Insight into the Reaction of Alexidine with Sodium Hypochlorite: A Potential Error in Endodontic Treatment

Therapeutic success in endodontic treatment depends on successful infection control. Alexidine dihydrochloride (ALX) was recently proposed as a potential alternative to 2% chlorhexidine (CHX) as it possesses similar antimicrobial properties, expresses substantivity and does not produce p-chloroanili...

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Main Authors: Barbara Czopik, Monika Ciechomska, Joanna Zarzecka, Maciej Góra, Michał Woźniakiewicz
Format: Article
Language:English
Published: MDPI AG 2021-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/6/1623
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spelling doaj-d48cf32b9c664fc0889eaeeec52ead952021-03-16T00:01:43ZengMDPI AGMolecules1420-30492021-03-01261623162310.3390/molecules26061623Insight into the Reaction of Alexidine with Sodium Hypochlorite: A Potential Error in Endodontic TreatmentBarbara Czopik0Monika Ciechomska1Joanna Zarzecka2Maciej Góra3Michał Woźniakiewicz4Jagiellonian University Medical College, Faculty of Medicine, Institute of Stomatology, Department of Conservative Dentistry with Endodontics, Montelupich 4, 30-155 Kraków, PolandLaboratory for Forensic Chemistry, Department of Analytical Chemistry, Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Kraków, PolandJagiellonian University Medical College, Faculty of Medicine, Institute of Stomatology, Department of Conservative Dentistry with Endodontics, Montelupich 4, 30-155 Kraków, PolandDepartment of Organic Chemistry, Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Kraków, PolandLaboratory for Forensic Chemistry, Department of Analytical Chemistry, Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Kraków, PolandTherapeutic success in endodontic treatment depends on successful infection control. Alexidine dihydrochloride (ALX) was recently proposed as a potential alternative to 2% chlorhexidine (CHX) as it possesses similar antimicrobial properties, expresses substantivity and does not produce p-chloroaniline (PCA) when mixed with sodium hypochlorite (NaOCl). However, the products released in this reaction have not been described to date. The aim of this study was to identify detected chemical compounds formed in the reaction of ALX and NaOCl with the ultra-high-performance liquid chromatography–mass spectrophotometry (UHPLC-MS) method and assess whether precipitates and PCA are formed in this reaction. Solutions of ALX were mixed with the equivalent volume of 2% and 5.25% (<i>w</i>/<i>v</i>) NaOCl solutions. As control, 2% (<i>w</i>/<i>v</i>) CHX was mixed with 2% and 5.25% (<i>w</i>/<i>v</i>) NaOCl. Samples were subjected to the UHPLC-MS analysis. The mixture of ALX and NaOCl resulted in a yellowish precipitate formation, the amount of which depended on NaOCl concentration. Interaction of ALX and NaOCl resulted in the production of aliphatic amines. No PCA was formed when NaOCl was mixed with ALX. However, for the first time, we identified the possible products of the interaction. The interaction between NaOCl and ALX results in the formation of aliphatic amines; therefore, these compounds should not be mixed during endodontic treatment.https://www.mdpi.com/1420-3049/26/6/1623alexidinesodium hypochloritechlorhexidineroot canal treatmentultra-high-performance liquid chromatography-mass spectrometryp-chloroaniline
collection DOAJ
language English
format Article
sources DOAJ
author Barbara Czopik
Monika Ciechomska
Joanna Zarzecka
Maciej Góra
Michał Woźniakiewicz
spellingShingle Barbara Czopik
Monika Ciechomska
Joanna Zarzecka
Maciej Góra
Michał Woźniakiewicz
Insight into the Reaction of Alexidine with Sodium Hypochlorite: A Potential Error in Endodontic Treatment
Molecules
alexidine
sodium hypochlorite
chlorhexidine
root canal treatment
ultra-high-performance liquid chromatography-mass spectrometry
p-chloroaniline
author_facet Barbara Czopik
Monika Ciechomska
Joanna Zarzecka
Maciej Góra
Michał Woźniakiewicz
author_sort Barbara Czopik
title Insight into the Reaction of Alexidine with Sodium Hypochlorite: A Potential Error in Endodontic Treatment
title_short Insight into the Reaction of Alexidine with Sodium Hypochlorite: A Potential Error in Endodontic Treatment
title_full Insight into the Reaction of Alexidine with Sodium Hypochlorite: A Potential Error in Endodontic Treatment
title_fullStr Insight into the Reaction of Alexidine with Sodium Hypochlorite: A Potential Error in Endodontic Treatment
title_full_unstemmed Insight into the Reaction of Alexidine with Sodium Hypochlorite: A Potential Error in Endodontic Treatment
title_sort insight into the reaction of alexidine with sodium hypochlorite: a potential error in endodontic treatment
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2021-03-01
description Therapeutic success in endodontic treatment depends on successful infection control. Alexidine dihydrochloride (ALX) was recently proposed as a potential alternative to 2% chlorhexidine (CHX) as it possesses similar antimicrobial properties, expresses substantivity and does not produce p-chloroaniline (PCA) when mixed with sodium hypochlorite (NaOCl). However, the products released in this reaction have not been described to date. The aim of this study was to identify detected chemical compounds formed in the reaction of ALX and NaOCl with the ultra-high-performance liquid chromatography–mass spectrophotometry (UHPLC-MS) method and assess whether precipitates and PCA are formed in this reaction. Solutions of ALX were mixed with the equivalent volume of 2% and 5.25% (<i>w</i>/<i>v</i>) NaOCl solutions. As control, 2% (<i>w</i>/<i>v</i>) CHX was mixed with 2% and 5.25% (<i>w</i>/<i>v</i>) NaOCl. Samples were subjected to the UHPLC-MS analysis. The mixture of ALX and NaOCl resulted in a yellowish precipitate formation, the amount of which depended on NaOCl concentration. Interaction of ALX and NaOCl resulted in the production of aliphatic amines. No PCA was formed when NaOCl was mixed with ALX. However, for the first time, we identified the possible products of the interaction. The interaction between NaOCl and ALX results in the formation of aliphatic amines; therefore, these compounds should not be mixed during endodontic treatment.
topic alexidine
sodium hypochlorite
chlorhexidine
root canal treatment
ultra-high-performance liquid chromatography-mass spectrometry
p-chloroaniline
url https://www.mdpi.com/1420-3049/26/6/1623
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