Carboxylic acid esters (II-VI) of pentazocine (I) and aminoalkylcarboxylates (VIII-XI) of acetaminophen (VII), phenolic hydroxy compounds, were synthesized and their hydrolysis studied. The aminoalkylcarboxylates (XIII-XV) of bucetin (XII), alcoholic hydroxy compounds, were also synthesized and their hydrolysis rates compared with those of VIII-XI. Similarly, the hydrolysis rates of these derivatives in pH 7.4 phosphate buffer with 1% rabbit plasma were measured. The results showed that t1/2 values of the hydrolysis rates of II, III and VI in the buffer with plasma were 8-120 times faster than those in the buffer alone.
