IXc, XIIa - XIIc) were synthesized from versatile intermediates 1-(2-benzoyloxyethoxymethyl/allyl/2,3-dihydroxypropyl)-4-methoxy-5-methoxymethyl-2(1H)-pyrimidinone (IVa, Vii, X), respectively. The compounds IVb, Vb, VIa - VIc, VIII, IXa - IXc, XIIa - XIIc were evaluated against Ranikhet disease virus (RDV) at the dose of (0.1 μg/ml); compounds VIa, VIb, IXa, XIIb showed 57, 100, 40, 80% inhibition, respectively.