Modification of the 5' position of purine nucleosides. 1. Synthesis and biological properties of alkyladenosine-5'-carboxylates.
A series of esters of adenosine-5'-carboxylic acid has been prepared. Most of the compounds were nontoxic, causing prolonged increases in coronary sinus PO2 when administered to anesthetized dogs; the ethyl ester was most active. Nitrosation and oxidation of the ethyl ester 12 gave respectively inactive inosine ethyl ester 30 and the fairly active N1-oxide ethyl ester 29.
D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000478:Alkylation; D000818:Animals; D003331:Coronary Vessels / Q000187:drug effects; D004285:Dogs; D004951:Esterification; D010100:Oxygen / Q000097:blood; D013329:Structure-Activity Relationship
D000241:Adenosine; D010100:Oxygen