178
Views
8
CrossRef citations to date
0
Altmetric
Articles

Applications of Abraham solvation parameter model: estimation of the lethal median molar concentration of the antiepileptic drug levetiracetam towards aquatic organisms from measured solubility data

, &
Pages 302-308 | Received 30 Nov 2018, Accepted 16 Feb 2019, Published online: 01 Mar 2019

References

  • Li S, Liu Y, Yin F, et al. Solubility measurement and thermodynamic properties of levetiracetam in pure and mixed solvents. J Chem Eng Data. 2018;63:4669–4681.
  • Abou-Khalil B. Levetiracetam in the treatment of epilepsy. Neuropsychiatr Dis Treat. 2008;4:507–523.
  • Brumfield M, Wadawadigi A, Kuprasertkul N, et al. Abraham model correlations for solute transfer into tributyl phosphate from both water and the gas phase. Phys Chem Liq. 2015;53:10–24.
  • Brumfield M, Acree WE Jr, Abraham MH. Abraham model correlations for describing solute transfer into diisopropyl ether. Phys Chem Liq. 2015;53:25–37.
  • Hart E, Grover D, Zettl H, et al. Abraham model correlations for solute transfer into 2-methoxyethanol from water and from the gas phase. J Mol Liq. 2015;209:738–744.
  • Sedov IA, Stolov MA, Hart E, et al. Abraham model correlations for solute transfer into 2-ethoxyethanol from water and from the gas phase. J Mol Liq. 2015;208:63–70.
  • Sedov IA, Khaibrakhmanova D, Hart E, et al. Development of Abraham model correlations for solute transfer into both 2-propoxyethanol and 2-isopropoxyethanol at 298.15 K. J Mol Liq. 2015;212:833–840.
  • Sedov IA, Stolov MA, Hart E, et al. Abraham model correlations for describing solute transfer into 2-butoxyethanol from both water and the gas phase at 298 K. J Mol Liq. 2015;209:196–202.
  • Hart E, Klein A, Barrera M, et al. Development of Abraham model correlations for describing the transfer of molecular solutes into propanenitrile and butanenitrile from water and from the gas phase. Phys Chem Liq. 2018;56:821–833.
  • Tong X, Woods D, Acree WE Jr, et al. Updated Abraham model correlations for correlating solute transfer into dry butanone and dry cyclohexanone solvents. Phys Chem Liq. 2018;56:571–583.
  • Mutelet F, Alonso D, Ravula S, et al. Infinite dilution activity coefficients of solutes dissolved in anhydrous alkyl(dimethyl)isopropylammonium bis(trifluoromethylsulfonyl)imide ionic liquids containing functionalized- and nonfunctionalized-alkyl chains. J Mol Liq. 2016;222:295–312.
  • Ayad A, Mutelet F, Negadi A, et al. Activity coefficients at infinite dilution for organic solutes dissolved in two 1-alkylquinuclidinium bis(trifluoromethylsulfonyl)imides bearing alkyl side chains of six and eight carbons. J Mol Liq. 2016;215:176–184.
  • Mutelet F, Alonso D, Stephens TW, et al. Infinite dilution activity coefficients of solutes dissolved in two trihexyl(tetradecyl)phosphonium ionic liquids. J Chem Eng Data. 2014;59:1877–1885.
  • Mutelet F, Hassan E-SRE, Stephens TW, et al. Activity coefficients at infinite dilution for organic solutes dissolved in three 1-alkyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide ionic liquids bearing short linear alkyl side chains of three to five carbons. J Chem Eng Data. 2013;58:2210–2218.
  • Acree WE Jr, Baker GA, Revelli A-L, et al. Activity coefficients at infinite dilution for organic compounds dissolved in 1-alkyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide ionic liquids having six-, eight-, and ten-carbon alkyl chains. J Chem Eng Data. 2012;57:3510–3518.
  • Acree WE Jr, Baker GA, Mutelet F, et al. Partition coefficients of organic compounds in four new tetraalkylammonium bis(trifluoromethylsulfonyl)imide ionic liquids using inverse gas chromatography. J Chem Eng Data. 2011;56:3688–3697.
  • Moise J-C, Mutelet F, Jaubert J-N, et al. Activity coefficients at infinite dilution of organic compounds in four new imidazolium-based ionic liquids. J Chem Eng Data. 2011;56:3106–3114.
  • Revelli A-L, Mutelet F, Jaubert J-N, et al. Study of ether-, alcohol-, or cyano-functionalized ionic liquids using inverse gas chromatography. J Chem Eng Data. 2010;55:2434–2443.
  • Mutelet F, Revelli A-L, Jaubert J-N, et al. Partition coefficients of organic compounds in new imidazolium and tetralkylammonium based ionic liquids using inverse gas chromatography. J Chem Eng Data. 2010;55:234–242.
  • Revelli A-L, Sprunger LM, Gibbs J, et al. Activity coefficients at infinite dilution of organic compounds in trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide using inverse gas chromatography. J Chem Eng Data. 2009;54:977–985.
  • Mutelet F, Baker GA, Ravula S, et al. Infinite dilution activity coefficients and gas-to-liquid partition coefficients of organic solutes dissolved in 1-sec-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide and in 1-tert-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide. Phys Chem Liq. 2018; Ahead of Print. DOI:10.1080/00319104.2018.1491045
  • Mutelet F, Ravula S, Baker GA, et al. Infinite dilution activity coefficients and gas-to-liquid partition coefficients of organic solutes dissolved in 1-benzylpyridinium bis(trifluoromethylsulfonyl)imide and 1-cyclohexylmethyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide. J Solut Chem. 2018;47:308–335.
  • Mutelet F, Djebouri H, Baker GA, et al. Study of benzyl- or cyclohexyl-functionalized ionic liquids using inverse gas chromatography. J Mol Liq. 2017;242:550–559.
  • Abraham MH, Ibrahim A, Zhao Y, et al. A data base for partition of volatile organic compounds and drugs from blood/plasma/serum to brain, and an LFER analysis of the data. J Pharm Sci. 2006;95:2091–2100.
  • Abraham MH, Ibrahim A, Acree WE Jr. Air to liver partition coefficients for volatile organic compounds and blood to liver partition coefficients for volatile organic compounds and drugs. Eur J Med Chem. 2007;42:743–751.
  • Abraham MH, Ibrahim A, Acree WE Jr. Air to muscle and blood/plasma to muscle distribution of volatile organic compounds and drugs: linear free energy analyses. Chem Res Toxicol. 2006;19:801–808.
  • Abraham MH, Ibrahim A, Acree WE Jr. Air to lung partition coefficients for volatile organic compounds and blood to lung partition coefficients for volatile organic compounds and drugs. Eur J Med Chem. 2008;43:478–485.
  • Abraham MH, Ibrahim A. Air to fat and blood to fat distribution of volatile organic compounds and drugs: linear free energy analyses. Eur J Med Chem. 2006;41:1430–1438.
  • Hoover KR, Acree WE Jr, Abraham MH. Chemical toxicity correlations for several fish species based on the Abraham solvation parameter model. Chem Res Toxicol. 2005;18:1497–1505.
  • Bowen KR, Flanagan KB, Acree WE Jr, et al. Correlating toxicities of organic compounds to select protozoa using the Abraham model. Sci Total Environ. 2006;369:109–118.
  • Hoover KR, Flanagan KB, Acree WE Jr, et al. Chemical toxicity correlations for several protozoas, bacteria, and water fleas based on the Abraham solvation parameter model. J Environ Eng Sci. 2007;6:165–174.
  • Bowen KR, Flanagan KB, Acree WE Jr, et al. Correlation of the toxicity of organic compounds to tadpoles using the Abraham model. Sci Total Environ. 2006;371:99–109.
  • Abraham MH, Sanchez-Moreno R, Cometto-Muniz JE, et al. A quantitative structure-activity analysis on the relative sensitivity of the olfactory and the nasal trigeminal chemosensory systems. Chem Senses. 2007;32:711–719.
  • Abraham MH, Gola JMR, Cometto-Muniz JE, et al. The correlation and prediction of VOC thresholds for nasal pungency, eye irritation and odour in humans. Indoor Built Environ. 2001; 10: 252–257.
  • Abraham MH, Hassanisadi M, Jalali-Heravi M, et al. Draize rabbit eye test compatibility with eye irritation thresholds in humans: A quantitative structure-activity relationship analysis. Toxicol Sci. 2003;76:384–391.
  • Abraham MH, Martins F. Human skin permeation and partition: general linear free-energy relationship analyses. J Pharm Sci. 2004;93:1508–1523.
  • Zhang K, Chen M, Scriba GKE, et al. Human skin permeation of neutral species and ionic species: extended linear free-energy relationship analyses. J Pharm Sci. 2012;101:2034–2044.
  • Ulrich N, Endo S, Brown TN, et al. UFZ-LSER database v 3.2.1 [Internet], Leipzig, Germany, Helmholtz Centre for Environmental Research-UFZ. 2017 [cited on 2018 Nov 26]. Available from http://www.ufz.de/lserd.
  • Advanced Chemistry Development, 110 Yonge St., 14th Floor, Toronto, Ontario M5C 1T4, Canada. The ACD Freeware can be accessed at. Available from: http://www.acdlabs.com/
  • Abraham MH, McGowan JC. The use of characteristic volumes to measure cavity terms in reversed phase liquid chromatography. Chromatographia. 1987;23:243–246.
  • Minguez L, Pedelucq J, Farcy E, et al. Toxicities of 48 pharmaceuticals and their freshwater and marine environmental assessment in northwestern France. Environ Sci Pollut Res. 2016;23(6):4992–5001.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.