(Vinylaryloxy)acetic acids. A new class of diuretic agents. 3. [(2-Nitro-1-alkenyl)aryloxy]acetic acids

Abstract

A series of [(2-nitro-1-alkenyl)aryloxy]acetic acids was synthesized and tested in dogs for saluretic and diuretic activity. A number of these compounds exhibit a high order of activity on i.v. or oral administration; representative of these is (E)-[2,3-dichloro-4-(2-nitropropenyl)phenoxy]acetic acid. The most highly active compounds are qualitatively similar in action to [2,3-dichloro-4-(2-methylenebutyryl)phenoxy]acetic acid (ethacrynic acid) in causing a prompt increase in the excretion of water and Na and Cl ions in approximately equimolar amounts but are 3-5 times as potent. K ion excretion is increased but less markedly than Na excretion.