Abstract

Haloacetonitriles (HANs) are toxic nitrogenous drinking water disinfection byproducts (N-DBPs) and are observed with chlorine, chloramine, or chlorine dioxide disinfection. Using microplate-based Chinese hamster ovary (CHO) cell assays for chronic cytotoxicity and acute genotoxicity, we analyzed 7 HANs: iodoacetonitrile (IAN), bromoacetonitrile (BAN), dibromoacetonitrile (DBAN), bromochloroacetonitrile (BCAN), chloroacetonitrile (CAN), dichloroacetonitrile (DCAN), and trichloroacetonitrile (TCAN). The cytotoxic potency (%C1/2 values) ranged from 2.8 microM (DBAN) to 0.16 mM (TCAN), with a descending rank order of DBAN > IAN approximately BAN > BCAN > DCAN > CAN > TCAN. HANs induced acute genomic DNA damage; the single cell gel electrophoresis (SCGE) genotoxicity potency ranged from 37 microM (IAN) to 2.7 mM (DCAN). The rank order of declining genotoxicity was IAN > BAN approximately DBAN > BCAN > CAN > TCAN > DCAN. The accompanying structure-activity analysis of these HANs was in general agreement with the genotoxicity rank order. These data were incorporated into our growing quantitative comparative DBP cytotoxicity and genotoxicity databases. As a chemical class, the HANs are more toxic than regulated carbon-based DBPs, such as the haloacetic acids. The toxicity of N-DBPs may become a health concern because of the increased use of alternative disinfectants, such as chloramines, which may enhance the formation of N-DBPs, including HANs.

Keywords

Haloacetic acidsGenotoxicityChemistryChloramineChlorine dioxideEnvironmental chemistryCytotoxicityChlorineAcute toxicityToxicityPotencyBiochemistryOrganic chemistryIn vitro

MeSH Terms

AcetatesAcetonitrilesAnimalsCHO CellsCell CountCell ProliferationCricetinaeCricetulusDisinfectionElectrophoresisHydrocarbonsHalogenatedMutagenicity TestsQuantitative Structure-Activity RelationshipRegression AnalysisWater PurificationWater Supply

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Publication Info

Year
2006
Type
article
Volume
41
Issue
2
Pages
645-651
Citations
719
Access
Closed

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Cite This

Mark G. Muellner, Elizabeth D. Wagner, Kristin McCalla et al. (2006). Haloacetonitriles vs. Regulated Haloacetic Acids:  Are Nitrogen-Containing DBPs More Toxic?. Environmental Science & Technology , 41 (2) , 645-651. https://doi.org/10.1021/es0617441

Identifiers

DOI
10.1021/es0617441
PMID
17310735

Data Quality

Data completeness: 81%