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 > p-chlorophenylbiguanide acetate ~ p-chloro-phenylguanidine acetate.
Get full access to this article
View all access options for this article.
References
1.
Quintana, R.P. : Surface Chemistry of Dental Integuments, in Baier, R.E. (ed) : ApPlied Chemistry at Protein Interfaces, Washington, DC: American Chemical Society, in press.
2.
Lasslo, A., and Quintana, R.P. (eds) : Surface Chemistry of Dental Integuments, Spring-field, III.: Charles C Thomas, 1973.
3.
Ochsenbein, H.: Chlorhexidin in der Zahnheilkunde-Forsetzung einer Literaturiibersicht , Schweiz Monatsschr Zahnheilkd83: 819-827, 1973.
4.
Quintana, R.P.; Fisher, R.G.; and Lasslo, A.: Surface-Active Factors in the Efficacy of Chlorhexidine Against Plaque , J Dent Res51: 1687, 1972.
5.
Zografi, G., and Munshi, M.V.: Effect of Chemical Modification on the Surface Activity of Some Phenothiazine Derivatives, J Pharm Sci59: 819-822, 1970.
6.
Rölla, G.; Löe, M.; and Schitt, C.R.: The Affinity of Chlorhexidine for Hydroxyapatite and Salivary Mucins , J Periodont Res5: 90-95, 1970.
7.
Fisher, R.G. , and Quintana, R.P.: Surface-Chemical Studies on Chlorhexidine and Related Compounds: II. Interactions with Monomolecular-Film Systems, J Dent Res54: 25-31, 1975.
8.
CURD, F.H.S., and Rose, F.L.: Synthetic Antimalarials. Part X. Some Aryl-diguanide ("-biguanide") Derivatives, J Chem Soc729-737, 1946.
9.
Byrde, R.J.W. ; Clifford, D.R.; and Wood-Cock , D.: Fungicidal Activity and Chemical Constitution. XI. The Activity of n-Alkyl Guanidine Acetates , Ann Appl Biol50 :291-298, 1962.
10.
Gage, J.C.: Synthetic Antimalarials. Part XXXIV. Physicochemical Studies on the Diguanides , J Chem Soc221-226, 1949.
11.
Quintana, R.P. : Relationships Between the Surface Activity and Cholinesterase Inhibition of Mono- and bis [3- (N,N,-diethylcarbamoyl) piperidino]alkanes, J Pharm Sci53: 1221-1223.
12.
Harkins, W.D. , and Jordan, H.F.: A Method for the Determination of Surface and Interfacial Tension from Maximum Pull on a Ring, J Am Chem Soc52: 1751-1772, 1930.
13.
Zuidema, H.H. , and Waters, G.W.: Ring Method for the Determination of Interfacial Tension, Indus Eng Chem, Anal Ed13 : 312-313, 1941.
14.
Huco, W.B., and Longworth, A.R.: Some Aspects of the Mode of Action of Chlorhexidine, J Pharm Pharmacol16: 655-662, 1964.
15.
Gjermo, P.; Baastad, K.L.; and Rölla, G.: The Plaque-Inhibiting Capacity of 11 Antibacterial Compounds, J Periodont Res5: 102-109, 1970.
16.
Loe, H. , and Schitt, C.R.: The Effect of Mouthrinses and Topical Application of Chlorhexidine on the Development of Dental Plaque and Gingivitis in Man , J Periodont Res5: 79-83, 1970.
17.
Tanzer, J.M. ; Reid, Y.; and Reid, W.: Method for Preclinical Evaluation of Antiplaque Agents, Antimicrob Agents Chemother1 : 376-380, 1972.
18.
Heard, D.D. , and Ashworth, R.W.: The Colloidal Properties of Chlorhexidine and Its Interaction with Some Macromolecules, J Pharm Pharmacol20: 505-512, 1968.
