Partition of Alkylsulfates of Quaternary Ammonium Compounds: Structure Dependence and Transport Study

The apparent partition coefficients (log Kapp chloroform-water) of 48 alkylsulfates of substituted quinolinium compounds and 19 alkylsulfates of substituted pyridinium derivatives were correlated with Bondi's group contribution to the surface area (Aw × 109), Hansch's π constant, and Hammett's σ constant. The surface area of the ring substituent and the alkyl group appears to be the most important factor in governing the apparent partition coefficient. The kinetic study of the dialysis of nicotinic acid N-methyl iodide through Visking cellulose membrane showed an effective rate constant of 1.6 × 10−2 min.−1 in the first hour and a rate constant of 0.3 × 10−2 min.−1 after the first hour. The in vitro intestinal absorption of four quaternary ammonium iodides was studied. It was found that the presence of equimolar concentration of sodium decylsulfate inhibited the transfer of the quaternary ammonium compounds.