Surface-Chemical Studies on Chlorhexidine and Related Compounds: I. Effects at Air-Water, n-Hexane-Water, and Hydroxyapatite-Water Interfaces

¹ Surface Chemistry Laboratory, Department of Medicinal Chemistry, College of Pharmacy, University of Tennessee Medical Units, Memphis, Tennessee 38163, USA

The comparative ability of chlorhexidine diacetate and structurally related compounds to generate surface pressure at air-water and n-hexane-water interfaces, and to adsorb to hydroxyapatite, was determined. The order of effectiveness generally evident was 1-/p-chlorophenyl)-5-n-octylbiguanide acetate >> chlorhexidine diacetate 1-(p-chlorophenyl)-5-n-hexylbiguanide acetate > 1-(p-chlorophenyl)-5-n-propylbiguanide acetate > pchlorophenylbiguanide acetate p-chlorophenylguanidine acetate.