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Volumn 68, Issue , 2015, Pages 759-770

Transformation of methadone and its main human metabolite, 2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine (EDDP), during water chlorination

Author keywords

2 ethylidene 1,5 dimethyl 3,3 diphenylpyrrolidine (EDDP); Chlorination; Environmental fate; Liquid chromatography time of flight mass spectrometry; Methadone; Transformation products

Indexed keywords

BIOGEOCHEMISTRY; BIOMOLECULES; CHLORINATION; CHLORINE; CHROMATOGRAPHIC ANALYSIS; DIRECT INJECTION; DRUG PRODUCTS; HUMAN REACTION TIME; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METABOLITES; ORGANIC COMPOUNDS;

EID: 84911448879     PISSN: 00431354     EISSN: 18792448     Source Type: Journal    
DOI: 10.1016/j.watres.2014.10.058     Document Type: Article
Times cited : (20)

References (42)
  • 1
    • 0004173439 scopus 로고    scopus 로고
    • American Water Works Association, Denver (CO), G.L. Amy, M.S. Siddiqui (Eds.)
    • Strategies to Control Bromate and Bromide 1999, American Water Works Association, Denver (CO). G.L. Amy, M.S. Siddiqui (Eds.).
    • (1999) Strategies to Control Bromate and Bromide
  • 2
    • 79952068519 scopus 로고    scopus 로고
    • Multi-residue analysis of drugs of abuse in wastewater and surface water by solid-phase extraction and liquid chromatography-positive electrospray ionisation tandem mass spectrometry
    • Baker D.R., Kasprzyk-Hordern B. Multi-residue analysis of drugs of abuse in wastewater and surface water by solid-phase extraction and liquid chromatography-positive electrospray ionisation tandem mass spectrometry. J. Chromatogr. A 2011, 1218(12):1620-1631.
    • (2011) J. Chromatogr. A , vol.1218 , Issue.12 , pp. 1620-1631
    • Baker, D.R.1    Kasprzyk-Hordern, B.2
  • 4
    • 31144455945 scopus 로고    scopus 로고
    • Transformation of acetaminophen by chlorination produces the toxicants 1,4-benzoquinone and N-acetyl-p-benzoquinone imine
    • Bedner M., Maccrehan W.A. Transformation of acetaminophen by chlorination produces the toxicants 1,4-benzoquinone and N-acetyl-p-benzoquinone imine. Environ. Sci. Technol. 2006, 40(2):516-522.
    • (2006) Environ. Sci. Technol. , vol.40 , Issue.2 , pp. 516-522
    • Bedner, M.1    Maccrehan, W.A.2
  • 5
    • 77957753445 scopus 로고    scopus 로고
    • Analysis of llicit and illicit drugs in waste, surface and lake water samples using large volume direct injection high performance liquid chromatography - electrospray tandem mass spectrometry (HPLC-MS/MS)
    • Berset J.D., Brenneisen R., Mathieu C. Analysis of llicit and illicit drugs in waste, surface and lake water samples using large volume direct injection high performance liquid chromatography - electrospray tandem mass spectrometry (HPLC-MS/MS). Chemosphere 2010, 81(7):859-866.
    • (2010) Chemosphere , vol.81 , Issue.7 , pp. 859-866
    • Berset, J.D.1    Brenneisen, R.2    Mathieu, C.3
  • 6
    • 84856235232 scopus 로고    scopus 로고
    • Illicit drugs as new environmental pollutants: cyto-genotoxic effects of cocaine on the biological model Dreissena polymorpha
    • Binelli A., Pedriali A., Riva C., Parolini M. Illicit drugs as new environmental pollutants: cyto-genotoxic effects of cocaine on the biological model Dreissena polymorpha. Chemosphere 2012, 86(9):906-911.
    • (2012) Chemosphere , vol.86 , Issue.9 , pp. 906-911
    • Binelli, A.1    Pedriali, A.2    Riva, C.3    Parolini, M.4
  • 7
    • 78650202674 scopus 로고    scopus 로고
    • Quantification of drugs of abuse in municipal wastewater via SPE and direct injection liquid chromatography mass spectrometry
    • Bisceglia K.J., Roberts A.L., Schantz M.M., Lippa K.A. Quantification of drugs of abuse in municipal wastewater via SPE and direct injection liquid chromatography mass spectrometry. Anal. Bioanal. Chem. 2010, 398(6):2701-2712.
    • (2010) Anal. Bioanal. Chem. , vol.398 , Issue.6 , pp. 2701-2712
    • Bisceglia, K.J.1    Roberts, A.L.2    Schantz, M.M.3    Lippa, K.A.4
  • 8
    • 60849115540 scopus 로고    scopus 로고
    • Monitoring of opiates, cannabinoids and their metabolites in wastewater, surface water and finished water in Catalonia, Spain
    • Boleda M.R., Galcerán M.T., Ventura F. Monitoring of opiates, cannabinoids and their metabolites in wastewater, surface water and finished water in Catalonia, Spain. Water Res. 2009, 43(4):1126-1136.
    • (2009) Water Res. , vol.43 , Issue.4 , pp. 1126-1136
    • Boleda, M.R.1    Galcerán, M.T.2    Ventura, F.3
  • 9
    • 79955118180 scopus 로고    scopus 로고
    • Behaviour of pharmaceuticals and drugs of abuse in a drinking water treatment plant (DWTP) using combined conventional and ultrafiltration and reverse osmosis (UF/RO) treatments
    • Boleda M.R., Galcerán M.T., Ventura F. Behaviour of pharmaceuticals and drugs of abuse in a drinking water treatment plant (DWTP) using combined conventional and ultrafiltration and reverse osmosis (UF/RO) treatments. Environ. Pollut. 2011, 159(6):1584-1591.
    • (2011) Environ. Pollut. , vol.159 , Issue.6 , pp. 1584-1591
    • Boleda, M.R.1    Galcerán, M.T.2    Ventura, F.3
  • 10
    • 80051672428 scopus 로고    scopus 로고
    • Evaluation of the presence of drugs of abuse in tap waters
    • Boleda M.R., Huerta-Fontela M., Ventura F., Galcerán M.T. Evaluation of the presence of drugs of abuse in tap waters. Chemosphere 2011, 84(11):1601-1607.
    • (2011) Chemosphere , vol.84 , Issue.11 , pp. 1601-1607
    • Boleda, M.R.1    Huerta-Fontela, M.2    Ventura, F.3    Galcerán, M.T.4
  • 11
    • 33845528593 scopus 로고    scopus 로고
    • Identification and measurement of illicit drugs and their metabolites in urban wastewater by liquid chromatography-tandem mass spectrometry
    • Castiglioni S., Zuccato E., Crisci E., Chiabrando C., Fanelli R., Bagnati R. Identification and measurement of illicit drugs and their metabolites in urban wastewater by liquid chromatography-tandem mass spectrometry. Anal. Chem. 2006, 78(24):8421-8429.
    • (2006) Anal. Chem. , vol.78 , Issue.24 , pp. 8421-8429
    • Castiglioni, S.1    Zuccato, E.2    Crisci, E.3    Chiabrando, C.4    Fanelli, R.5    Bagnati, R.6
  • 15
    • 73449124467 scopus 로고    scopus 로고
    • Environmental footprint of pharmaceuticals: the significance of factors beyond direct excretion to sewers
    • Daughton C.G., Ruhoy I.S. Environmental footprint of pharmaceuticals: the significance of factors beyond direct excretion to sewers. Environ. Toxicol. Chem. 2009, 28(12):2495-2521.
    • (2009) Environ. Toxicol. Chem. , vol.28 , Issue.12 , pp. 2495-2521
    • Daughton, C.G.1    Ruhoy, I.S.2
  • 16
    • 33846084123 scopus 로고    scopus 로고
    • Aqueous chlorination of the antibacterial agent trimethoprim: reaction kinetics and pathways
    • Dodd M.C., Huang C.H. Aqueous chlorination of the antibacterial agent trimethoprim: reaction kinetics and pathways. Water Res. 2007, 41(3):647-655.
    • (2007) Water Res. , vol.41 , Issue.3 , pp. 647-655
    • Dodd, M.C.1    Huang, C.H.2
  • 18
    • 84883420203 scopus 로고    scopus 로고
    • Investigation of the transformation of 11-nor-9-carboxy-δ(9)-tetrahydrocannabinol during water chlorination by liquid chromatography-quadrupole-time-of-flight-mass spectrometry
    • González-Mariño I., Rodríguez I., Quintana J.B., Cela R. Investigation of the transformation of 11-nor-9-carboxy-δ(9)-tetrahydrocannabinol during water chlorination by liquid chromatography-quadrupole-time-of-flight-mass spectrometry. J. Hazard. Mater. 2013, 261:628-636.
    • (2013) J. Hazard. Mater. , vol.261 , pp. 628-636
    • González-Mariño, I.1    Rodríguez, I.2    Quintana, J.B.3    Cela, R.4
  • 19
    • 0036071124 scopus 로고    scopus 로고
    • Treatment of heroin (diamorphine) addiction. Current approaches and future prospects
    • González G., Oliveto A., Kosten T.R. Treatment of heroin (diamorphine) addiction. Current approaches and future prospects. Drugs 2002, 62:1331-1343.
    • (2002) Drugs , vol.62 , pp. 1331-1343
    • González, G.1    Oliveto, A.2    Kosten, T.R.3
  • 20
    • 43049099967 scopus 로고    scopus 로고
    • Occurrence of psychoactive stimulatory drugs in wastewaters in north-eastern Spain
    • Huerta-Fontela M., Galcerán M.T., Martín-Alonso J., Ventura F. Occurrence of psychoactive stimulatory drugs in wastewaters in north-eastern Spain. Sci. Total Environ. 2008, 397(1-3):31-40.
    • (2008) Sci. Total Environ. , vol.397 , Issue.1-3 , pp. 31-40
    • Huerta-Fontela, M.1    Galcerán, M.T.2    Martín-Alonso, J.3    Ventura, F.4
  • 21
    • 84861183312 scopus 로고    scopus 로고
    • New chlorinated amphetamine-type-stimulants disinfection-by-products formed during drinking water treatment
    • Huerta-Fontela M., Pineda O., Ventura F., Galcerán M.T. New chlorinated amphetamine-type-stimulants disinfection-by-products formed during drinking water treatment. Water Res. 2012, 46(10):3304-3314.
    • (2012) Water Res. , vol.46 , Issue.10 , pp. 3304-3314
    • Huerta-Fontela, M.1    Pineda, O.2    Ventura, F.3    Galcerán, M.T.4
  • 22
    • 78650578056 scopus 로고    scopus 로고
    • Identification of reaction products from reactions of free chlorine with the lipid-regulator gemfibrozil
    • Krkošek W.H., Koziar S.A., White R.L., Gagnon G.A. Identification of reaction products from reactions of free chlorine with the lipid-regulator gemfibrozil. Water Res. 2011, 45(3):1414-1422.
    • (2011) Water Res. , vol.45 , Issue.3 , pp. 1414-1422
    • Krkošek, W.H.1    Koziar, S.A.2    White, R.L.3    Gagnon, G.A.4
  • 24
    • 37549010370 scopus 로고    scopus 로고
    • Study of some UV filters stability in chlorinated water and identification of halogenated by-products by gas chromatography-mass spectrometry
    • Negreira N., Canosa P., Rodríguez I., Ramil M., Rubí E., Cela R. Study of some UV filters stability in chlorinated water and identification of halogenated by-products by gas chromatography-mass spectrometry. J. Chromatogr. A 2008, 1178(1-2):206-214.
    • (2008) J. Chromatogr. A , vol.1178 , Issue.1-2 , pp. 206-214
    • Negreira, N.1    Canosa, P.2    Rodríguez, I.3    Ramil, M.4    Rubí, E.5    Cela, R.6
  • 25
    • 84864833858 scopus 로고    scopus 로고
    • Assessment of benzophenone-4 reactivity with free chlorine by liquid chromatography quadrupole time-of-flight mass spectrometry
    • Negreira N., Rodríguez I., Rodil R., Cela R. Assessment of benzophenone-4 reactivity with free chlorine by liquid chromatography quadrupole time-of-flight mass spectrometry. Anal. Chim. Acta 2012, 743:101-110.
    • (2012) Anal. Chim. Acta , vol.743 , pp. 101-110
    • Negreira, N.1    Rodríguez, I.2    Rodil, R.3    Cela, R.4
  • 26
    • 79955703981 scopus 로고    scopus 로고
    • Drugs of abuse and their metabolites in waste and surface waters by liquid chromatography-tandem mass spectrometry
    • Pedrouzo M., Borrull F., Pocurull E., Marcé R.M. Drugs of abuse and their metabolites in waste and surface waters by liquid chromatography-tandem mass spectrometry. J. Sep. Sci. 2011, 34(10):1091-1101.
    • (2011) J. Sep. Sci. , vol.34 , Issue.10 , pp. 1091-1101
    • Pedrouzo, M.1    Borrull, F.2    Pocurull, E.3    Marcé, R.M.4
  • 28
    • 33746534343 scopus 로고    scopus 로고
    • Multi-residue analysis of pharmaceuticals in wastewater by ultra-performance liquid chromatography-quadrupole-time-of-flight mass spectrometry
    • Petrovic M., Gros M., Barceló D. Multi-residue analysis of pharmaceuticals in wastewater by ultra-performance liquid chromatography-quadrupole-time-of-flight mass spectrometry. J. Chromatogr. A 2006, 1124(1-2):68-81.
    • (2006) J. Chromatogr. A , vol.1124 , Issue.1-2 , pp. 68-81
    • Petrovic, M.1    Gros, M.2    Barceló, D.3
  • 29
    • 3242714803 scopus 로고    scopus 로고
    • Transformation of aromatic ether- and amine-containing pharmaceuticals during chlorine disinfection
    • Pinkston K.E., Sedlak D.L. Transformation of aromatic ether- and amine-containing pharmaceuticals during chlorine disinfection. Environ. Sci. Technol. 2004, 38(14):4019-4025.
    • (2004) Environ. Sci. Technol. , vol.38 , Issue.14 , pp. 4019-4025
    • Pinkston, K.E.1    Sedlak, D.L.2
  • 30
    • 84907366411 scopus 로고    scopus 로고
    • Transformation of pharmaceuticals during oxidation/disinfection processes in drinking water treatment
    • Postigo C., Richardson S. Transformation of pharmaceuticals during oxidation/disinfection processes in drinking water treatment. J. Hazard. Mater. 2014, 279:461-475.
    • (2014) J. Hazard. Mater. , vol.279 , pp. 461-475
    • Postigo, C.1    Richardson, S.2
  • 31
    • 71849092124 scopus 로고    scopus 로고
    • Drugs of abuse and their metabolites in the Ebro River basin: occurrence in sewage and surface water, sewage treatment plants removal efficiency, and collective drug usage estimation
    • Postigo C., López de Alda M.J., Barceló D. Drugs of abuse and their metabolites in the Ebro River basin: occurrence in sewage and surface water, sewage treatment plants removal efficiency, and collective drug usage estimation. Environ. Int. 2010, 36(1):75-84.
    • (2010) Environ. Int. , vol.36 , Issue.1 , pp. 75-84
    • Postigo, C.1    López de Alda, M.J.2    Barceló, D.3
  • 32
    • 80052269199 scopus 로고    scopus 로고
    • Photolytic and photocatalytic transformation of methadone in aqueous solutions under solar irradiation: kinetics, characterization of major intermediate products and toxicity evaluation
    • Postigo C., Sirtori C., Oller I., Malato S., Maldonado M.I., López de Alda M., Barceló D. Photolytic and photocatalytic transformation of methadone in aqueous solutions under solar irradiation: kinetics, characterization of major intermediate products and toxicity evaluation. Water Res. 2011, 45:4815-4826.
    • (2011) Water Res. , vol.45 , pp. 4815-4826
    • Postigo, C.1    Sirtori, C.2    Oller, I.3    Malato, S.4    Maldonado, M.I.5    López de Alda, M.6    Barceló, D.7
  • 33
    • 84863719121 scopus 로고    scopus 로고
    • Reaction of β-blockers and β-agonist pharmaceuticals with aqueous chlorine. Investigation of kinetics and by-products by liquid chromatography quadrupole time-of-flight mass spectrometry
    • Quintana J.B., Rodil R., Cela R. Reaction of β-blockers and β-agonist pharmaceuticals with aqueous chlorine. Investigation of kinetics and by-products by liquid chromatography quadrupole time-of-flight mass spectrometry. Anal. Bioanal. Chem. 2012, 403(8):2385-2395.
    • (2012) Anal. Bioanal. Chem. , vol.403 , Issue.8 , pp. 2385-2395
    • Quintana, J.B.1    Rodil, R.2    Cela, R.3
  • 34
    • 71849104062 scopus 로고    scopus 로고
    • Investigating the chlorination of acidic pharmaceuticals and by-product formation aided by an experimental design methodology
    • Quintana J.B., Rodil R., Lopez-Mahía P., Muniategui-Lorenzo S., Prada-Rodríguez D. Investigating the chlorination of acidic pharmaceuticals and by-product formation aided by an experimental design methodology. Water Res. 2010, 44(1):243-255.
    • (2010) Water Res. , vol.44 , Issue.1 , pp. 243-255
    • Quintana, J.B.1    Rodil, R.2    Lopez-Mahía, P.3    Muniategui-Lorenzo, S.4    Prada-Rodríguez, D.5
  • 35
    • 84855931908 scopus 로고    scopus 로고
    • Environmental mass spectrometry: emerging contaminants and current issues
    • Richardson S.D. Environmental mass spectrometry: emerging contaminants and current issues. Anal. Chem. 2012, 84:747-778.
    • (2012) Anal. Chem. , vol.84 , pp. 747-778
    • Richardson, S.D.1
  • 36
    • 83955162308 scopus 로고    scopus 로고
    • Oxidation of synthetic phenolic antioxidants during water chlorination
    • Rodil R., Quintana J.B., Cela R. Oxidation of synthetic phenolic antioxidants during water chlorination. J. Hazard. Mater. 2012, 199-200:73-81.
    • (2012) J. Hazard. Mater. , vol.199-200 , pp. 73-81
    • Rodil, R.1    Quintana, J.B.2    Cela, R.3
  • 37
    • 84858071702 scopus 로고    scopus 로고
    • Transformation of phenazone-type drugs during chlorination
    • Rodil R., Quintana J.B., Cela R. Transformation of phenazone-type drugs during chlorination. Water Res. 2012, 46(7):2457-2468.
    • (2012) Water Res. , vol.46 , Issue.7 , pp. 2457-2468
    • Rodil, R.1    Quintana, J.B.2    Cela, R.3
  • 38
    • 2942607341 scopus 로고
    • Potassium permanganate oxidation of methadone and its convenient transformation to metabolites
    • Singh P., Khan W.A. Potassium permanganate oxidation of methadone and its convenient transformation to metabolites. J. Org. Chem. 1979, 44(5):874-875.
    • (1979) J. Org. Chem. , vol.44 , Issue.5 , pp. 874-875
    • Singh, P.1    Khan, W.A.2
  • 39
    • 77958177665 scopus 로고    scopus 로고
    • Illicit drugs in wastewater of the city of Zagreb (Croatia) - estimation of drug abuse in a transition country
    • Terzic S., Senta I., Ahel M. Illicit drugs in wastewater of the city of Zagreb (Croatia) - estimation of drug abuse in a transition country. Environ. Pollut. 2010, 158(8):2686-2693.
    • (2010) Environ. Pollut. , vol.158 , Issue.8 , pp. 2686-2693
    • Terzic, S.1    Senta, I.2    Ahel, M.3
  • 40
    • 84911384569 scopus 로고    scopus 로고
    • Toxicity Estimation Software Tool (TEST) available at: accessed on: April 2014.
    • United States Environmental Protection Agency (EPA), Toxicity Estimation Software Tool (TEST) available at: accessed on: April 2014. http://www.epa.gov/nrmrl/std/qsar/qsar.html.


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