N-nitrosodimethylamine formation potential (NDMA-FP) of ranitidine remains after chlorination and/or photo-irradiation: Identification of transformation products in combination with NDMA-FP test

Abstract

N-nitrosodimethylamine (NDMA), a probable carcinogenic disinfection by-product, can be formed with high molar yields following chloramination of ranitidine (RNTD), a histamine H₂-receptor antagonist. Although RNTD and some of its transformation products (TPs) have been studied under chlorination and photo-irradiation, the relationship between RNTD TPs and NDMA formation potential (NDMA-FP) remaining after those processes is still unclear. This study investigated the effects of chlorination and/or photo-irradiation on NDMA-FP derived from RNTD, simulating an urban water environment receiving treated wastewater. After chlorination and/or photo-irradiation of RNTD, ten TPs including five new ones were identified by liquid chromatography-quadrupole time-of-flight mass spectrometry (LC-QTof-MS). In addition, important RNTD TPs responsible for NDMA-FP (e.g., chlorinated and hydroxylated RNTD: TP-364) were also confirmed by the relationship between detected peak area and NDMA-FP. The results showed that NDMA-FP remained due to the presence of RNTD TPs, although RNTD itself was significantly removed by chlorination and/or photo-irradiation. TP-364 was only formed by chlorination of RNTD and could not be removed by photo-irradiation. TP-314 (a stereoisomer of RNTD), -299, and -286, which were mainly formed by photo-irradiation of RNTD but not by photo-irradiation after chlorination, had strong positive correlations with NDMA-FP (R² > 0.90; F-test, P < 0.01).

Keywords: Chlorine; NDMA-FP; RNTD; Sunlight; Transformation products.