Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binarios

ilustraciones, tablas

Autores:
Tinjacá Benitez, Dario Alexander
Tipo de recurso:
Doctoral thesis
Fecha de publicación:
2020
Institución:
Universidad Nacional de Colombia
Repositorio:
Universidad Nacional de Colombia
Idioma:
spa
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oai:repositorio.unal.edu.co:unal/79783
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https://repositorio.unal.edu.co/handle/unal/79783
https://repositorio.unal.edu.co/
Palabra clave:
540 - Química y ciencias afines
Antiinflamatorios no Esteroideos
Anti-Inflammatory Agents, Non-Steroidal
Soluciones (Química)
Solution (chemistry)
Meloxicam
Solvatación preferencial
Solubilidad
Cosolvencia
Meloxicam
Preferential solvation
Solubility
Cosolvency
Rights
openAccess
License
Atribución-NoComercial-SinDerivadas 4.0 Internacional
id UNACIONAL2_0fa8d4c7598e9ebd59a94464531b350a
oai_identifier_str oai:repositorio.unal.edu.co:unal/79783
network_acronym_str UNACIONAL2
network_name_str Universidad Nacional de Colombia
repository_id_str
dc.title.spa.fl_str_mv Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binarios
dc.title.translated.eng.fl_str_mv Thermodynamic study of solubility and preferential solvation of meloxicam in binary aqueous cosolvent systems
title Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binarios
spellingShingle Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binarios
540 - Química y ciencias afines
Antiinflamatorios no Esteroideos
Anti-Inflammatory Agents, Non-Steroidal
Soluciones (Química)
Solution (chemistry)
Meloxicam
Solvatación preferencial
Solubilidad
Cosolvencia
Meloxicam
Preferential solvation
Solubility
Cosolvency
title_short Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binarios
title_full Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binarios
title_fullStr Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binarios
title_full_unstemmed Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binarios
title_sort Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binarios
dc.creator.fl_str_mv Tinjacá Benitez, Dario Alexander
dc.contributor.advisor.none.fl_str_mv Martinez Rodriguez, Fleming
dc.contributor.author.none.fl_str_mv Tinjacá Benitez, Dario Alexander
dc.contributor.researchgroup.spa.fl_str_mv Grupo de Investigaciones Farmacéutico-Fisicoquímicas
dc.subject.ddc.spa.fl_str_mv 540 - Química y ciencias afines
topic 540 - Química y ciencias afines
Antiinflamatorios no Esteroideos
Anti-Inflammatory Agents, Non-Steroidal
Soluciones (Química)
Solution (chemistry)
Meloxicam
Solvatación preferencial
Solubilidad
Cosolvencia
Meloxicam
Preferential solvation
Solubility
Cosolvency
dc.subject.decs.none.fl_str_mv Antiinflamatorios no Esteroideos
Anti-Inflammatory Agents, Non-Steroidal
dc.subject.lemb.none.fl_str_mv Soluciones (Química)
Solution (chemistry)
dc.subject.proposal.spa.fl_str_mv Meloxicam
Solvatación preferencial
Solubilidad
Cosolvencia
dc.subject.proposal.eng.fl_str_mv Meloxicam
Preferential solvation
Solubility
Cosolvency
description ilustraciones, tablas
publishDate 2020
dc.date.issued.none.fl_str_mv 2020-11-20
dc.date.accessioned.none.fl_str_mv 2021-07-08T17:29:03Z
dc.date.available.none.fl_str_mv 2021-07-08T17:29:03Z
dc.type.spa.fl_str_mv Trabajo de grado - Doctorado
dc.type.driver.spa.fl_str_mv info:eu-repo/semantics/doctoralThesis
dc.type.version.spa.fl_str_mv info:eu-repo/semantics/acceptedVersion
dc.type.coar.spa.fl_str_mv http://purl.org/coar/resource_type/c_db06
dc.type.content.spa.fl_str_mv Text
dc.type.redcol.spa.fl_str_mv http://purl.org/redcol/resource_type/TD
format http://purl.org/coar/resource_type/c_db06
status_str acceptedVersion
dc.identifier.uri.none.fl_str_mv https://repositorio.unal.edu.co/handle/unal/79783
dc.identifier.instname.spa.fl_str_mv Universidad Nacional de Colombia
dc.identifier.reponame.spa.fl_str_mv Repositorio Institucional Universidad Nacional de Colombia
dc.identifier.repourl.spa.fl_str_mv https://repositorio.unal.edu.co/
url https://repositorio.unal.edu.co/handle/unal/79783
https://repositorio.unal.edu.co/
identifier_str_mv Universidad Nacional de Colombia
Repositorio Institucional Universidad Nacional de Colombia
dc.language.iso.spa.fl_str_mv spa
language spa
dc.relation.references.spa.fl_str_mv Acree, W. J., Mccargar, J., Zvaigzne, A. & Teng, I., 1991. Mathematical representation of thermodynamic properties. Carbazole solubilities in binary alkane+dibutyl ether and alkane + tetrahydropyran solvent mixtures. Physics and Chemistry of Liquids, 23(1), pp. 27-35.
Alnaief M., Obaidat, R. & Mashaqbeh, H., 2019. Loading and evaluation of meloxicam and atorvastatin in carrageenan microspherical aerogels particles. Journal of Applied Pharmaceutical Science, Issue 9, pp. 83-88.
Alshehri, S. & Shakeel, F., 2020. Solubility Determination, various solubilty parameters and solution thermodynamics of sunitinib malate in some cosolvents, water and various (transcutol + water) mixtures. Journal of Molecular Liquids, Issue 307, p. 112970.
Ambrus, R., Szabo-Revesz, P., Kocbek P., Kristl J. & Sibanc R., Rajko R., 2009. Investigation of preparation parameters to improve the dissolution of poorly water-soluble meloxicam. International Journal of Pharmaceutics, Volumen 381, pp. 153-159.
Aulton, M., 2004. Pharmaceutics: The science of dosage form design. Madrid, España: Elsevier España S.A.
Banarjee, R. & Sarkar, M., 2002. Spectroscopic studies of microenvironment dictated structural forms of piroxicam and meloxicam. Jounal of Luminescence, Issue 99, pp. 255-263.
Barrante, J., 1998. Applied mathematics for Physical Chemistry. 2nd ed. Upper Saddle River (NJ): Prentice-Hall. Inc.
Barton, A., 1991. Handbook of Solubility Parameters and Other Cohesion Parameters. 2nd ed. New York: CRC Press.
Barzegar-Jalali, M., Agha., Mirfeydary, SN., Adibkia K., & Martinez F., Joyban A., 2020. Measurement and modeling of the solubility for ketoconazole in {acetonitrile+water} mixtures at T= (293.2 to 312.2) K. Physics and Chemistry of Liquids, Issue DOI: 10.1080/00319104.2019.1706178.
Barzegar-Jalali, M., Mazaher Haji Agha, E., Adibkia, K. & Martinez F., Jouyban A., 2020. The solubility of ketokonazole in binary carbitol+water mixtures at T= (293.2 to 313.2) K. Journal of Molecular Liquids, Volumen 297, p. 111756.
Barzegar-Jalali, M. & Jouyban-Gharamaleki, A., 1997. A general model from theoretical cosolvency models. International Journal of Pharmaceutics, 152(2), pp. 247-250.
Barzegar-Jalali, M., Rahimpour, E., Martinez, F. & Jouyban, A., 2019. Solubility and thermodynamics of lamotrigine in carbitol + water mixtures from T=(293.2 to 313.2) K. Chemical Engineering Communications, Volumen 206, pp. 182-192.
Ben-Naim, A., 1990. Preferential solvatation in two and in three component systems. Pure and Applied Chemistry, 62(1), pp. 25-34.
Ben-Naim, A., 2006. Inversion of the Kirkwood-Buff theory. En: Molecular theory of solutions. New York: Oxford University Press, pp. 124-127.
Bernal, J. & Fowler , R., 1933. A theory of water and ionic solution, with particular reference to hydrogen and hydroxyl ions. Journal of Chemistry and Physics, Volumen 1, pp. 5515-548.
Bevington, P. & Robinson, D., 2003. Data reduction and error analysis for the physical sciences. Third ed. New York: McGraw-Hill Higher Education.
Blanco-Marquez, J., Ortiz , C., Martinez F, Jouyban A. & Cerquera NE, Delgado DR., 2019. Thermodynamic analysis of the solubility and preferential solvation of sulfamerazine in (acetonitrile+water) cosolvent mixtures at different temperatures. Journal of Molecular Liquids, Issue 293, p. 111507.
Bobylev, M. & Bobyleva, L., 2006. Formamide as a green solvent. Washinton D.C: The 10th Annual Green Chemistry and Engineering Conference.
Bose, K. & Kundu, K., 2011. Thermodynamics of transfer of p-nitroaniline from water to alcohol + water mixtures at 25 °C and the structure of water in these media. Canadian Journal of Chemistry, 55(23), pp. 3961-3966.
Brooks, P. & Day, R., 1991. Non-steroidal anti-inflammatory drugs-differences and similarities. The New England Journal of Medicine, Volumen 324, pp. 1716-1725.
Bustamante, P., Escalera, B., Martin, A. & Selles, E., 1993. A Modification of the extended Hildebrand approach to predict the solubility of structurally related drugs in solvent mixtures. Journal of Pharmacy and Pharmacology, 45(4), pp. 253-257.
Bustamante, P., Romero, S., Peña, A. & Escalera B., Reillo A., 1998. Enthalpy-Entropy compensation for the solubility of drugs in solvent mixtures: paracetamol, acetanilide and nalidixic acid in dioxane-water. Journal of Pharmaceutical Sciences, 87(12), pp. 1590-1596.
Cárdenas, Z., Jimenez, D. & Martinez, F., 2015. Solubility and solution thermodynamics of meloxicam in polyethylene glycol 400 + water mixtures. Journal of Molecular Liquids, Volumen 211, pp. 233-238.
Chapra, S. & Canale, R., 2003. Optimizacion Restringida No Lineal. En: Métodos numéricos para ingenieros. cuarta ed. México D.F.: McGraw-Hill Interamericana, pp. 405-413.
Chertkoff, M. & Martin, A., 1960. The solubility of benzoic acid in mixed solvents. Journal of American Pharmaceutical Association, Volumen 49, pp. 444-447.
Commor, J. & Kopecni, M., 1990. Prediction of gas chromatography solute activity coefficients in mixed stationary phases based on the Wilson equation. Analitycal Chemistry, Volumen 62, pp. 991-994.
Connors, K. A., 2002. Thermodynamics of Pharmaceutical Systems: An Introduction for Students of Pharmacy. Hoboken, New Jersey: John Wiley & Sons. Inc.
Cristancho Bautista, D. M., 2015. Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam y piroxicam en mezclas acetato de etilo + etanol. Bogotá D.C.: Tesis de Maestría en Ciencias Farmacéuticas - Universidad Nacional de Colombia.
Cristancho, D. & Martinez , F., 2014. Solubility and preferential solvation of meloxicam in ethyl acetate + ethanol mixtures at several temperatures. Journal of Molecular Liquids, 200(1), pp. 122-128.
Dali, I., Aydi, A., Alberto, C. & Wust ZA., Manef A., 2016. Correlation and semi-empirical modeling of solubility of gallic acid in different pure solvents and in binary solvent mixtures of propan-1-ol + water, propan-2-ol + water and acetonitile+water (293,2 to 318,2) K. Jounal of Molecular Liquids, Issue 222, pp. 503-519.
Das, K., Das, A. K., Bose, K. & Kundu, K., 1978. Thermodynamics of transfers of benzoic acid from water to aqueous mixtures of urea and of some alcohols.. The Journal of Physical Chemistry, 82(11), pp. 1242-1245.
Day, R., Graham, G., Williams, K. & Brooks, P., 1988. Variability in response to NSAIDs. Fact or Fiction?. Drugs, Volumen 36, pp. 643-651.
Delgado, D., 2014. Estudio termodinámico de la solubilidad de algunas sulfonamidas en mezclas cosolventes. Bogotá D.C.: Tesis Doctoral en Ciencias Farmacéuticas - Universidad Nacional de Colombia.
Delgado, D., Holguin, A., Almanza, O. & Martinez F., Marcus Y. , 2011. Solubility and preferential solvation of meloxicam in ethanol - water mixtures. Fluid Phase Equilibria, Volumen 305, pp. 88-95.
Delgado, D., Jouyban, A. & Martinez, F., 2014. Solubility and preferential solvation of meloxicam in metanol+water mixtures at 298.15K. Journal of Molecular Liquids, 197(1), pp. 368-373.
Dias, R., Ranjan, S., Mali, K. & Ghorpade V.S., Havladar V.D., 2017. Liquid solid compacts of meloxicam: in-vitro and in-vivo evaluation. Egyptian Pharmaceutical Journal, Issue 16, pp. 112-120.
Eberling, C., 1980. Kirk-Othmer Encyclopedia of Chemical Technology. 3rd ed. New York: Wiley-Interscience.
Ellis, G. & Blake, D., 1993. Why are non-steroidal anti-inflammatory drugs so variable in their efficacy? A description of ion trapping. Annals of the Rheumatic Diseases, Volumen 52, pp. 241-243.
EMEA & Committee for Veterinary Medical Products, 1998. 1-methyl-2-pyrrolidone Summary Report, London, UK.: The European Agency for the Evaluation of Medical Products.
Engelhardt, G., 1994. Meloxicam, a potent inhibitor of COX 2 - Abstract presented at the 9th International Conference on Prostaglandins and Related Compounds. Florencia, Italia, 6-10 junio 1994, s.n.
Engelhardt, G., Homma , D., Schlegel, K. & Utzmann R., Schnitzler C., 1995. Anti-inflammatory, analgesic, antipyretic and related properties of meloxicam, a new non-steroidal anti-inflammatory agent with favorable gastrointestinal tolerance. Inflammation Research, 44(10), pp. 423-433.
EURACHEM/CITAC Working Group, 2012. Uncertainty. En: Quantifying Uncertainty in Analytical Measurement. Third ed. LGC, UK: S.L.R. Ellison, A. Williams, pp. 16-25.
Fedors, R., 1974. A method for estimating both the solubility parameters and molar volumes of liquids. Polymer Engineering and Science, 14(2), pp. 147-154.
Fleming, I. & Williams, D. H., 1973. Spectroscopic methods in organic chemistry. London: McGraw Hill.
Frank, H. & Evans, M., 1945. Free Volume and Entropy en Condensed Systems III. The Journal of Chemical Physics, 13(507), p. 478.
Frank, H. & Wen, W., 1957. Structural aspects of ion-solvent interactions in aqueous solutions. A suggested picture of water structure. Discussions of the Faraday Society, Issue 24, pp. 133-140.
Franks, F., 2000. Water: A matrix of life. 2nd ed. Cambridge: The Royal Society of Chemistry.
Freitas, J., Santos-Viana, O., Bonfilio, R. & Doriguetto A.C., Benjamin de Araujo M., 2017. Analysis of polymorphic contamination in meloxicam raw materials and its effects on the physicochemical quality of drug product. European Journal of Pharmaceutical Sciences, Issue 109, pp. 347-358.
Fylstra, D., Lasdon, L., Watson, J. & Waren, A., 1998. Design and use of Microsoft Excel Solver. Interfaces, 28(5), pp. 29-55.
Ganbavale, G., Marcolli, C., Krieger, U. & Zuend A., Stratmann G., Peter T., 2014. Experimental determination of the temperature dependence of water activities for a selection of aqueous organic solutions.. Atmospheric Chemistry and Physics, Issue 14, pp. 9993-10012.
Gekko, K., Ohmae, E., Kameyama, K. & Takagi, T., 1998. Acetonitrile-protein interactions: amino acid solubility and preferential solvation. Biochimica et Biophysica Acta, Issue 1387, pp. 195-205.
Gemperline, P., 2006. Practical Guide to Chemometrics. Second ed. Boca Raton, FL.: CRC Press.
Grunwald, E. & Steel, C., 1995. Solvent reorganization and thermodynamic enthalpy-entropy compensation. Journal of the American Chemical Society, Volumen 117, pp. 5687-5692.
Gurney, R., 1962. Ionic Processes in Solution. New York: Dover Publications.
Hefter, G. & Tomkins, R., 2003. The experimental determination of solubilities. Chichester, England: John Wiley & Sons, Ltd.
Higuchi, T. & Connors, K., 1965. Phase solubility techniques. Advances in Analytical Chemistry and Instrumentation, Volumen 4, pp. 117-212.
Hildebrand, J., Prausnitz, J. & Scott, R., 1970. Regular and Related Solutions. New York: van Nostrand Reinhold.
Hildebrand, J. & Scott, R., 1964. The Solubility of Nonelectrolytes. 3rd ed. New York: Dover.
Holguin, A., Delgado, D., Martinez, F. & Marcus, Y., 2011. Solution thermodynamics and preferential solvation of meloxicam in propylene glycol + water mixtures.. Journal of Solution Chemistry, Volumen 40, pp. 1987-1999.
Hwang, C., Holste, J., Hall, K. & Mansoori, G., 1991. A simple relation to predict or to correlate the excess functions of multicomponent mixtures.. Fluid Phase Equilibria, Volumen 62, pp. 173-189.
ICH Expert Working Group, 2005. ICH Harmonised Tripartite Guideline - Validation of Analitycal Procedures: Text and Methodology Q2 (R1), European Union, Japan and USA: International conference on harmonisation of technical requirements for registration of pharmaceuticals for human use.
Israelachvili, J., 2011. Special Interactions: Hydrogen Bonding and Hydrophobic and Hydrophilic Interactions. En: Intermolecular and Surface Forces. MA, USA: Elsevier Inc., pp. 151-165.
IUPAC, 2006. Compendium of chemical terminology. (The Gold Book). 2nd ed. Oxford: Blackwell Scientific Publications.
IUPAC-NIST, 2015. IUPAC-NIST Solubility Database, Version 1.1. [En línea] Available at: https://srdata.nist.gov/solubility/index.aspx [Último acceso: 19 04 2018].
Jacob, S. & De la Torre, J., 2015. Dimethyl Sulfoxide (DMSO) in Trauma and Disease. Boca Raton. Fl.: CRC Press, Taylor & Francis Group.
Jacob, S. & Herschler, R., 1983. Introductory remarks: dimethyl sulfoxide after twenty years. Annals of the New York Academy of Sciences, 411(1), pp. 13-16.
Jansson, M. & Roeraade, J., 1995. N-methylformamide as a separation medium in capillary electrophoresis. Chomatographia, Issue 40, pp. 163-169.
JCGM 100:2008, 2008. Evaluation of measurement data - Guide to the expression of uncertainty in measurement. First ed. s.l.:(BIPM) Bureau International des Poids et Mesures - Working Group 1 of the Joint Commite for Guides in Metrology (JCGM/WG1).
Jeffrey, G. & Saenger, W., 1991. Hydrogen Bonding in Biological Structures. Berlin Heidelberg New York: Springer-Verlag.
Jimenez, D., Cárdenas, Z., Delgado, D. & Jouyban A., Martinez F., 2014. Solubility and solution thermodynamics of meloxicam in 1,4-dioxane and water mixtures. Industrial & Engineering Chemistry Research, Volumen 53, pp. 16550-16558.
Jorgensen, W. & Swenson, C., 1985. Optimized intermolecular potential functions for amides and peptides. Hydration of amides. Journal of the American Chemical Society, Issue 107, pp. 1489-1496.
Jouyban, A., 2010. Handbook of solubility data for pharmaceuticals. Boca Raton: CRC Press.
Jouyban, A. & Acree, W. J., 2003. Comments concerning "solubility of anthracene in two binary solvents containing toluene". Fluid Phase Equilibria, Volumen 209, pp. 155-159.
Jouyban, A., Barzegar, M. & Acree, W. J., 1998. Solubility correlation of structurally related drugs in binary solvent mixtures. International Journal of Pharmaceutics, Volumen 166, pp. 205-209.
Jouyban, A. & Hanaee, J., 1997. A novel method for improvement of predictability of the CNIBS/R-K equation.. International Journal of Pharmaceutics, 154(2), pp. 245-247.
Jouyban-Gharamaleki, A., 1998. The Modified Wilson Model and Predicting Drug Solubility in Water-Cosolvent Mixtures. Chemical and Pharmaceutical Bulletin, 46(6), pp. 1058-1061.
Jouyban, K., Agha, E., Hemmati, S. & Martinez F., Kuentz F., Jouyban A., 2020. Solubility of 5-aminosalicylic acid in N-methyl-2-pyrrolidone + water mixtures at various temperatures. Journal of molecular liquids, Issue 310, p. 113143.
Kamlet, M. & Taft, R., 1976. The Solvatochromic Comparison Method.. Journal of the American Chemical Society, 98(2), pp. 377-383.
Khossravi, D. & Connors, K., 1992. Solvent effects on chemical processes. I: solubility of aromatic and heterocyclic compounds in binary aqueous-organic solvents. Journal of Pharmaceutica Sciences, Issue 81, pp. 371-379.
Khoubnasabjafari, M., Shayanfar, F., Martinez, F. & Acree Jr WE., Jouyban A., 2016. Generally trained models to predict solubility of drugs in carbitol + water mixtures at various temperatures. Journal of Molecular Liquids, Issue 219, pp. 435-438.
Kibbe, A., 2000. Handbook of pharmaceutical excipients. 3rd ed. London: American Pharmaceutical Association and Pharmaceutical Press.
Koga, Y., 2007. Solution thermodynamics and its application to aqueous solutions. A differential approach. New York: Elsevier.
Kratky, O., Leopold, H. & Stabinger, H., 1980. DMA45 Calculating Digital Density Meter, Instruction Manual. Graz, Austria: Anton Paar, K.G.
Krug , R., Hunter, W. & Grieger, R., 1976. Statistical interpretation of enthalpy-entropy compensation. Nature, 17 Junio, Volumen 261, pp. 566-567.
Krug, R., Hunter, W. & Grieger, R., 1976a. Enthalpy-entropy compensation. 1. Some fundamental statistical problems associated with the analysis of van´T Hoff and Arrhenius data. The Journal of Physical Chemistry, 80(21), pp. 2335-2341.
Krug, R., Hunter, W. & Grieger, R., 1976b. Enthalpy-Entropy compensation. 2. Separation of the chemical from the statistical effect.. The Journal of Physical Chemistry, 80(21), pp. 2341-2351.
Kundu, K., 1994. Transfer entropies and structuredness of solvents. Pure and Applied Chemistry, 66(3), pp. 411-417.
Lattes, A., Perez, E. & Rico-Lattes, I., 2009. Organized molecular systems in structured non-aqueous solvents. Is formamide a water like solvent?. Comptes Rendus Chimie, Volumen 12, pp. 45-53.
Lewis, G. & Randall, M., 1923. Thermodynamics and the free energy of chemical substances. New York: MGH.
Li, X., Xu, G., Wang, Y. & Hu, Y., 2009. Density, viscosity, and excess properties for binary mixture of Diethylene Glycol Monoethyl Ether + Water from 293.15 to 333.15 K at atmospheric pressure. Thermodynamics and Chemical Engineering Data - Chinese Journal of Chemical Engineering, 17(6), pp. 1009-1013.
Loeser, E., DelaCruz, M. & Madappalli, V., 2011. Solubility of urea in acetonitrile-water mixtures and liquid-liquid phase separation of urea-satures acetonitrile-water mixtures. Journal of Chemical & Engineering Data, Issue 56, pp. 2909-2913.
Lorimer, J. & Cohen-Adad, R., 2003. Thermodynamics of solubility. En: The experimental determination of solubilities. s.l.: John Wiley & Sons, Ltd, pp. 19-21.
Luger, P., Daneck, K., Engel, W. & Trummlitz G., Wagner K., 1996. Structure and physicochemical properties of meloxicam, a new NSAID. European Journal of Pharmaceutical Sciences, Issue 4, pp. 175-187.
Malenkov, G., 2006. Structure and Dynamics of Liquid Water. Journal of Structural Chemistry, 47(Supplement), pp. S1-S31.
Marcus, Y., 1990. Solubility and solvation in mixed solvent systems. Pure and Applied Chemistry, 62(11), pp. 2069-2076.
Marcus, Y., 1993. The properties of organic liquids that are relevant to their use as solvating solvents. Chemical Society Reviews, Volumen 22, pp. 409-416.
Marcus, Y., 1998. The properties of solvents. Chichester: John Wiley & Sons Ltd.
Marcus, Y., 2002a. Preferential solvation in mixed solvents. Part 11. Physical Chemistry Chemical Physics, Volumen 4, pp. 4462-4471.
Marcus, Y., 2002b. Solvent Mixtures. Properties and Selective Solvation. New york: Marcel Dekker.
Marcus, Y., 2008. On the preferential solvation of drugs and PAHs in binary solvent mixtures. Journal of Molecular Liquids, Volumen 140, pp. 61-67.
Marcus, Y., 2017. Preferential solvation of drugs in binary solvent mixtures. Pharmaceutica Analytica Acta, 8(1), pp. 1-6.
Maréchal, Y., 2007. The hydrogen bond and the water molecule. The physics and chemistry of water, aqueous and bio media. 1st ed. Amsterdam, The Netherlands: Elsevier B.V.
Marques de Cantú, M., 1991. Probabilidad y estadistica para ciencias químico biológicas. México: McGraw-Hill Interamericana México S.A. de C.V.
Martin , A., Newburger, J. & Adjei, A., 1980. Extended Hildebrand Approach. Solubility of caffeine in dioxane-water mixtures. Journal of Pharmaceutical Sciences, Volumen 69, pp. 659-661.
Martin, A. & Bustamante, P., 1989. El Parámetro de Solubilidad en las Ciencias Farmacéuticas. Anales de La Real Academia de Farmacia, Volumen 55, pp. 175-202.
Martin, A., Bustamante, P. & Chun, A., 1993. Physical pharmacy: physical-chemical principles in the pharmaceutical sciences. 4th ed. Philadelphia, Pennsylvania: Lippincott Williams & Wilkins.
Martinez, F. & Gómez, A., 2001. Thermodynamic Study of the Solubility of Some Sulfonamides in Octanol, Water, and the Mutually Satured Solvents. Journal of Solution Chemistry, Octubre, 30(10), pp. 909-923.
Martínez, F., Jouyban, A. & Acree Jr., W., 2015. Some numerical analyses on the solubility of vanillin in Carbitol + water solvent mixtures. Revista Colombiana de Química, 44(2), pp. 34-39.
Merck Research Laboratories, 2001. The Index Merck, An encyclopedia of chemicals, drugs and biologicals. 13th ed. NJ: Merck & Co. Inc.
Mirheydari, S., Berzegar-Jalali, M., Martinez, F. & Jouyban, A., 2020. Solubility of lamotrigine in acetonitrile+water mixtures at various temperatures. Physics and Chemistry of Liquids, Issue DOI: 10.1080/00319104.2019.1636380.
Mora, C. & Martinez F., 2006. Thermodynamic quantities relative to solution processes of naproxen on aqueous media at pH 1.2 and 7.4. Physical-Chemical Liquids, Issue 44, pp. 585-596.
Mozo, I., Garcia de la Fuente, I., Gonzalez, J. & Cobos, J., 2007. Thermodynamics of mixtures containing alkoxyethanols. XXIV. Densities, excess molar volumes, and speeds of sound at (293.15, 298.15, and 303.15)K and isothermal compressibilities at 298.15K for 2-(2-Alkoxyethoxy)ethanol + 1-Butanol systems. Journal of Chemical & Engineering Data, Volumen 52, pp. 2086-2090.
Muñoz, M., Martinez F., Echeverry L.C., Peña M.A., Rahimpour E., Jouyban A., Acree W. & Romdhani A., Tinjacá D.A., 2020. Equilibrium solubility and apparent specific volume at saturation of sodium diclofenac in {formamide (1) / N-methylformamide (1) / or N,N-dimethylformamide (1) + water (2)} mixtures at 298,2 K. Physics and Chemistry of Liquids, Issue 58, pp. 446-455.
Nakayama, H. & Shinoda, K., 1971. Enthalpies of mixing of water with some cyclic and lineal ethers. Journal of Chemical Thermodynamics, Issue 3, pp. 401-405.
Narayanan, C. & Dias, C., 2013. Hydrophobic Interactions and Hydrogen Bonds in Beta-sheet Formation. The Journal of Chemical Physics, 139(11), p. 5103.
Navidi , W., 2015. Statistics for Engineers and Scientists. Fourth ed. New York: McGraw-Hill Education.
Neau, S. H. & Flynn, G. L., 1990. Solid and Liquid Heat Capacities of n-Alkyl Para-aminobenzoates Near the Melting Point. Pharmaceutical Research, 7(11), pp. 1157-1162.
Noolkar, S., Jadhav, N., Bhende, S. & Killedar, S., 2013. Solid-state characterization and dissolution properties of meloxicam-moringa coagulant-PVP ternary solid dispersions. AAPS PharmSciTech, Issue 14, pp. 569-577.
Norouzi, F., Barzegar-Jalali, M., Rahimpour, E. & Martinez F., Jouyban A., 2019. Solubility of celecoxib in carbitol+water mixtures at various temperatures. Physics and Chemistry of Liquids, Issue 57, pp. 755-767.
Osborne, D., 2011. Diethylene glycol monoethyl ether: an emerging solvent in topical dermatology products. Journal of Cosmetic Dermatology, Volumen 10, pp. 324-329.
Perlovich, G., Bauer-Brandl, A. & Kurkov, S., 2003. Thermodynamics of solutions II: Flurbiprofen and diffusional as models for studying solvation of drug substances. European Journal of Pharmaceutical Sciences, Volumen 19, pp. 423-432.
R. Core Team, 2020. R: A language and environment for statistical computing. R Foundation for Statistical Computing.
Robson Wright, M., 2007. An introduction to Aqueous Electrolyte Solutions. Chichester, England: John Wiley & Sons Ltd.
Rorabacher, D., 1991. Statistical Treatment for Rejection of Deviant Values: Critical Values of Dixon´s "Q" Parameter and Related Subrange Ratios at the 95% Confidence Level. Analitycal Chemistry, 63(2), pp. 139-146.
Rus L.M., P. S., Luga C., T. I., Iurian S., H. S. & Kacso I., B. G., 2019. Development of meloxicam oral lyophilisates: Role of thermal analysis and complementary techniques. Farmacia, Volumen 67, pp. 56-67.
Salgado, G., Gerli, L., Martinez, J. & Ramirez R., Glossman D., 2013. Oxicams: Computational thermochemical parameters and solubility. International Journal of Pharma and Bio Sciences, 4(2), pp. 374-382.
Sanli, S., Altun, Y., Sanli, N. & Alsancak G., Beltran JL., 2009. Solvent effects on pKa values of some substituted sulfonamides in acetonitrile-water binary mixtures by UV-spectroscopy method. Journal of Chemistry & Engineering Data, Issue 54, pp. 3014-3021.
Santa Cruz Biotechnology INC., 2018. Santa Cruz Biotechnology INC.; N-methylformamide. [En línea] Available at: https://www.scbt.com/scbt/product/n-methylformamide-123-39-7
Sanz-Nebot, V., Valls, I., Barbero , D. & Barbosa, J., 1997. Acid-base behavior of quinolones in aqueous acetonitrile mixtures. Acta Chemica Scandinavica, Issue 5, pp. 896-903.
Satheshbabu, P., Subrahmanyam, J., Thimmasetty, J. & Manavalan R., Valliappan K., 2007. Extended Hansen´s solubility approach: Meloxicam in individual solvents. Pakistan Journal of Pharmaceutical Sciences, 20(4), pp. 311-316.
Shakeel, F., Alshehri, S., Haq, N. & Elzayat, E., 2018. Solubility determination and thermodynamic data of apigenin in binary (Transcutol + water) mixtures. Industrial Crops and Products, Issue 116, pp. 56-63.
Shakeel, F., Haq, N., Alanazi, F. & Alsarra, I., 2017. Solubility and thermodynamic function of apremilast in different (Transcutol+water) cosolvent mixtures: measurement, correlation and molecular interactions. Journal of Industrial and Engineering Chemistry, Issue 56, pp. 99-107.
Shakeel, F., Haq, N., Alanazi, F. & Alsarra, I., 2020. Solubility of sinapic acid in various (carbitol+water) systems: computational modeling and solution thermodynamics. Journal of Thermal Analysis and Calorimetry.
Shakeel, F., Haq, N. & Alshehri, S., 2020. Solubility data of the bioactive compound piperine in (transcutol+water) mixtures: Computational modeling, Hansen solubility parameters and mixing thermodynamic parameters. Molecules, Issue 25, p. 2743.
Shakeel, F., Imran, M., Haq, N. & Alanazi F.K., Alsarra I.A., 2017. Solubility and thermodynamics/solvation behavior of 6-phenyl-4,5-dihydropyridazin-3(2H)-one in different (Transcutol+water) mixtures. Journal of Molecular Liquids, Issue 230, pp. 511-517.
Shao, D., Yang, Z. & Zhou, G., 2018. Improving the solubility of acipimox by cosolvents and the study of thermodynamic properties on solvation process. Journal of Molecular Liquids, Issue 262, pp. 389-395.
Shirley, S., Stewart, B. & Mirelman, S., 1978. Dimethyl Sulfoxide in Treatment of Inflammatory Genitourinary Disorders. Urology, XI(3), pp. 215-220.
Shoormeiji, Z., Taheri, A. & Homayouni, A., 2017. Preparation and physicochemical characterization of meloxicam orally fast disintegration tablet using its solid dispersion. Brazilian Journal of Pharmaceutical Sciences, 53(4).
Shulgin, I. & Ruckenstein, E., 2006. The Kirkwood-Buff theory of solutions and local composition of liquid mixtures. The Journal of Physical Chemistry B, Volumen 110, pp. 12707-12713.
Sirisolla, J., 2015. Solubility enhancement of meloxicam by liqui solid technique and its characterization. International Journal of Pharmaceutical Sciences and Research, Issue 6, pp. 835-840.
Stei, P., Kruss, B., Wiegleb, J. & Trach, V., 1996. Local tissue tolerability of meloxicam, a new NSAID: Indications for parenteral, dermal and mucosal administration. British Journal of Rheumatology, Volumen 35 (Suppl. 1), pp. 44-50.
Sullivan Jr., D., Gad, S. & Julien, M., 2014. A review of the nonclinical safety of Transcutol, a highly purified form of diethylene glycol monoethyl ether (DEGEE) used as a pharmaceutical excipient. Food and Chemical Toxicology, Volumen 72, pp. 40-50.
Swamy, P., Tyagi, N., Shirsand, S. & Raju, S., 2010. Design and characterization of a parenteral formulation of meloxicam. International Journal of Pharmaceutical Sciences and Nanotechnology, 3(1), pp. 844-850.
Tanford, C., 1980. The Hydrophobic Effect: Formation of Micelles and Biological Membranes. Second ed. Durhan, North Carolina, USA: John Wiley & Sons. Inc.
Todoran, N., Antonoaea, P., Rusu, A. & Ciurba, A., 2018. DSC and FT-IR analysis for the formulation of dermal films with meloxicam in bioadhesive polymeric matrices. Revista de Chimie (Bucharest), Issue 69, pp. 3692-3697.
Tooski, H., Jabbari, M. & Farajtabar, A., 2016. Solubility and preferential solvation of the flavonoid naringenin in some aqueous/organic solvent mixtures. Journal of Solution Chemistry, Issue 45, pp. 1701-1714.
Türck, D., Roth , W. & Busch, U., 1996. A review of the clinical pharmacokinetics of meloxicam. British Journal of Rheumatology., Volumen 35, pp. (suppl.1); 13-16.
Valsaraj, K. T. & Melvin, E. M., 2018. Principles of Environmental Thermodynamics and Kinetics. 4th ed. Boca Raton, FL.: CRC Press.
Wang, G., Wang, Y. & Ma, Y., 2014. Determination and correlation of cefuroxime acid solubility in (acetonitrile+water) mixtures. Journal of Chemical Thermodynamics, Issue 77, pp. 144-150.
Weiss, A., Hofer, T., Bhattacharjeea, B. & Randolf B.R., Rode B.M., 2011. Hydrogen bond formation of formamide and N-methylformamide in aqueous solution studied by quantum mechanical charge field-molecular dynamics (QMCF-MD). Physical Chemistry Chemical Physics, Issue 13, pp. 12173-12185.
Williams, N. & Amidon, G., 1984. Excess free energy approach to the estimation of solubility in mixed solvent system. II. Ethanol-water mixtures. Journal of Pharmaceutical Sciences, 73(1), pp. 14-18.
Winkelmeyer, W., Waikar, S., Mogun , H. & Solomon, D., 2008. Nonselective and ciclooxigenase-2-Selective NSAIDS and acute kidney injury. The American Journal of Medicine, p. 121.
World Health Organization, 1986. Cancer pain relief, Geneva: WHO, World Health Organization.
Wu, X., Tang, P., Li, S. & Zhang L.L., Li H., 2014. X-ray powder diffraction data for meloxicam, C14H13N3O4S2. Powder Diffraction, Issue 29, pp. 196-198.
Yalkowsky, S., 1999. Solubility and solubilization in aqueous media. New York: Oxford University Press.
Yalkowsky, S. & Roseman, T., 1981. Solubilization of drugs by cosolvents. En: Techniques of solubilization of drugs. New York: Dekker, pp. 91-134.
Zarzycki, P., Wóodarczyk, E., Lou, D.-W. & Kiyokatsu, J., 2006. Evaluation of methanol-water and acetonitile-water binary mixtures as eluents for temperature-dependent inclusion chromatography. Analytical Sciences, Issue 22, pp. 453-456.
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spelling Atribución-NoComercial-SinDerivadas 4.0 InternacionalDerecho reservado al autor, 2020http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Martinez Rodriguez, Fleming537d35142f61d865075460e7e42b3bf0Tinjacá Benitez, Dario Alexander4472cfd842fefc6c95eaa20b026def3f600Grupo de Investigaciones Farmacéutico-Fisicoquímicas2021-07-08T17:29:03Z2021-07-08T17:29:03Z2020-11-20https://repositorio.unal.edu.co/handle/unal/79783Universidad Nacional de ColombiaRepositorio Institucional Universidad Nacional de Colombiahttps://repositorio.unal.edu.co/ilustraciones, tablasEl meloxicam, fármaco semipolar del grupo de los analgésicos no-esteroideos, farmacológicamente posee menos efectos adversos que otros de su grupo, es prácticamente insoluble en agua, limitando su uso en algunas formas farmacéuticas. Como alternativa, la cosolvencia es uno de los medios más poderosos de disolución de solutos no-polares en medio acuoso. Se estudió la solubilidad en nueve sistemas binarios cosolvente-agua en el rango de temperatura entre 293,15 K y 313,15 K, mediante el método de agitación de frasco, para calcular las funciones termodinámicas de disolución, los parámetros de solvatación preferencial a través del método de integrales inversas de Kirkwood-Buff (IKBI), y desafiar ocho modelos matemáticos de cosolvencia. La solubilidad de meloxicam aumenta de manera logarítmica con el aumento de cosolvente en la mezcla, la magnitud de este aumento depende de la naturaleza estructural del cosolvente. Las cantidades termodinámicas obtenidas permiten inferir que los cosolventes trabajan reduciendo las interacciones cohesivas del agua. Las relaciones de compensación entálpica-entrópica en cada sistema fueron no lineales demostrando dos mecanismos de disolución, uno entálpico y el otro entrópico. Las funciones termodinámicas de transferencia de meloxicam desde el agua hasta el cosolvente mostraron que hay diferencias en los mecanismos de disolución de cada sistema. El análisis de solvatación preferencial por medio del método IKBI, demuestra que las mezclas binarias ricas en agua muestran hidratación preferencial, que aumenta con el aumento de la temperatura, mientras que en mezclas intermedias y en mezclas ricas en cosolvente, se evidencia solvatación preferencial por parte del cosolvente. Los perfiles de solvatación preferencial difieren de cosolvente a cosolvente. (Texto tomado de la fuente)Meloxicam, a semipolar drug included in the group of non-steroidal analgesics, pharmacologically has fewer adverse effects than others in its group, but is practically insoluble in water, limiting its use in some pharmaceutical forms. As an alternative, cosolvency is one of the most powerful means of solubilizing non-polar solutes in aqueous media. Nine cosolvent-water binary systems were studied in the temperature range between 293.15 K and 313.15 K, using the shake-flask method, to calculate thermodynamic functions, preferential solvation parameters through the inverse Kirkwood-Buff integrals (IKBI) method, and challenge eight mathematical models of cosolvency. Meloxicam solubility increases logarithmically with the increase of cosolvent in the mixture, the magnitude of this increase depends on the structural nature of the cosolvent. The thermodynamic quantities obtained allow inferring that cosolvents work by reducing the cohesive interactions of water. Enthalpy-entropy compensation relationships in each system were nonlinear demonstrating two solubilization mechanisms, one enthalpic and the other entropic. The thermodynamic functions of meloxicam transfer from water to the cosolvent showed that there are differences in the solubilization mechanisms of each system. The preferential solvation analysis by means of the IKBI method, demonstrates that binary mixtures rich in water exhibit preferential hydration, which increases with increasing temperature, while in intermediate mixtures and in cosolvent rich mixtures, preferential solvation is evidenced by of the cosolvent. Preferential solvation profiles differ from cosolvent to cosolvent. (Text taken from source)Palabras clave: Meloxicam, solubilidad, cosolvencia, termodinámica de soluciones, solvatación preferencial.Keywords: Meloxicam, solubility, cosolvency, solution thermodynamics, preferential solvation.DoctoradoDoctor en Ciencias FarmacéuticasTermodinámica de soluciones352 páginasapplication/pdfspaUniversidad Nacional de ColombiaBogotá - Ciencias - Doctorado en Ciencias FarmacéuticasDepartamento de FarmaciaFacultad de CienciasBogotá, ColombiaUniversidad Nacional de Colombia - Sede Bogotá540 - Química y ciencias afinesAntiinflamatorios no EsteroideosAnti-Inflammatory Agents, Non-SteroidalSoluciones (Química)Solution (chemistry)MeloxicamSolvatación preferencialSolubilidadCosolvenciaMeloxicamPreferential solvationSolubilityCosolvencyEstudio termodinámico de la solubilidad y solvatación preferencial de meloxicam en sistemas cosolventes acuosos binariosThermodynamic study of solubility and preferential solvation of meloxicam in binary aqueous cosolvent systemsTrabajo de grado - Doctoradoinfo:eu-repo/semantics/doctoralThesisinfo:eu-repo/semantics/acceptedVersionhttp://purl.org/coar/resource_type/c_db06Texthttp://purl.org/redcol/resource_type/TDAcree, W. J., Mccargar, J., Zvaigzne, A. & Teng, I., 1991. Mathematical representation of thermodynamic properties. Carbazole solubilities in binary alkane+dibutyl ether and alkane + tetrahydropyran solvent mixtures. Physics and Chemistry of Liquids, 23(1), pp. 27-35.Alnaief M., Obaidat, R. & Mashaqbeh, H., 2019. Loading and evaluation of meloxicam and atorvastatin in carrageenan microspherical aerogels particles. Journal of Applied Pharmaceutical Science, Issue 9, pp. 83-88.Alshehri, S. & Shakeel, F., 2020. Solubility Determination, various solubilty parameters and solution thermodynamics of sunitinib malate in some cosolvents, water and various (transcutol + water) mixtures. Journal of Molecular Liquids, Issue 307, p. 112970.Ambrus, R., Szabo-Revesz, P., Kocbek P., Kristl J. & Sibanc R., Rajko R., 2009. Investigation of preparation parameters to improve the dissolution of poorly water-soluble meloxicam. International Journal of Pharmaceutics, Volumen 381, pp. 153-159.Aulton, M., 2004. Pharmaceutics: The science of dosage form design. Madrid, España: Elsevier España S.A.Banarjee, R. & Sarkar, M., 2002. Spectroscopic studies of microenvironment dictated structural forms of piroxicam and meloxicam. Jounal of Luminescence, Issue 99, pp. 255-263.Barrante, J., 1998. Applied mathematics for Physical Chemistry. 2nd ed. Upper Saddle River (NJ): Prentice-Hall. Inc.Barton, A., 1991. Handbook of Solubility Parameters and Other Cohesion Parameters. 2nd ed. New York: CRC Press.Barzegar-Jalali, M., Agha., Mirfeydary, SN., Adibkia K., & Martinez F., Joyban A., 2020. Measurement and modeling of the solubility for ketoconazole in {acetonitrile+water} mixtures at T= (293.2 to 312.2) K. Physics and Chemistry of Liquids, Issue DOI: 10.1080/00319104.2019.1706178.Barzegar-Jalali, M., Mazaher Haji Agha, E., Adibkia, K. & Martinez F., Jouyban A., 2020. The solubility of ketokonazole in binary carbitol+water mixtures at T= (293.2 to 313.2) K. Journal of Molecular Liquids, Volumen 297, p. 111756.Barzegar-Jalali, M. & Jouyban-Gharamaleki, A., 1997. A general model from theoretical cosolvency models. International Journal of Pharmaceutics, 152(2), pp. 247-250.Barzegar-Jalali, M., Rahimpour, E., Martinez, F. & Jouyban, A., 2019. Solubility and thermodynamics of lamotrigine in carbitol + water mixtures from T=(293.2 to 313.2) K. Chemical Engineering Communications, Volumen 206, pp. 182-192.Ben-Naim, A., 1990. Preferential solvatation in two and in three component systems. Pure and Applied Chemistry, 62(1), pp. 25-34.Ben-Naim, A., 2006. Inversion of the Kirkwood-Buff theory. En: Molecular theory of solutions. New York: Oxford University Press, pp. 124-127.Bernal, J. & Fowler , R., 1933. A theory of water and ionic solution, with particular reference to hydrogen and hydroxyl ions. Journal of Chemistry and Physics, Volumen 1, pp. 5515-548.Bevington, P. & Robinson, D., 2003. Data reduction and error analysis for the physical sciences. Third ed. New York: McGraw-Hill Higher Education.Blanco-Marquez, J., Ortiz , C., Martinez F, Jouyban A. & Cerquera NE, Delgado DR., 2019. Thermodynamic analysis of the solubility and preferential solvation of sulfamerazine in (acetonitrile+water) cosolvent mixtures at different temperatures. Journal of Molecular Liquids, Issue 293, p. 111507.Bobylev, M. & Bobyleva, L., 2006. Formamide as a green solvent. Washinton D.C: The 10th Annual Green Chemistry and Engineering Conference.Bose, K. & Kundu, K., 2011. Thermodynamics of transfer of p-nitroaniline from water to alcohol + water mixtures at 25 °C and the structure of water in these media. Canadian Journal of Chemistry, 55(23), pp. 3961-3966.Brooks, P. & Day, R., 1991. Non-steroidal anti-inflammatory drugs-differences and similarities. The New England Journal of Medicine, Volumen 324, pp. 1716-1725.Bustamante, P., Escalera, B., Martin, A. & Selles, E., 1993. A Modification of the extended Hildebrand approach to predict the solubility of structurally related drugs in solvent mixtures. Journal of Pharmacy and Pharmacology, 45(4), pp. 253-257.Bustamante, P., Romero, S., Peña, A. & Escalera B., Reillo A., 1998. Enthalpy-Entropy compensation for the solubility of drugs in solvent mixtures: paracetamol, acetanilide and nalidixic acid in dioxane-water. Journal of Pharmaceutical Sciences, 87(12), pp. 1590-1596.Cárdenas, Z., Jimenez, D. & Martinez, F., 2015. Solubility and solution thermodynamics of meloxicam in polyethylene glycol 400 + water mixtures. Journal of Molecular Liquids, Volumen 211, pp. 233-238.Chapra, S. & Canale, R., 2003. Optimizacion Restringida No Lineal. En: Métodos numéricos para ingenieros. cuarta ed. México D.F.: McGraw-Hill Interamericana, pp. 405-413.Chertkoff, M. & Martin, A., 1960. The solubility of benzoic acid in mixed solvents. Journal of American Pharmaceutical Association, Volumen 49, pp. 444-447.Commor, J. & Kopecni, M., 1990. Prediction of gas chromatography solute activity coefficients in mixed stationary phases based on the Wilson equation. Analitycal Chemistry, Volumen 62, pp. 991-994.Connors, K. A., 2002. Thermodynamics of Pharmaceutical Systems: An Introduction for Students of Pharmacy. Hoboken, New Jersey: John Wiley & Sons. Inc.Cristancho Bautista, D. M., 2015. Estudio termodinámico de la solubilidad y solvatación preferencial de meloxicam y piroxicam en mezclas acetato de etilo + etanol. Bogotá D.C.: Tesis de Maestría en Ciencias Farmacéuticas - Universidad Nacional de Colombia.Cristancho, D. & Martinez , F., 2014. Solubility and preferential solvation of meloxicam in ethyl acetate + ethanol mixtures at several temperatures. Journal of Molecular Liquids, 200(1), pp. 122-128.Dali, I., Aydi, A., Alberto, C. & Wust ZA., Manef A., 2016. Correlation and semi-empirical modeling of solubility of gallic acid in different pure solvents and in binary solvent mixtures of propan-1-ol + water, propan-2-ol + water and acetonitile+water (293,2 to 318,2) K. Jounal of Molecular Liquids, Issue 222, pp. 503-519.Das, K., Das, A. K., Bose, K. & Kundu, K., 1978. Thermodynamics of transfers of benzoic acid from water to aqueous mixtures of urea and of some alcohols.. The Journal of Physical Chemistry, 82(11), pp. 1242-1245.Day, R., Graham, G., Williams, K. & Brooks, P., 1988. Variability in response to NSAIDs. Fact or Fiction?. Drugs, Volumen 36, pp. 643-651.Delgado, D., 2014. Estudio termodinámico de la solubilidad de algunas sulfonamidas en mezclas cosolventes. Bogotá D.C.: Tesis Doctoral en Ciencias Farmacéuticas - Universidad Nacional de Colombia.Delgado, D., Holguin, A., Almanza, O. & Martinez F., Marcus Y. , 2011. Solubility and preferential solvation of meloxicam in ethanol - water mixtures. Fluid Phase Equilibria, Volumen 305, pp. 88-95.Delgado, D., Jouyban, A. & Martinez, F., 2014. Solubility and preferential solvation of meloxicam in metanol+water mixtures at 298.15K. Journal of Molecular Liquids, 197(1), pp. 368-373.Dias, R., Ranjan, S., Mali, K. & Ghorpade V.S., Havladar V.D., 2017. Liquid solid compacts of meloxicam: in-vitro and in-vivo evaluation. Egyptian Pharmaceutical Journal, Issue 16, pp. 112-120.Eberling, C., 1980. Kirk-Othmer Encyclopedia of Chemical Technology. 3rd ed. New York: Wiley-Interscience.Ellis, G. & Blake, D., 1993. Why are non-steroidal anti-inflammatory drugs so variable in their efficacy? A description of ion trapping. Annals of the Rheumatic Diseases, Volumen 52, pp. 241-243.EMEA & Committee for Veterinary Medical Products, 1998. 1-methyl-2-pyrrolidone Summary Report, London, UK.: The European Agency for the Evaluation of Medical Products.Engelhardt, G., 1994. Meloxicam, a potent inhibitor of COX 2 - Abstract presented at the 9th International Conference on Prostaglandins and Related Compounds. Florencia, Italia, 6-10 junio 1994, s.n.Engelhardt, G., Homma , D., Schlegel, K. & Utzmann R., Schnitzler C., 1995. Anti-inflammatory, analgesic, antipyretic and related properties of meloxicam, a new non-steroidal anti-inflammatory agent with favorable gastrointestinal tolerance. Inflammation Research, 44(10), pp. 423-433.EURACHEM/CITAC Working Group, 2012. Uncertainty. En: Quantifying Uncertainty in Analytical Measurement. Third ed. LGC, UK: S.L.R. Ellison, A. Williams, pp. 16-25.Fedors, R., 1974. A method for estimating both the solubility parameters and molar volumes of liquids. Polymer Engineering and Science, 14(2), pp. 147-154.Fleming, I. & Williams, D. H., 1973. Spectroscopic methods in organic chemistry. London: McGraw Hill.Frank, H. & Evans, M., 1945. Free Volume and Entropy en Condensed Systems III. The Journal of Chemical Physics, 13(507), p. 478.Frank, H. & Wen, W., 1957. Structural aspects of ion-solvent interactions in aqueous solutions. A suggested picture of water structure. Discussions of the Faraday Society, Issue 24, pp. 133-140.Franks, F., 2000. Water: A matrix of life. 2nd ed. Cambridge: The Royal Society of Chemistry.Freitas, J., Santos-Viana, O., Bonfilio, R. & Doriguetto A.C., Benjamin de Araujo M., 2017. Analysis of polymorphic contamination in meloxicam raw materials and its effects on the physicochemical quality of drug product. European Journal of Pharmaceutical Sciences, Issue 109, pp. 347-358.Fylstra, D., Lasdon, L., Watson, J. & Waren, A., 1998. Design and use of Microsoft Excel Solver. Interfaces, 28(5), pp. 29-55.Ganbavale, G., Marcolli, C., Krieger, U. & Zuend A., Stratmann G., Peter T., 2014. Experimental determination of the temperature dependence of water activities for a selection of aqueous organic solutions.. Atmospheric Chemistry and Physics, Issue 14, pp. 9993-10012.Gekko, K., Ohmae, E., Kameyama, K. & Takagi, T., 1998. Acetonitrile-protein interactions: amino acid solubility and preferential solvation. Biochimica et Biophysica Acta, Issue 1387, pp. 195-205.Gemperline, P., 2006. Practical Guide to Chemometrics. Second ed. Boca Raton, FL.: CRC Press.Grunwald, E. & Steel, C., 1995. Solvent reorganization and thermodynamic enthalpy-entropy compensation. Journal of the American Chemical Society, Volumen 117, pp. 5687-5692.Gurney, R., 1962. Ionic Processes in Solution. New York: Dover Publications.Hefter, G. & Tomkins, R., 2003. The experimental determination of solubilities. Chichester, England: John Wiley & Sons, Ltd.Higuchi, T. & Connors, K., 1965. Phase solubility techniques. Advances in Analytical Chemistry and Instrumentation, Volumen 4, pp. 117-212.Hildebrand, J., Prausnitz, J. & Scott, R., 1970. Regular and Related Solutions. New York: van Nostrand Reinhold.Hildebrand, J. & Scott, R., 1964. The Solubility of Nonelectrolytes. 3rd ed. New York: Dover.Holguin, A., Delgado, D., Martinez, F. & Marcus, Y., 2011. Solution thermodynamics and preferential solvation of meloxicam in propylene glycol + water mixtures.. Journal of Solution Chemistry, Volumen 40, pp. 1987-1999.Hwang, C., Holste, J., Hall, K. & Mansoori, G., 1991. A simple relation to predict or to correlate the excess functions of multicomponent mixtures.. Fluid Phase Equilibria, Volumen 62, pp. 173-189.ICH Expert Working Group, 2005. ICH Harmonised Tripartite Guideline - Validation of Analitycal Procedures: Text and Methodology Q2 (R1), European Union, Japan and USA: International conference on harmonisation of technical requirements for registration of pharmaceuticals for human use.Israelachvili, J., 2011. Special Interactions: Hydrogen Bonding and Hydrophobic and Hydrophilic Interactions. En: Intermolecular and Surface Forces. MA, USA: Elsevier Inc., pp. 151-165.IUPAC, 2006. Compendium of chemical terminology. (The Gold Book). 2nd ed. Oxford: Blackwell Scientific Publications.IUPAC-NIST, 2015. IUPAC-NIST Solubility Database, Version 1.1. [En línea] Available at: https://srdata.nist.gov/solubility/index.aspx [Último acceso: 19 04 2018].Jacob, S. & De la Torre, J., 2015. Dimethyl Sulfoxide (DMSO) in Trauma and Disease. Boca Raton. Fl.: CRC Press, Taylor & Francis Group.Jacob, S. & Herschler, R., 1983. Introductory remarks: dimethyl sulfoxide after twenty years. Annals of the New York Academy of Sciences, 411(1), pp. 13-16.Jansson, M. & Roeraade, J., 1995. N-methylformamide as a separation medium in capillary electrophoresis. Chomatographia, Issue 40, pp. 163-169.JCGM 100:2008, 2008. Evaluation of measurement data - Guide to the expression of uncertainty in measurement. First ed. s.l.:(BIPM) Bureau International des Poids et Mesures - Working Group 1 of the Joint Commite for Guides in Metrology (JCGM/WG1).Jeffrey, G. & Saenger, W., 1991. Hydrogen Bonding in Biological Structures. Berlin Heidelberg New York: Springer-Verlag.Jimenez, D., Cárdenas, Z., Delgado, D. & Jouyban A., Martinez F., 2014. Solubility and solution thermodynamics of meloxicam in 1,4-dioxane and water mixtures. Industrial & Engineering Chemistry Research, Volumen 53, pp. 16550-16558.Jorgensen, W. & Swenson, C., 1985. Optimized intermolecular potential functions for amides and peptides. Hydration of amides. Journal of the American Chemical Society, Issue 107, pp. 1489-1496.Jouyban, A., 2010. Handbook of solubility data for pharmaceuticals. Boca Raton: CRC Press.Jouyban, A. & Acree, W. J., 2003. Comments concerning "solubility of anthracene in two binary solvents containing toluene". Fluid Phase Equilibria, Volumen 209, pp. 155-159.Jouyban, A., Barzegar, M. & Acree, W. J., 1998. Solubility correlation of structurally related drugs in binary solvent mixtures. International Journal of Pharmaceutics, Volumen 166, pp. 205-209.Jouyban, A. & Hanaee, J., 1997. A novel method for improvement of predictability of the CNIBS/R-K equation.. International Journal of Pharmaceutics, 154(2), pp. 245-247.Jouyban-Gharamaleki, A., 1998. The Modified Wilson Model and Predicting Drug Solubility in Water-Cosolvent Mixtures. Chemical and Pharmaceutical Bulletin, 46(6), pp. 1058-1061.Jouyban, K., Agha, E., Hemmati, S. & Martinez F., Kuentz F., Jouyban A., 2020. Solubility of 5-aminosalicylic acid in N-methyl-2-pyrrolidone + water mixtures at various temperatures. Journal of molecular liquids, Issue 310, p. 113143.Kamlet, M. & Taft, R., 1976. The Solvatochromic Comparison Method.. Journal of the American Chemical Society, 98(2), pp. 377-383.Khossravi, D. & Connors, K., 1992. Solvent effects on chemical processes. I: solubility of aromatic and heterocyclic compounds in binary aqueous-organic solvents. Journal of Pharmaceutica Sciences, Issue 81, pp. 371-379.Khoubnasabjafari, M., Shayanfar, F., Martinez, F. & Acree Jr WE., Jouyban A., 2016. Generally trained models to predict solubility of drugs in carbitol + water mixtures at various temperatures. Journal of Molecular Liquids, Issue 219, pp. 435-438.Kibbe, A., 2000. Handbook of pharmaceutical excipients. 3rd ed. London: American Pharmaceutical Association and Pharmaceutical Press.Koga, Y., 2007. Solution thermodynamics and its application to aqueous solutions. A differential approach. New York: Elsevier.Kratky, O., Leopold, H. & Stabinger, H., 1980. DMA45 Calculating Digital Density Meter, Instruction Manual. Graz, Austria: Anton Paar, K.G.Krug , R., Hunter, W. & Grieger, R., 1976. Statistical interpretation of enthalpy-entropy compensation. Nature, 17 Junio, Volumen 261, pp. 566-567.Krug, R., Hunter, W. & Grieger, R., 1976a. Enthalpy-entropy compensation. 1. Some fundamental statistical problems associated with the analysis of van´T Hoff and Arrhenius data. The Journal of Physical Chemistry, 80(21), pp. 2335-2341.Krug, R., Hunter, W. & Grieger, R., 1976b. Enthalpy-Entropy compensation. 2. Separation of the chemical from the statistical effect.. The Journal of Physical Chemistry, 80(21), pp. 2341-2351.Kundu, K., 1994. Transfer entropies and structuredness of solvents. Pure and Applied Chemistry, 66(3), pp. 411-417.Lattes, A., Perez, E. & Rico-Lattes, I., 2009. Organized molecular systems in structured non-aqueous solvents. Is formamide a water like solvent?. Comptes Rendus Chimie, Volumen 12, pp. 45-53.Lewis, G. & Randall, M., 1923. Thermodynamics and the free energy of chemical substances. New York: MGH.Li, X., Xu, G., Wang, Y. & Hu, Y., 2009. Density, viscosity, and excess properties for binary mixture of Diethylene Glycol Monoethyl Ether + Water from 293.15 to 333.15 K at atmospheric pressure. Thermodynamics and Chemical Engineering Data - Chinese Journal of Chemical Engineering, 17(6), pp. 1009-1013.Loeser, E., DelaCruz, M. & Madappalli, V., 2011. Solubility of urea in acetonitrile-water mixtures and liquid-liquid phase separation of urea-satures acetonitrile-water mixtures. Journal of Chemical & Engineering Data, Issue 56, pp. 2909-2913.Lorimer, J. & Cohen-Adad, R., 2003. Thermodynamics of solubility. En: The experimental determination of solubilities. s.l.: John Wiley & Sons, Ltd, pp. 19-21.Luger, P., Daneck, K., Engel, W. & Trummlitz G., Wagner K., 1996. Structure and physicochemical properties of meloxicam, a new NSAID. European Journal of Pharmaceutical Sciences, Issue 4, pp. 175-187.Malenkov, G., 2006. Structure and Dynamics of Liquid Water. Journal of Structural Chemistry, 47(Supplement), pp. S1-S31.Marcus, Y., 1990. Solubility and solvation in mixed solvent systems. Pure and Applied Chemistry, 62(11), pp. 2069-2076.Marcus, Y., 1993. The properties of organic liquids that are relevant to their use as solvating solvents. Chemical Society Reviews, Volumen 22, pp. 409-416.Marcus, Y., 1998. The properties of solvents. Chichester: John Wiley & Sons Ltd.Marcus, Y., 2002a. Preferential solvation in mixed solvents. Part 11. Physical Chemistry Chemical Physics, Volumen 4, pp. 4462-4471.Marcus, Y., 2002b. Solvent Mixtures. Properties and Selective Solvation. New york: Marcel Dekker.Marcus, Y., 2008. On the preferential solvation of drugs and PAHs in binary solvent mixtures. Journal of Molecular Liquids, Volumen 140, pp. 61-67.Marcus, Y., 2017. Preferential solvation of drugs in binary solvent mixtures. Pharmaceutica Analytica Acta, 8(1), pp. 1-6.Maréchal, Y., 2007. The hydrogen bond and the water molecule. The physics and chemistry of water, aqueous and bio media. 1st ed. Amsterdam, The Netherlands: Elsevier B.V.Marques de Cantú, M., 1991. Probabilidad y estadistica para ciencias químico biológicas. México: McGraw-Hill Interamericana México S.A. de C.V.Martin , A., Newburger, J. & Adjei, A., 1980. Extended Hildebrand Approach. Solubility of caffeine in dioxane-water mixtures. Journal of Pharmaceutical Sciences, Volumen 69, pp. 659-661.Martin, A. & Bustamante, P., 1989. El Parámetro de Solubilidad en las Ciencias Farmacéuticas. Anales de La Real Academia de Farmacia, Volumen 55, pp. 175-202.Martin, A., Bustamante, P. & Chun, A., 1993. Physical pharmacy: physical-chemical principles in the pharmaceutical sciences. 4th ed. Philadelphia, Pennsylvania: Lippincott Williams & Wilkins.Martinez, F. & Gómez, A., 2001. Thermodynamic Study of the Solubility of Some Sulfonamides in Octanol, Water, and the Mutually Satured Solvents. Journal of Solution Chemistry, Octubre, 30(10), pp. 909-923.Martínez, F., Jouyban, A. & Acree Jr., W., 2015. Some numerical analyses on the solubility of vanillin in Carbitol + water solvent mixtures. Revista Colombiana de Química, 44(2), pp. 34-39.Merck Research Laboratories, 2001. The Index Merck, An encyclopedia of chemicals, drugs and biologicals. 13th ed. NJ: Merck & Co. Inc.Mirheydari, S., Berzegar-Jalali, M., Martinez, F. & Jouyban, A., 2020. Solubility of lamotrigine in acetonitrile+water mixtures at various temperatures. Physics and Chemistry of Liquids, Issue DOI: 10.1080/00319104.2019.1636380.Mora, C. & Martinez F., 2006. Thermodynamic quantities relative to solution processes of naproxen on aqueous media at pH 1.2 and 7.4. Physical-Chemical Liquids, Issue 44, pp. 585-596.Mozo, I., Garcia de la Fuente, I., Gonzalez, J. & Cobos, J., 2007. Thermodynamics of mixtures containing alkoxyethanols. XXIV. Densities, excess molar volumes, and speeds of sound at (293.15, 298.15, and 303.15)K and isothermal compressibilities at 298.15K for 2-(2-Alkoxyethoxy)ethanol + 1-Butanol systems. Journal of Chemical & Engineering Data, Volumen 52, pp. 2086-2090.Muñoz, M., Martinez F., Echeverry L.C., Peña M.A., Rahimpour E., Jouyban A., Acree W. & Romdhani A., Tinjacá D.A., 2020. Equilibrium solubility and apparent specific volume at saturation of sodium diclofenac in {formamide (1) / N-methylformamide (1) / or N,N-dimethylformamide (1) + water (2)} mixtures at 298,2 K. Physics and Chemistry of Liquids, Issue 58, pp. 446-455.Nakayama, H. & Shinoda, K., 1971. Enthalpies of mixing of water with some cyclic and lineal ethers. Journal of Chemical Thermodynamics, Issue 3, pp. 401-405.Narayanan, C. & Dias, C., 2013. Hydrophobic Interactions and Hydrogen Bonds in Beta-sheet Formation. The Journal of Chemical Physics, 139(11), p. 5103.Navidi , W., 2015. Statistics for Engineers and Scientists. Fourth ed. New York: McGraw-Hill Education.Neau, S. H. & Flynn, G. L., 1990. Solid and Liquid Heat Capacities of n-Alkyl Para-aminobenzoates Near the Melting Point. Pharmaceutical Research, 7(11), pp. 1157-1162.Noolkar, S., Jadhav, N., Bhende, S. & Killedar, S., 2013. Solid-state characterization and dissolution properties of meloxicam-moringa coagulant-PVP ternary solid dispersions. AAPS PharmSciTech, Issue 14, pp. 569-577.Norouzi, F., Barzegar-Jalali, M., Rahimpour, E. & Martinez F., Jouyban A., 2019. Solubility of celecoxib in carbitol+water mixtures at various temperatures. Physics and Chemistry of Liquids, Issue 57, pp. 755-767.Osborne, D., 2011. Diethylene glycol monoethyl ether: an emerging solvent in topical dermatology products. Journal of Cosmetic Dermatology, Volumen 10, pp. 324-329.Perlovich, G., Bauer-Brandl, A. & Kurkov, S., 2003. Thermodynamics of solutions II: Flurbiprofen and diffusional as models for studying solvation of drug substances. European Journal of Pharmaceutical Sciences, Volumen 19, pp. 423-432.R. Core Team, 2020. R: A language and environment for statistical computing. R Foundation for Statistical Computing.Robson Wright, M., 2007. An introduction to Aqueous Electrolyte Solutions. Chichester, England: John Wiley & Sons Ltd.Rorabacher, D., 1991. Statistical Treatment for Rejection of Deviant Values: Critical Values of Dixon´s "Q" Parameter and Related Subrange Ratios at the 95% Confidence Level. Analitycal Chemistry, 63(2), pp. 139-146.Rus L.M., P. S., Luga C., T. I., Iurian S., H. S. & Kacso I., B. G., 2019. Development of meloxicam oral lyophilisates: Role of thermal analysis and complementary techniques. Farmacia, Volumen 67, pp. 56-67.Salgado, G., Gerli, L., Martinez, J. & Ramirez R., Glossman D., 2013. Oxicams: Computational thermochemical parameters and solubility. International Journal of Pharma and Bio Sciences, 4(2), pp. 374-382.Sanli, S., Altun, Y., Sanli, N. & Alsancak G., Beltran JL., 2009. Solvent effects on pKa values of some substituted sulfonamides in acetonitrile-water binary mixtures by UV-spectroscopy method. Journal of Chemistry & Engineering Data, Issue 54, pp. 3014-3021.Santa Cruz Biotechnology INC., 2018. Santa Cruz Biotechnology INC.; N-methylformamide. [En línea] Available at: https://www.scbt.com/scbt/product/n-methylformamide-123-39-7Sanz-Nebot, V., Valls, I., Barbero , D. & Barbosa, J., 1997. Acid-base behavior of quinolones in aqueous acetonitrile mixtures. Acta Chemica Scandinavica, Issue 5, pp. 896-903.Satheshbabu, P., Subrahmanyam, J., Thimmasetty, J. & Manavalan R., Valliappan K., 2007. Extended Hansen´s solubility approach: Meloxicam in individual solvents. Pakistan Journal of Pharmaceutical Sciences, 20(4), pp. 311-316.Shakeel, F., Alshehri, S., Haq, N. & Elzayat, E., 2018. Solubility determination and thermodynamic data of apigenin in binary (Transcutol + water) mixtures. Industrial Crops and Products, Issue 116, pp. 56-63.Shakeel, F., Haq, N., Alanazi, F. & Alsarra, I., 2017. Solubility and thermodynamic function of apremilast in different (Transcutol+water) cosolvent mixtures: measurement, correlation and molecular interactions. Journal of Industrial and Engineering Chemistry, Issue 56, pp. 99-107.Shakeel, F., Haq, N., Alanazi, F. & Alsarra, I., 2020. Solubility of sinapic acid in various (carbitol+water) systems: computational modeling and solution thermodynamics. Journal of Thermal Analysis and Calorimetry.Shakeel, F., Haq, N. & Alshehri, S., 2020. Solubility data of the bioactive compound piperine in (transcutol+water) mixtures: Computational modeling, Hansen solubility parameters and mixing thermodynamic parameters. Molecules, Issue 25, p. 2743.Shakeel, F., Imran, M., Haq, N. & Alanazi F.K., Alsarra I.A., 2017. Solubility and thermodynamics/solvation behavior of 6-phenyl-4,5-dihydropyridazin-3(2H)-one in different (Transcutol+water) mixtures. Journal of Molecular Liquids, Issue 230, pp. 511-517.Shao, D., Yang, Z. & Zhou, G., 2018. Improving the solubility of acipimox by cosolvents and the study of thermodynamic properties on solvation process. Journal of Molecular Liquids, Issue 262, pp. 389-395.Shirley, S., Stewart, B. & Mirelman, S., 1978. Dimethyl Sulfoxide in Treatment of Inflammatory Genitourinary Disorders. Urology, XI(3), pp. 215-220.Shoormeiji, Z., Taheri, A. & Homayouni, A., 2017. Preparation and physicochemical characterization of meloxicam orally fast disintegration tablet using its solid dispersion. Brazilian Journal of Pharmaceutical Sciences, 53(4).Shulgin, I. & Ruckenstein, E., 2006. The Kirkwood-Buff theory of solutions and local composition of liquid mixtures. The Journal of Physical Chemistry B, Volumen 110, pp. 12707-12713.Sirisolla, J., 2015. Solubility enhancement of meloxicam by liqui solid technique and its characterization. International Journal of Pharmaceutical Sciences and Research, Issue 6, pp. 835-840.Stei, P., Kruss, B., Wiegleb, J. & Trach, V., 1996. Local tissue tolerability of meloxicam, a new NSAID: Indications for parenteral, dermal and mucosal administration. British Journal of Rheumatology, Volumen 35 (Suppl. 1), pp. 44-50.Sullivan Jr., D., Gad, S. & Julien, M., 2014. A review of the nonclinical safety of Transcutol, a highly purified form of diethylene glycol monoethyl ether (DEGEE) used as a pharmaceutical excipient. Food and Chemical Toxicology, Volumen 72, pp. 40-50.Swamy, P., Tyagi, N., Shirsand, S. & Raju, S., 2010. Design and characterization of a parenteral formulation of meloxicam. International Journal of Pharmaceutical Sciences and Nanotechnology, 3(1), pp. 844-850.Tanford, C., 1980. The Hydrophobic Effect: Formation of Micelles and Biological Membranes. Second ed. Durhan, North Carolina, USA: John Wiley & Sons. Inc.Todoran, N., Antonoaea, P., Rusu, A. & Ciurba, A., 2018. DSC and FT-IR analysis for the formulation of dermal films with meloxicam in bioadhesive polymeric matrices. Revista de Chimie (Bucharest), Issue 69, pp. 3692-3697.Tooski, H., Jabbari, M. & Farajtabar, A., 2016. Solubility and preferential solvation of the flavonoid naringenin in some aqueous/organic solvent mixtures. Journal of Solution Chemistry, Issue 45, pp. 1701-1714.Türck, D., Roth , W. & Busch, U., 1996. A review of the clinical pharmacokinetics of meloxicam. British Journal of Rheumatology., Volumen 35, pp. (suppl.1); 13-16.Valsaraj, K. T. & Melvin, E. M., 2018. Principles of Environmental Thermodynamics and Kinetics. 4th ed. Boca Raton, FL.: CRC Press.Wang, G., Wang, Y. & Ma, Y., 2014. Determination and correlation of cefuroxime acid solubility in (acetonitrile+water) mixtures. Journal of Chemical Thermodynamics, Issue 77, pp. 144-150.Weiss, A., Hofer, T., Bhattacharjeea, B. & Randolf B.R., Rode B.M., 2011. Hydrogen bond formation of formamide and N-methylformamide in aqueous solution studied by quantum mechanical charge field-molecular dynamics (QMCF-MD). Physical Chemistry Chemical Physics, Issue 13, pp. 12173-12185.Williams, N. & Amidon, G., 1984. Excess free energy approach to the estimation of solubility in mixed solvent system. II. Ethanol-water mixtures. Journal of Pharmaceutical Sciences, 73(1), pp. 14-18.Winkelmeyer, W., Waikar, S., Mogun , H. & Solomon, D., 2008. Nonselective and ciclooxigenase-2-Selective NSAIDS and acute kidney injury. The American Journal of Medicine, p. 121.World Health Organization, 1986. Cancer pain relief, Geneva: WHO, World Health Organization.Wu, X., Tang, P., Li, S. & Zhang L.L., Li H., 2014. X-ray powder diffraction data for meloxicam, C14H13N3O4S2. Powder Diffraction, Issue 29, pp. 196-198.Yalkowsky, S., 1999. Solubility and solubilization in aqueous media. New York: Oxford University Press.Yalkowsky, S. & Roseman, T., 1981. Solubilization of drugs by cosolvents. En: Techniques of solubilization of drugs. New York: Dekker, pp. 91-134.Zarzycki, P., Wóodarczyk, E., Lou, D.-W. & Kiyokatsu, J., 2006. Evaluation of methanol-water and acetonitile-water binary mixtures as eluents for temperature-dependent inclusion chromatography. Analytical Sciences, Issue 22, pp. 453-456.General, Estudiantes, Profesores, Comunidad CientíficaConvocatoria Becas Nacionales Doctorales de Colciencias -785Colciencias - ColfuturoORIGINAL79831010.2021.pdf79831010.2021.pdfTesis de Doctorado en Ciencias Farmacéuticasapplication/pdf8576165https://repositorio.unal.edu.co/bitstream/unal/79783/2/79831010.2021.pdf732f41811c548bbd199643f58b737de4MD52CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8805https://repositorio.unal.edu.co/bitstream/unal/79783/3/license_rdf4460e5956bc1d1639be9ae6146a50347MD53LICENSElicense.txtlicense.txttext/plain; charset=utf-83964https://repositorio.unal.edu.co/bitstream/unal/79783/1/license.txtcccfe52f796b7c63423298c2d3365fc6MD51THUMBNAIL79831010.2021.pdf.jpg79831010.2021.pdf.jpgGenerated Thumbnailimage/jpeg5052https://repositorio.unal.edu.co/bitstream/unal/79783/4/79831010.2021.pdf.jpg3c0496279749596be59c9fc542d4e152MD54unal/79783oai:repositorio.unal.edu.co:unal/797832024-07-24 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