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dc.contributor.authorRietveld, Ivo B.
dc.contributor.authorPerrin, Jean-Claude
dc.contributor.authorToscani, Siro
dc.contributor.authorBarrio Casado, María del
dc.contributor.authorNicolai, Beatrice
dc.contributor.authorTamarit Mur, José Luis
dc.contributor.authorCéolin, René
dc.contributor.otherUniversitat Politècnica de Catalunya. Departament de Física i Enginyeria Nuclear
dc.date.accessioned2013-06-27T11:05:18Z
dc.date.created2013-04
dc.date.issued2013-04
dc.identifier.citationRietveld, I.R. [et al.]. Liquid-liquid miscibility gaps in drug-water binary systems: crystal Structure and thermodynamic properties of prilocaine and the temperature-composition phase diagram of the prilocaine-water system. "Molecular pharmaceutics", Abril 2013, vol. 10, núm. 4, p. 1332-1339.
dc.identifier.issn1543-8384
dc.identifier.urihttp://hdl.handle.net/2117/19695
dc.description.abstractEMLA cream, a “eutectic mixture of local anesthetics”, was developed in the early 1980s by Astra Pharmaceutical Production. The mixture of anesthetics containing lidocaine, prilocaine, and water is liquid at room temperature, which is partly due to the eutectic equilibrium between prilocaine and lidocaine at 293 K, as was clear from the start. However, the full thermodynamic background for the stability of the liquid and its emulsion-like appearance has never been elucidated. In the present study of the binary system prilocaine−water, a region of liquid−liquid demixing has been observed, linked to a monotectic equilibrium at 302.4 K. It results in a prilocaine-rich liquid containing approximately 0.7 mol fraction of anesthetic. Similar behavior has been reported for the binary system lidocaine−water (Céolin, R.; et al. J. Pharm. Sci. 2010, 99 (6), 2756−2765). In the ternary mixture, the combination of the monotectic equilibrium and the above-mentioned eutectic equilibrium between prilocaine and lidocaine results in an anesthetic-rich liquid that remains stable below room temperature. This liquid forms an emulsion-like mixture in the presence of an aqueous solution saturated with anesthetics. Physical properties and the crystal structure of prilocaine are also reported.
dc.format.extent8 p.
dc.language.isoeng
dc.rightsAttribution-NonCommercial-NoDerivs 3.0 Spain
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/es/
dc.subjectÀrees temàtiques de la UPC::Ciències de la salut::Medicina::Farmacologia
dc.subjectÀrees temàtiques de la UPC::Enginyeria química::Química física::Termoquímica
dc.subject.lcshThermodynamics
dc.subject.lcshAnalgesics industry
dc.subject.otherCrystal structure
dc.subject.otherthermodynamics
dc.subject.otherphase behavior
dc.subject.otherlocal anesthetic
dc.subject.otherEMLA cream
dc.subject.otherphysical properties
dc.titleLiquid-liquid miscibility gaps in drug-water binary systems: crystal Structure and thermodynamic properties of prilocaine and the temperature-composition phase diagram of the prilocaine-water system
dc.typeArticle
dc.subject.lemacTermodinàmica -- Aplicacions
dc.subject.lemacIndústria farmacèutica
dc.contributor.groupUniversitat Politècnica de Catalunya. GCM - Grup de Caracterització de Materials
dc.identifier.doi10.1021/mp300542k
dc.rights.accessRestricted access - publisher's policy
local.identifier.drac12570410
dc.description.versionPostprint (published version)
dc.date.lift10000-01-01
local.citation.authorRietveld, I.R.; Perrin, J.; Toscani, S.; Del Barrio, M.; Nicolai, B.; Tamarit, J.; Céolin, R.
local.citation.publicationNameMolecular pharmaceutics
local.citation.volume10
local.citation.number4
local.citation.startingPage1332
local.citation.endingPage1339


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Attribution-NonCommercial-NoDerivs 3.0 Spain
Except where otherwise noted, content on this work is licensed under a Creative Commons license : Attribution-NonCommercial-NoDerivs 3.0 Spain