The synthesis and properties of some 5-substituted uracil derivatives.
The problems encountered in the synthesis of 5-vinyl-2'-deoxyuridine are outlined and the synthesis of 5-bromoethynyl-2'-deoxyuridine described. E-5-(2-Bromovinyl)-2'-deoxyuridine is the most potent and specific agent against some herpes viruses yet discovered; we have now synthesised the Z-isomer and this appears to be essentially biologically inert.
D000818:Animals; D000998:Antiviral Agents / Q000494:pharmacology; D001973:Bromodeoxyuridine / Q000031:analogs & derivatives / Q000494:pharmacology; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical; D006564:Herpesviridae / Q000187:drug effects; D013329:Structure-Activity Relationship; D014498:Uracil / Q000031:analogs & derivatives*
D000998:Antiviral Agents; C020235:brivudine; C011381:5-vinyl-2'-deoxyuridine; D014498:Uracil; C032447:5-bromoethynyl-2'-deoxyuridine; D001973:Bromodeoxyuridine; D003857:Deoxyuridine