Formulation of itraconazole nanococrystals and evaluation of their bioavailability in dogs

Merisko-Liversidge, 2011, Nanosizing for oral and parenteral drug delivery: a perspective on formulating poorly-water soluble compounds using wet media milling technology, Adv. Drug Deliv. Rev., 63, 427, 10.1016/j.addr.2010.12.007 Van Eerdenbrugh, 2008, Top-down production of drug nanocrystals: nanosuspension stabilization, miniaturization and transformation into solid products, Int. J. Pharm., 364, 64, 10.1016/j.ijpharm.2008.07.023 Singh, 2011, Oral formulation strategies to improve solubility of poorly water-soluble drugs, Expert Opin. Drug Deliv., 8, 1361, 10.1517/17425247.2011.606808 Peeters, 2002, Characterization of the Interaction of 2-hydroxypropyl-beta-cyclodextrin with itraconazole at pH 2, 4, and 7, J. Pharm. Sci., 91, 1414, 10.1002/jps.10126 V. De Conde, P. Gilis, R. Vandercruys, Beads having a Core Coated with an Antifungal and a Polymer, U.S. Patent 5633015, 1997. Six, 2003, Characterization of solid dispersions of itraconazole and hydroxypropylmethylcellulose prepared by melt extrusion, part II, Pharm. Res., 20, 1047, 10.1023/A:1024414423779 Verreck, 2003, Characterization of solid dispersions of itraconazole and hydroxypropylmethylcellulose prepared by melt extrusion – part I, Int. J. Pharm., 251, 165, 10.1016/S0378-5173(02)00591-4 Shiraki, 2008, Dissolution improvement and the mechanism of the improvement from cocrystallization of poorly water-soluble compounds, Pharm. Res., 25, 2581, 10.1007/s11095-008-9676-2 Remenar, 2003, Crystal engineering of novel cocrystals of a triazole drug with 1,4-dicarboxylic acids, J. Am. Chem. Soc., 125, 8456, 10.1021/ja035776p FDA, Guidance for Industry: Regulatory Classification of Pharmaceutical Cocrystals, in: F.a.D.A. US Department of Health and Human Services, Center for Drug Evaluation and Research (CDER) (Ed.), 2011. Friscic, 2010, Benefits of cocrystallisation in pharmaceutical materials science: an update, J. Pharm. Pharmacol., 62, 1547, 10.1111/j.2042-7158.2010.01133.x Hickey, 2007, Performance comparison of a co-crystal of carbamazepine with marketed product, Eur. J. Pharm. Biopharm., 67, 112, 10.1016/j.ejpb.2006.12.016 Basavoju, 2008, Indomethacin-saccharin cocrystal: design, synthesis and preliminary pharmaceutical characterization, Pharm. Res., 25, 530, 10.1007/s11095-007-9394-1 Takata, 2010, A Spironolactone-Saccharin 1:1 Cocrystal Hemihydrate, Cryst. Growth Des., 10, 2116, 10.1021/cg901242q Friscic, 2009, The role of solvent in mechanochemical and sonochemical cocrystal formation: a solubility-based approach for predicting cocrystallisation outcome, CrystEngComm, 11, 418, 10.1039/B815174A Aher, 2010, Ultrasound assisted cocrystallization from solution (USSC) containing a non-congruently soluble cocrystal component pair: caffeine/maleic acid, Eur. J. Pharm. Sci., 41, 597, 10.1016/j.ejps.2010.08.012 Dhumal, 2010, Cocrystalization and simultaneous agglomeration using hot melt extrusion, Pharm. Res., 27, 2725, 10.1007/s11095-010-0273-9 Seefeldt, 2007, Crystallization pathways and kinetics of carbamazepine-nicotinamide cocrystals from the amorphous state by in situ thermomicroscopy, spectroscopy and calorimetry studies, J. Pharm. Sci., 96, 1147, 10.1002/jps.20945 Trask, 2005, Pharmaceutical cocrystallization: engineering a remedy for caffeine hydration, Cryst. Growth Des., 5, 1013, 10.1021/cg0496540 Bysouth, 2011, Cocrystallization via planetary milling: enhancing throughput of solid-state screening methods, Int. J. Pharm., 411, 169, 10.1016/j.ijpharm.2011.03.037 Shan, 2002, Mechanochemistry and co-crystal formation: effect of solvent on reaction kinetics, Chem. Commun., 2372, 10.1039/b207369m Weyna, 2009, Synthesis and structural characterization of cocrystals and pharmaceutical cocrystals: mechanochemistry vs slow evaporation from solution, Cryst. Growth Des., 9, 1106, 10.1021/cg800936d Van Eerdenbrugh, 2008, Drying of crystalline drug nanosuspensions – the importance of surface hydrophobicity on dissolution behavior upon redispersion, Eur. J. Pharm. Sci., 35, 127, 10.1016/j.ejps.2008.06.009 Kumar, 2005, Hydrogen bonding and molecular vibrations of 3,5-diamino-1,2,4-triazole, Spectrochim. Acta Part A-Mol. Biomol. Spectrosc., 61, 261, 10.1016/j.saa.2004.03.039 Chaubal, 2008, Conversion of nanosuspensions into dry powders by spray drying: a case study, Pharm. Res., 25, 2302, 10.1007/s11095-008-9625-0 Lui, 1986, Comparison of gastrointestinal ph in dogs and humans – implications on the use of the beagle dog as a model for oral absorption in humans, J. Pharm. Sci., 75, 271, 10.1002/jps.2600750313