The impact of direct nucleation control on crystal size distribution in pharmaceutical crystallization processes, Crystal Growth and Design, vol.9, issue.3, pp.1378-1384, 2009. ,
The Molar Volume of Solutes in Water, Naturwissenschaften, vol.78, pp.417-419, 1991. ,
The Cambridge Structural Database : a quarter of a million crystal structures and rising, Acta Crystallographica B, vol.58, pp.380-388, 2002. ,
Fundamental aspects of equilibrium and crystallization kinetics in crystallization precoesses in fats and lipid systems, Marcel Dekker, p.1, 2001. ,
Mass transfer to microparticules in agitated systems, Chem. Eng. Sci, vol.44, pp.2781-2796, 1989. ,
Detection and Quantification of Amorphous Content in Pharmaceutical Materials, TA Instrument documentation, 2007. ,
Fluides supercritiques, 2006. ,
Cristallisation en fluide supercritique de molécules pharmaceutiques : méthodologie de criblage des polymorphes et étude de la cristallinité des solides formés, 2007. ,
Ostwald ripening in solution. The case of calcite and mica, Estudios geol, vol.38, p.185, 1982. ,
Salt Selection and Optimisation Procedures for Pharmaceutical New Chemical Entities, Organic Process & Development, vol.4, pp.427-435, 2000. ,
Determination of pH : Theory and practice, 1973. ,
Polymorphisme : Descrpition du phénomène, Techniques de l'ingénieur, AF, vol.3, p.640, 2004. ,
Physico-chimie du polymorphisme, Techniques de l'ingénieur, AF, vol.3, p.641, 2004. ,
Solubility of the A, B and C polymorphs of stearic acid in decane, methanol, butanone, J. Chem. Eng. Data, vol.29, pp.211-214, 1984. ,
Nucleation phenomena during the crystallisation and precipitation of Abercanil, J. of Crystal Growth, pp.1307-1314, 1999. ,
Seeding the desired polymorph: Background, possibilities, limitations, and case studies, Organic Process Research & Development, vol.4, pp.372-383, 2000. ,
Heats of mixing of liquids, VIII ethyl alcohol-water, dioxane-water, dioxane-ethyl alcohol binary systems, Vestn. Leningrad Univ. Fiz. Khim, vol.25, pp.101-107, 1970. ,
Pharmaceutical Salts, Journal of Pharmaceutical Sciences, vol.66, issue.1, 1977. ,
Structure, Solubility, Screening, and Synthesis of Molecular Salts, Journal of Pharmaceutical Sciences, vol.96, pp.1053-1068, 2007. ,
Concepts de la cristallisation en solution, The extra Pharmacopoeia, 1973. ,
Eléments de cristallographie et de cristallogenèse à l'usage des industriels de la chimie et de la pharmacie, S.T.P. Pharma Pratiques, vol.6, issue.2, pp.111-140, 1996. ,
Refined Electrolyte-NRTL Model: Activity Coefficient Expressions for Application to Multi-Electrolyte Systems, AIChE Journal, vol.54, issue.6, 2008. ,
Measurement of solute diffusivities. Part III. From solutal convection dominated transport to quasi-diffusive transport, Int. J. of Heat and Mass Transfer, vol.47, pp.2457-2467, 2004. ,
Affinement de diagrammes de diffraction de poudres par la méthode de Rietveld, 18 ème Formation à l'IMN Jean Rouxel, 2009. ,
Détermination structurale ab inition à partir de diagrammes de diffraction de poudres, 18 ème Formation à l'IMN Jean Rouxel, 2009. ,
Symétrie dans les cristaux, Formation permanente : diffraction par les matériaux polycristallins, 2009. ,
Chimie analytique en solution, Editions Lavoisier, 2005. ,
Modeling and simulation in 2004: an industrial perspective, Foundations of Computer Aided Process Design Proceedings, 2004. ,
On the polymorphism of pharmaceutials and other molecules crystals ii, applicability of thermodynamic rules, pp.259-271, 1979. ,
, Chimie analytique et équilibres ioniques, 2006.
The growth of the crystals and the equilibrium structure of their surfaces, Phil. Trans. Royal Soc, pp.299-358, 1951. ,
Etude de la transition de phase en solution d'un hydrate grâce à un suivi in situ par spectroscopie Raman et acquisition d'images, 2006. ,
Méthodes d'analyse thermique, Cours CPE Lyon, 2003. ,
, Les réactions chimiques dans les solvants et les sels fondus, Editions Gauthiers Villard, 1963.
Solubility Modelling with a Nonrandom Two-Liquid Segment Activity Coefficient Model, Ind. Eng. Chem. Res, vol.43, pp.8354-8362, 2004. ,
Extension of Nonorandom Two-Liquid Segment Activity Coefficient Model for Electrolyte, Ind. Eng. Chem. Res, vol.44, pp.8909-8921, 2005. ,
Correlation and Prediction of Drug Molecule Solubility in Mixed Solvent Systems with the Nonrandom Two-Liquid Segment Activity Coefficient (NRTL-SAC) Model, Ind. Eng. Chem. Res, vol.45, pp.4816-4824, 2006. ,
Toward development of activity coefficient models for process and product design of complex chemical systems, Fluid Phase Equilibria, pp.103-112, 2006. ,
,
Dealing with the impact of Ritonavir Polymorphs on the Late Stages of Bulk Drug Process Development, Organic Process Research & Development, vol.4, pp.413-417, 2000. ,
Modern crystallography III, part. I, 1984. ,
, Cours CPE Lyon, 2003.
Crystallisation Process Development in the Pharmaceutical Sector, CAPEC AGM, présentation AstraZeneca, 2005. ,
The control of crystal morphology by additives : molecular recognition, kinetic and technology, in advances in industrial crystallization, Butterworth Heinemann, p.150, 1991. ,
Nucleation control in solution mediated polymorphic phase transformations: The case of 2,6dihydroxybenzoic acid, J. Phys. Chem. B, vol.106, pp.1954-1959, 2002. ,
Crystallisation of Molecular Salts, Proceedings of Isic 16 th, 2005. ,
The one or the order, Proceedings of 9 th symposium on industrial crystallization, 1984. ,
Equilibres Chimiques en solution, 2001. ,
The INEL X-ray position sensitive detector: A study of D-spacing and exposure time, Materials Science Forum, pp.363-370, 1991. ,
Diffraction par les matériaux polycristallins, 18 ème Formation à l'IMN Jean Rouxel, 2009. ,
A rapid Method for Screening Crystallization Conditions and Phases of an Active Pharmaceutical Ingredient, Organic Process Research & Development, vol.13, pp.1338-1342, 2009. ,
URL : https://hal.archives-ouvertes.fr/hal-00440719
Transformation of Pharmaceutical Compounds upon Milling and Comilling: The role of Tg, Journal of Pharmaceutical Sciences, vol.95, pp.1398-1407, 2007. ,
Fundamentals of crystallization: kinetic effects on particle size distributions and morphology, Chem. Eng. Sci, pp.2389-2427, 1991. ,
A new law of crystal morphology extending the law of Bravais, Amer. Min, vol.22, p.446, 1937. ,
Aqueous solubility of Drug-like compounds, 2006. ,
Réactions ioniques en solution aqueuse, L'indispensable, Bréal Editions, 2003. ,
,
Crystallization of pure anhydrous polymorphs of carbamazepine by solution enhanced dispersion with supercritical fluids (SEDS), Journal of Pharmaceutical Sciences, vol.90, issue.8, pp.1115-1124, 2001. ,
Ternary diagram : alpha-(-benzoylphenyl)-propionic acid (ketoprofen) in acetone-water mixtures at different temperatures, Experimental data and predicted results, Fluid Phase Equilibria, vol.113, pp.151-171, 1995. ,
URL : https://hal.archives-ouvertes.fr/hal-01868133
, Nucleation kinetics of ketoprofen, vol.68, pp.95-102, 1997.
URL : https://hal.archives-ouvertes.fr/hal-01868720
, , 2003.
Modeling of salt solubilities in mixed solvents, Brazilian Journal of Chemical Engineering, vol.17, issue.2, 2000. ,
Etude du procédé de co-cristallisation de molécules d'intérêt pharmaceutique : aspects cinétiques et thermodynamiques, 2009. ,
Etude de la dissolution et de la croissance de principes actifs, 2000. ,
Influence of supersaturation and structurally related additives on the crystal growth of ?-lactose monohydrate, J. of Crystal Growth, vol.234, p.207, 2002. ,
URL : https://hal.archives-ouvertes.fr/hal-01936216
Quantification of amorphicity by microcalorimetry, Journal of Thermal Analysis, vol.48, pp.465-472, 1997. ,
Thermal analysis, Microcalorimetry and Combined Techniques for the Study of Pharmaceuticals, Journal of Thermal Analysis and Calorimetry, vol.56, pp.1285-1304, 1999. ,
Salt Selection for basic drugs, International Journal of Pharmaceutics, vol.33, pp.201-217, 1986. ,
The attachment energy as a habit controlling factor II., application to corundum, J. of Crystal Growth, vol.49, 1980. ,
Fluid dynamics and mass-transfer in stirred suspensions, Chem. Eng. Commun, vol.19, pp.23-27, 1981. ,
The temperature dependance of the solubility of solid nonelectrolytes, Journal of Chemical Physics, vol.20, pp.190-191, 1952. ,
Polymorphisme in the Pharmaceutical industry: Salt Selection, 2006. ,
Fenoprofen : Drug Form Selection and Preformulation Stability Studies, Journal of Pharmaceutical Sciences, vol.67, issue.2, 1978. ,
Development of industrial crystallization of doxorubicin hydrochloride that has excellent characteristics as an active pharmaceutical ingredient, VDIBerichte, 1901. ,
Crystallization of a Salt of a Weak Organic Acid and Base: Solubility Relations, Supersaturation Control and Polymorphic Behavior, J. Phys. Chem. B, vol.109, pp.5273-5278, 2005. ,
Crystallisation of Polymorphic Organic Salts ,
Review: nucleation in solution revisited, Cryst. Res. Technol, pp.555-574, 2003. ,
DOI : 10.1002/crat.200310070
Cristallisation : Aspects théoriques, Sciences fondmentales des Techniques de l'ingénieur : traité Génie et Procédés Chimiques J1500, 1989. ,
Polymorph and Particle Size Control of PPAR Compounds PF00287586 and AG035029, Organic Process Research & Development, vol.10, pp.203-211, 2006. ,
DOI : 10.1021/op050176r
Introduction à la microscopie électronique, Collection SFN, vol.8, pp.61-74, 2007. ,
DOI : 10.1051/sfn:2007006
URL : http://www.neutron-sciences.org/articles/sfn/pdf/2007/01/sfn2007005.pdf
Modeling Drug Molecule Solubility to Identify Optimal Solvent Systems for Crystallization, Organic Process Research & Development, vol.12, issue.2, pp.249-256, 2008. ,
DOI : 10.1021/op700130z
Solubility of Organic Hydrochlorides, Journal of Pharmaceutical Sciences, vol.61, pp.1896-1904, 1972. ,
DOI : 10.1002/jps.2600611203
Non-spherical 2-dimensional particle size analysis from chord measurements using Bayes' Theorem, Particle & Particle Systems Characterization, vol.18, pp.12-21, 2001. ,
DOI : 10.1002/1521-4117(200102)18:1<12::aid-ppsc12>3.0.co;2-4
Thermodynamic properties of aqueous non-electrolyte mixtures I. Excess enthalpy for water + ethanol at 298,15 to 383,15 K, J. Chem. Thermodynamics, vol.7, pp.137-148, 1975. ,
Phase Transitions in Lysozyme Solutions Characterized by Differential Scanning Calorimetry, Progress in Crystal Growth and Characterization of Materials, pp.105-129, 2003. ,
DOI : 10.1016/s0960-8974(03)90004-0
The influence of growth environment on the crystallization of nortriptyline hydrochloride, a tricylic antidepressant, Journal of Crystal Growth, vol.128, pp.1218-1224, 1993. ,
Procédés de la chaîne du solide humide, Cours CPE Lyon, 2003. ,
Crystal growth for beginners: fundamentals of nucleation, crystal growth and epitaxy, 1995. ,
DOI : 10.1142/9789812796899
Crystallization technology handbook, Marcel Dekker, 2001. ,
, Thermodynamique et matériaux inorganiquesChimie PC, 2000.
, Academia News, vol.4, 2008.
, Les rencontres de l'Analyse Thermique, 2009.
a preferential Dopamine D3 versus D2 receptor antagonist and potential antipsychotic agent : I. Receptor-binding profile anf funcional actions at G-proteincoupled receptors, Pharmacology and experimental pharmaceutics, vol.901, issue.2, pp.587-599, 2008. ,
a preferential Dopamine D3 versus D2 receptor antagonist and potential antipsychotic agent : II. A neurochemical electrophysiological and behavioral characterization in vivo, Pharmacology and experimental pharmaceutics, vol.324, issue.2, pp.600-611, 2008. ,
(3H)-yl]-ethyl]phenylacetamide), a preferential Dopamine D3 versus D2 receptor antagonist and potential antipsychotic agent : III. Actions in models of therapeutic activity and induction of side effects, Pharmacology and experimental pharmaceutics, vol.901, issue.2, pp.1212-1226, 2008. ,
, Electrochimie, des concepts aux applications, Editions Dunod, 2005.
Unusual Solubility and Dissolution Behavior of Pharmaceutical Hydrochloride Salts in Chloride-Containing Media, International Journal of Pharmaceutics, vol.6, pp.77-85, 1980. ,
Precaution on Use of Hydrochloride Salts in Pharmaceutical Formulation, Journal of Pharmaceutical Sciences, vol.70, issue.6, 1981. ,
Particle size determination by laser reflection : Methodology and problems, Particle and particle systems characterization, vol.13, pp.10-17, 1996. ,
The use of FBRM to improve an Isomer Separation process, Lasentec Users Forum, 2001. ,
Pseudo polymorph transition: the use of FBRM and PVM, Lasentec Users Forum, 2001. ,
,
pK a prediction for organic acids ans bases, 1981. ,
Control of molecular crystals morphology, Trans. IChem E, 74 Part A, p.744, 1996. ,
In situ particle size measurements during crystallization processes using image analysis, Récents progrès en Génie des Procédés, vol.98, 2009. ,
Procédés de la chaîne solide, Cours CPE Lyon, 2003. ,
Polymorphisme dans les procédés de formulation, Cours CPE Lyon, 2004. ,
Cristallisation : Aspects théoriques, Techniques de l'ingénieur, J, vol.2, p.710, 2005. ,
Polymorphisme dans des procédés chimiques, Formation continue CPE Lyon, 2007. ,
Crystallization mechanisms of acicular crystals, J. of Crystal Growth, vol.310, pp.110-115, 2008. ,
URL : https://hal.archives-ouvertes.fr/hal-00269963
,
Salt Selection and Simultaneous Polymorphism Assessment via High-Throughput Crystallization: The case of Sertraline, Organic Process Research & Development, vol.7, pp.990-996, 2003. ,
Polymorphic transformation of 2,6-Dihydroxybenzoic acid, 2000. ,
Dissociation constants of neutral and charged acids in methyl alcohol, The acid strength resolution, Analytica Chimica Acta, vol.374, pp.309-324, 1998. ,
Agitation, Mélange, Caractéristiques des mobiles d'agitation, Techniques de l'ingénieur, A, vol.5902, 1991. ,
The properties of gases and liquids, 1988. ,
, General Equations for In Situ Salt Screening of Multibasic Drugs in Multiprotic Acids, vol.5, pp.579-582, 2000.
In situ monitoring and modeling of the solvent-mediated polymorphic transformation of L-glutamic acid, Crystal Growth and Design, vol.6, issue.4, pp.881-891, 2006. ,
Génie de la réaction chimique, 2001. ,
pH-Solubility Profil of Papaverine Hydrochloride and its Relationship to the Dissolution Rate of Sustained-Release Pellets, Journal of Pharmaceutical Sciences, vol.73, issue.9, pp.1203-1298, 1984. ,
Effect of Diffusion Layer pH and Solubility on the Dissolution Rate of Pharmaceutical Bases and Their Hydrochloride Salts I: Phenazopyridine, Journal of Pharmaceutical Sciences, vol.74, issue.2, 1985. ,
, Editions Perrin, 2007.
Handbook of Pharmaceutical Salts, Properties, Selection, and Use, 2002. ,
General Treatment oh pH-solubility Profiles of Weak Acids and Bases and the Effects of Different Acids on the Solubility of a Weak Base, Journal of Pharmaceuticals Sciences, vol.73, 1984. ,
Solubility Prediction and the Design of Crystallization Processes, Document institutionel Merck, 2004. ,
, 14th International Symposium on Industrial Crystallization, 1999.
Prediction of aqueous solubility of organic salts of diclofenac using PLS and molecular modeling, International Journal of Pharmaceutics, vol.275, pp.133-139, 2004. ,
Etude de l'influence d'ajout d'additifs lors de la cristallisation de molécules pharmaceutiques, 2007. ,
Crystallisation of polymorphs : Thermodynamic Insight into the Role of Solvent, Organic Process Research & Development, vol.4, pp.384-390, 2000. ,
Polymorphic Generation through Solvent Selection: Ranitidine Hydrochloride, Organic Process Research & Development, vol.11, pp.138-143, 2007. ,
Influence of surface-active agents on the crystal growth of sodium triphosphate hexahydrate, J. of Crystal Growth, vol.3, issue.4, p.340, 1968. ,
Predictions of Pharmaceutical Solubility Via NRTL-SAC and COSMO-SAC, Journal of Pharmaceutical Sciences, vol.97, issue.5, pp.1813-1820, 2008. ,
Enthalpy-Entropy compensation in pharmaceutical solids, L'équilibre chimique dans les systèmes gazeux ou dissous à l'état dilué, vol.40, pp.239-302, 1886. ,
Enthalpies de dissolution dans l'eau de composés minéraux, 1997. ,
Temperature and pH effect on the polymorphisme of Aprotinin (BPTI) in sodium bromide solutions, Crystal Growth and Design, vol.4, issue.6, pp.1137-1141, 2004. ,
Polymorphisme dans les procédés de cristallisation en solution, STP Pharma Pratiques, vol.15, issue.1, 2005. ,
,
Secondary nucleation and growth of organic crystals in industrial crystallization, J. Cryst. Growth, pp.1363-1367, 2005. ,
, Computational Analysis of Aqueous Drug Solubility-influence of the Solid State, 2006.
Tailor made additives and impurities, Crystallization technology handbook, Marcel Dekker Ed, p.401, 2001. ,
The practice of Medicinal Chemistry, 1996. ,
Correlations of diffusion coefficients in dilute solutions, AIChE J, vol.1, p.264, 1955. ,
Monitoring modelling and optimization of batch cooling crystallization, Thèse ETH Zürich, 2003. ,
Solubility and partitioning V : Dependance of solubility on melting point, Journal of Pharmaceutical Sciences, vol.70, issue.8, pp.971-973, 1981. ,
A cyclic continuous process for converting conglomerates into optically pure enantiomers by crystallization and dissolution with the assistance of Tailor made polymers, Tetrahedron, vol.56, p.6645, 2000. ,
Handbook of aqueous electrolyte thermodynamics, Hauteur du volume utile dans un réacteur, 1986. ,
Enthalpies molaire d'excès [J] dH : Variation enthalpique [J] ?H c : Enthalpie de cristallisation ,
, ?H diss : Enthalpie molaire de dissolution des cristaux, J.mol-1
, ?H f : Enthalpie de fusion
Enthalpie molaire partielle du soluté en solution [J.mol-1 ] ?H * i : Enthalpie molaire partielle apparente de la solution ,
, ?H solv : Enthalpie molaire de solvatation
Enthalpie molaire de vaporisation [J.mol-1 ] I : Force ionique ,
Densité du flux molaire par diffusion [mol.m-2 .s-1 ] K : Terme constant pour l'équation de De Jong ,