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Merck

Interaction between chlorhexidine digluconate and EDTA.

Journal of endodontics (2008-11-26)
Brian J Rasimick, Michelle Nekich, Megan M Hladek, Barry L Musikant, Allan S Deutsch
ABSTRACT

The combination of chlorhexidine and EDTA produces a white precipitate. The aim of this study was to determine if the precipitate involves the chemical degradation of chlorhexidine. The precipitate was produced and redissolved in a known amount of dilute trifluoroacetic acid. The amount of chlorhexidine and EDTA present in the dissolved precipitate was determined by reverse-phase high performance liquid chromatography (HPLC) with ultraviolet detection at 288 nm. More than 90% of the precipitate's mass was found to be EDTA or chlorhexidine. The remainder is suspected to be water, gluconate, and sodium. Parachloroaniline, a potentially carcinogenic decomposition product of chlorhexidine, was not detected in the precipitate (the limit of detection was 1%). The molar ratio of chlorhexidine to EDTA in the precipitate was about 1.6 to 1. Based on the results, chlorhexidine forms a salt with EDTA rather than undergoing a chemical reaction.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
4-Chloroaniline, 98%
Sigma-Aldrich
4-Chloroaniline, purified by sublimation, ≥99%
Supelco
4-Chloroaniline, PESTANAL®, analytical standard
Supelco
p-Chloroaniline, Pharmaceutical Secondary Standard; Certified Reference Material