The role of the carrier in the formulation of pharmaceutical solid dispersions. Part I: crystalline and semi-crystalline carriers

References

• Di L, Kerns EH, Carter GT. Drug-like property concepts in pharmaceutical design. Curr Pharm Des. 2009;15(19):2184–2194.
   PubMed Web of Science ®Google Scholar
• Leuner C, Dressman J. Improving drug solubility for oral delivery using solid dispersions. Eur J Pharm Biopharm. 2000;50(1):47–60.
   PubMed Web of Science ®Google Scholar
• Singh A, Worku ZA, Van den Mooter G. Oral formulation strategies to improve solubility of poorly water-soluble drugs. Expert Opin Drug Deliv. 2011;8(10):1361–1378.
   PubMed Web of Science ®Google Scholar
• Van den Mooter G. The use of amorphous solid dispersions: a formulation strategy to overcome poor solubility and dissolution rate. Drug Discov Today Technol. 2012;9(2):e79–e85.
   Google Scholar
• Al-Obaidi H, Ke P, Brocchini S, et al. Characterization and stability of ternary solid dispersions with PVP and PHPMA. Int J Pharm. 2011;419(1):20–27.
   PubMed Web of Science ®Google Scholar
• Six K, Verreck G, Peeters J, et al. Increased physical stability and improved dissolution properties of itraconazole, a class II drug, by solid dispersions that combine fast- and slow-dissolving polymers. J Pharm Sci. 2004;93(1):124–131.
   PubMed Web of Science ®Google Scholar
• Tran TT-D, Tran PH-L, Lim J, et al. Physicochemical principles of controlled release solid dispersion containing a poorly water-soluble drug. Ther Deliv. 2010;1(1):51–62.
   PubMedGoogle Scholar
• Higuchi WI. Diffusional models useful in biopharmaceutics. Drug release rate processes. J Pharm Sci. 1967;56(3):315–324.
   Web of Science ®Google Scholar
• Craig DQ. The mechanisms of drug release from solid dispersions in water-soluble polymers. Int J Pharm. 2002;231(2):131–144.
   PubMed Web of Science ®Google Scholar
• Moore MD, Wildfong PL. Aqueous solubility enhancement through engineering of binary solid composites: pharmaceutical applications. J Pharm Innov. 2009;4(1):36–49.
   Web of Science ®Google Scholar
• Sjökvist E, Nyström C. Physicochemical aspects of drug release. VI. Drug dissolution rate from solid particulate dispersions and the importance of carrier and drug particle properties. Int J Pharm. 1988;47(1):51–66.
   Web of Science ®Google Scholar
• Saers ES, Craig DQ. An investigation into the mechanisms of dissolution of alkyl p-aminobenzoates from polyethylene glycol solid dispersions. Int J Pharm. 1992;83(1):211–219.
   Google Scholar
• Corrigan OI. Mechanisms of dissolution of fast release solid dispersions. Drug Dev Ind Pharm. 1985;11(2–3):697–724.
   Web of Science ®Google Scholar
• Dubois JL, Ford JL. Similarities in the release rates of different drugs from polyethylene glycol 6000 solid dispersions. J Pharm Pharmacol. 1985;37(7):494–495.
   PubMed Web of Science ®Google Scholar
• Craig D, Newton J. The dissolution of nortriptyline HCl from polyethylene glycol solid dispersions. Int J Pharm. 1992;78(1):175–182.
   Web of Science ®Google Scholar
• Chiou WL, Riegelman S. Pharmaceutical applications of solid dispersion systems. J Pharm Sci. 1971;60(9):1281–1302.
   PubMed Web of Science ®Google Scholar
• Vasconcelos T, Sarmento B, Costa P. Solid dispersions as strategy to improve oral bioavailability of poor water soluble drugs. Drug Discov Today. 2007;12(23):1068–1075.
   PubMed Web of Science ®Google Scholar
• Vo CL-N, Park C, Lee B-J. Current trends and future perspectives of solid dispersions containing poorly water-soluble drugs. Eur J Pharm Biopharm. 2013;85(3):799–813.
   PubMed Web of Science ®Google Scholar
• Meng F, Gala U, Chauhan H. Classification of solid dispersions: correlation to (i) stability and solubility (ii) preparation and characterization techniques. Drug Dev Ind Pharm. 2015;41(9):1401–1415.
   PubMed Web of Science ®Google Scholar
• Ford JL. The current status of solid dispersions. Pharm Acta Helv. 1985;61(3):69–88.
   Google Scholar
• Sekiguchi K, Obi N. Studies on absorption of eutectic mixture. I. A comparison of the behavior of eutectic mixture of sulfathiazole and that of ordinary sulfathiazole in man. Chem Pharm Bull. 1961;9(11):866–872.
   Web of Science ®Google Scholar
• Goldberg AH, Gibaldi M, Kanig JL, et al. Increasing dissolution rates and gastrointestinal absorption of drugs via solid solutions and eutectic mixtures IV: chloramphenicol—urea system. J Pharm Sci. 1966;55(6):581–583.
   PubMed Web of Science ®Google Scholar
• Chiou WL, Niazi S. Phase diagram and dissolution‐rate studies on sulfathiazole‐urea solid dispersions. J Pharm Sci. 1971;60(9):1333–1338.
   PubMed Web of Science ®Google Scholar
• Chiou WL. Mechanism of increased rates of dissolution and oral absorption of chloramphenicol from chloramphenicol‐urea solid dispersion system. J Pharm Sci. 1971;60(9):1406–1408.
   PubMed Web of Science ®Google Scholar
• Goldberg AH, Gibaldi M, Kanig JL. Increasing dissolution rates and gastrointestinal absorption of drugs via solid solutions and eutectic mixtures I. Theoretical considerations and discussion of the literature. J Pharm Sci. 1965;54(8):1145–1148.
   PubMed Web of Science ®Google Scholar
• Goldberg AH, Gibaldi M, Kanig JL. Increasing dissolution rates and gastrointestinal absorption of drugs via solid solutions and eutectic mixtures II: experimental evaluation of a eutectic mixture: urea‐acetaminophen system. J Pharm Sci. 1966;55(5):482–487.
   Web of Science ®Google Scholar
• Ford JL, Rubinstein MH. The effect of composition and ageing on the dissolution rates of chlorpropamide‐urea solid dispersions. J Pharm Pharmacol. 1977;29(1):688–694.
   PubMed Web of Science ®Google Scholar
• Elbanna H, Elghomy Z, Hammouda Y. Phase diagram and dissolution rate studies on hydrochlorothiazide-urea solid dispersions. Pharm Acta Helv. 1980;55(9):244–248.
   Google Scholar
• Gidwani R, Anderson A. In vitro evaluation of methisazone solid dispersions. Can J Pharm Sci. 1976;11(4):117–120.
   Web of Science ®Google Scholar
• Kreuschner K, Grewe R, Hosemann R, et al. Herstellung von harnstoff-schmelzeinbettungen mit nichtkristallinem arzneistoff durch sprueherstarrung. Pharm Ind. 1980;42:843–846.
   Google Scholar
• Sekiguchi K, Obi N, Ueda Y. Studies on absorption of eutectic mixture. II. Absorption of fused conglomerates of chloramphenicol and urea in rabbits. Chem Pharm Bull. 1964;12(2):134–144.
   PubMed Web of Science ®Google Scholar
• Collett J, Flood B, Sale F. Some factors influencing dissolution from salicylic acid‐urea solid dispersions. J Pharm Pharmacol. 1976;28(4):305–308.
   PubMed Web of Science ®Google Scholar
• Ford JL, Steward AF, Rubinstein MH. The assay and stability of chlorpropamide in solid dispersion with urea. J Pharm Pharmacol. 1979;31(1):726–729.
   PubMed Web of Science ®Google Scholar
• McGinity JW, Maness DD, Yakatan GJ. The influence of various dispersion methods on the rate of dissolution of sulfabenzamide. Drug Dev Commun. 1974;1(5):369–387.
   Google Scholar
• Chiou WL, Riegelman S. Preparation and dissolution characteristics of several fast‐release solid dispersions of griseofulvin. J Pharm Sci. 1969;58(12):1505–1510.
   PubMed Web of Science ®Google Scholar
• Goldberg AH, Gibaldi M, Kanig JL. Increasing dissolution rates and gastrointestinal absorption of drugs via solid solutions and eutectic mixtures III: experimental evaluation of griseofulvin—succinic acid solid solution. J Pharm Sci. 1966;55(5):487–492.
   Web of Science ®Google Scholar
• Chiou WL, Niazi S. Differential thermal analysis and X‐ray diffraction studies of griseofulvin—succinic acid solid dispersions. J Pharm Sci. 1973;62(3):498–501.
   PubMed Web of Science ®Google Scholar
• Chiou WL, Niazi S. Pharmaceutical applications of solid dispersion systems: dissolution of griseofulvin–succinic acid eutectic mixture. J Pharm Sci. 1976;65(8):1212–1214.
   PubMed Web of Science ®Google Scholar
• Summers M, Enever R. Preparation and properties of solid dispersion system containing citric acid and primidone. J Pharm Sci. 1976;65(11):1613–1617.
   PubMed Web of Science ®Google Scholar
• Summers M, Enever R. Effect of primidone concentration on glass transition temperature and dissolution of solid dispersion systems containing primidone and citric acid. J Pharm Sci. 1977;66(6):825–828.
   PubMed Web of Science ®Google Scholar
• Lu Q, Zografi G. Properties of citric acid at the glass transition. J Pharm Sci. 1997;86(12):1374–1378.
   PubMed Web of Science ®Google Scholar
• Lu Q, Zografi G. Phase behavior of binary and ternary amorphous mixtures containing indomethacin, citric acid, and PVP. Pharm Res. 1998;15(8):1202–1206.
   PubMed Web of Science ®Google Scholar
• Hoppu P, Jouppila K, Rantanen J, et al. Characterisation of blends of paracetamol and citric acid. J Pharm Pharmacol. 2007;59(3):373–381.
   PubMed Web of Science ®Google Scholar
• Schantz S, Hoppu P, Juppo A. A solid‐state NMR study of phase structure, molecular interactions, and mobility in blends of citric acid and paracetamol. J Pharm Sci. 2009;98(5):1862–1870.
   PubMed Web of Science ®Google Scholar
• Timmermans J. Plastic crystals: a historical review. J Phys Chem Solids. 1961;18(1):1–8.
   Web of Science ®Google Scholar
• Kanig JL. Properties of fused mannitol in compressed tablets. J Pharm Sci. 1964;53(2):188–192.
   PubMed Web of Science ®Google Scholar
• Sirenius I, Krogerus VE, Leppänen T. Dissolution rate of p-aminobenzoates from solid xylitol dispersions. J Pharm Sci. 1979;68(6):791–792.
   PubMed Web of Science ®Google Scholar
• Allen LV, Levinson RS, De Martono D. Dissolution rates of hydrocortisone and prednisone utilizing sugar solid dispersion systems in tablet form. J Pharm Sci. 1978;67(7):979–981.
   PubMed Web of Science ®Google Scholar
• Zajc N, Obreza A, Bele M, et al. Physical properties and dissolution behaviour of nifedipine/mannitol solid dispersions prepared by hot melt method. Int J Pharm. 2005;291(1):51–58.
   PubMed Web of Science ®Google Scholar
• Okonogi S, Oguchi T, Yonemochi E, et al. Improved dissolution of ofloxacin via solid dispersion. Int J Pharm. 1997;156(2):175–180.
   Web of Science ®Google Scholar
• Arias M, Gines J, Moyano J, et al. Influence of the preparation method of solid dispersions on their dissolution rate: study of triamterene-D-mannitol system. Int J Pharm. 1995;123(1):25–31.
   Web of Science ®Google Scholar
• Allen LV, Yanchick VA, Maness DD. Dissolution rates of corticosteroids utilizing sugar glass dispersions. J Pharm Sci. 1977;66(4):494–497.
   PubMed Web of Science ®Google Scholar
• Lu E, Rodríguez-Hornedo N, Suryanarayanan R. A rapid thermal method for cocrystal screening. CrystEngComm. 2008;10(6):665–668.
   Web of Science ®Google Scholar
• McNamara DP, Childs SL, Giordano J, et al. Use of a glutaric acid cocrystal to improve oral bioavailability of a low solubility API. Pharm Res. 2006;23(8):1888–1897.
   PubMed Web of Science ®Google Scholar
• Miroshnyk I, Mirza S, Sandler N. Pharmaceutical co-crystals–an opportunity for drug product enhancement. Expert Opin Drug Deliv. 2009;6(4):333–341.
   PubMed Web of Science ®Google Scholar
• Vishweshwar P, Mcmahon JA, Bis JA, et al. Pharmaceutical co‐crystals. J Pharm Sci. 2006;95(3):499–516.
   PubMed Web of Science ®Google Scholar
• Schultheiss N, Newman A. Pharmaceutical cocrystals and their physicochemical properties. Cryst Growth Des. 2009;9(6):2950–2967.
   PubMed Web of Science ®Google Scholar
• Vippagunta SR, Maul KA, Tallavajhala S, et al. Solid-state characterization of nifedipine solid dispersions. Int J Pharm. 2002;236(1):111–123.
   PubMed Web of Science ®Google Scholar
• Goddeeris C, Van den Mooter G. Free flowing solid dispersions of the anti-HIV drug UC 781 with Poloxamer 407 and a maximum amount of TPGS 1000: investigating the relationship between physicochemical characteristics and dissolution behaviour. Eur J Pharm Sci. 2008;35(1):104–113.
   PubMed Web of Science ®Google Scholar
• Damian F, Blaton N, Naesens L, et al. Physicochemical characterization of solid dispersions of the antiviral agent UC-781 with polyethylene glycol 6000 and Gelucire 44/14. Eur J Pharm Sci. 2000;10(4):311–322.
   PubMed Web of Science ®Google Scholar
• Damian F, Blaton N, Kinget R, et al. Physical stability of solid dispersions of the antiviral agent UC-781 with PEG 6000, Gelucire® 44/14 and PVP K30. Int J Pharm. 2002;244(1):87–98.
   PubMed Web of Science ®Google Scholar
• Asada M, Takahashi H, Okamoto H, et al. Theophylline particle design using chitosan by the spray drying. Int J Pharm. 2004;270(1):167–174.
   PubMed Web of Science ®Google Scholar
• Bikiaris DN, Papageorgiou GZ, Papadimitriou SA, et al. Novel biodegradable polyester poly (propylene succinate): synthesis and application in the preparation of solid dispersions and nanoparticles of a water-soluble drug. AAPS PharmSciTech. 2009;10(1):138–146.
   PubMed Web of Science ®Google Scholar
• Tadokoro H, Chatani Y, Yoshihara T, et al. Structural studies on polyethers,[-(CH2)m-O-]n. II. Molecular structure of polyethylene oxide. Macromol Chem Phys. 1964;73(1):109–127.
   Google Scholar
• Hoffman JD, Miller RL. Kinetic of crystallization from the melt and chain folding in polyethylene fractions revisited: theory and experiment. Polymer. 1997;38(13):3151–3212.
   Web of Science ®Google Scholar
• Koenig J, Angood A. Raman spectra of poly(ethylene glycols) in solution. J Polymer Sci 2 Polymer Phys. 1970;8(10):1787–1796.
   Web of Science ®Google Scholar
• Buckley C, Kovacs A. Melting behaviour of low molecular weight poly(ethylene-oxide) fractions. Colloid Polym Sci. 1976;254(8):695–715.
   Web of Science ®Google Scholar
• Faucher J, Koleske J, Santee E Jr, et al. Glass transitions of ethylene oxide polymers. J Appl Phys. 1966;37(11):3962–3964.
   Web of Science ®Google Scholar
• Schachter DM, Xiong J, Tirol GC. Solid state NMR perspective of drug–polymer solid solutions: a model system based on poly (ethylene oxide). Int J Pharm. 2004;281(1):89–101.
   PubMed Web of Science ®Google Scholar
• Khalil S, Mortada L. Decreased dissolution of phenylbutazone-PEG 6000 solid dispersions upon storage. J Drug Res. 1978;10:141–150.
   Web of Science ®Google Scholar
• Lin C-W, Cham T-M. Effect of particle size on the available surface area of nifedipine from nifedipine-polyethylene glycol 6000 solid dispersions. Int J Pharm. 1996;127(2):261–272.
   Web of Science ®Google Scholar
• Ford JL, Rubinstein MH. Phase equilibria and dissolution rates of indomethacin-polyethylene glycol 6000 solid dispersions. Pharm Acta Helv. 1978;53(11):327.
   PubMedGoogle Scholar
• Ford JL, Stewart AF, Dubois J-L. The properties of solid dispersions of indomethacin or phenylbutazone in polyethylene glycol. Int J Pharm. 1986;28(1):11–22.
   Web of Science ®Google Scholar
• Corrigan O, Timoney R. Influence of polyethylene glycol on dissolution properties of hydroflumethiazide. Pharm Acta Helv. 1976;51(9):268–271.
   Google Scholar
• Miralles M, McGinty J, Martin A. Combined water-soluble carriers for coprecipitates of tolbutamide. J Pharm Sci. 1982;71(3):302–304.
   PubMed Web of Science ®Google Scholar
• Betageri G, Makarla K. Enhancement of dissolution of glyburide by solid dispersion and lyophilization techniques. Int J Pharm. 1995;126(1):155–160.
   Web of Science ®Google Scholar
• Draguet-Brughmans M, Azibi M, Bouche R. Solubilité et vitesse de dissolution du méprobamate; des cas significatifs. J Pharm Belg. 1979;34:267–271.
   PubMed Web of Science ®Google Scholar
• Mura P, Faucci M, Manderioli A, et al. Thermal behavior and dissolution properties of naproxen from binary and ternary solid dispersions. Drug Dev Ind Pharm. 1999;25(3):257–264.
   PubMed Web of Science ®Google Scholar
• Vippagunta SR, Wang Z, Hornung S, et al. Factors affecting the formation of eutectic solid dispersions and their dissolution behavior. J Pharm Sci. 2007;96(2):294–304.
   PubMed Web of Science ®Google Scholar
• Lacoulonche F, Chauvet A, Masse J, et al. An investigation of FB interactions with poly (ethylene glycol) 6000, poly (ethylene glycol) 4000, and poly‐ϵ‐caprolactone by thermoanalytical and spectroscopic methods and modeling. J Pharm Sci. 1998;87(5):543–551.
   PubMed Web of Science ®Google Scholar
• Dordunoo SK, Ford JL, Rubinstein MH. Physical stability of solid dispersions containing triamterene or temazepam in polyethylene glycols. J Pharm Pharmacol. 1997;49(4):390–396.
   PubMed Web of Science ®Google Scholar
• Corrigan O, Murphy C, Timoney R. Dissolution properties of polyethylene glycols and polyethylene glycol-drug systems. Int J Pharm. 1979;4(1):67–74.
   Web of Science ®Google Scholar
• Corrigan OI. Retardation of polymeric carrier dissolution by dispersed drugs: factors influencing the dissolution of solid dispersions containing polyethlene glycols. Drug Dev Ind Pharm. 1986;12(11–13):1777–1793.
   Web of Science ®Google Scholar
• Sjökvist E, Nyström C, Alden M. Physicochemical aspects of drug release. IX. Investigation of some factors that impair dissolution of drugs from solid particulate dispersion systems. Int J Pharm. 1989;54(2):161–170.
   Web of Science ®Google Scholar
• Papageorgiou GZ, Bikiaris D, Karavas E, et al. Effect of physical state and particle size distribution on dissolution enhancement of nimodipine/PEG solid dispersions prepared by melt mixing and solvent evaporation. AAPS J. 2006;8(4):E623–E31.
   PubMed Web of Science ®Google Scholar
• Docoslis A, Huszarik KL, Papageorgiou GZ, et al. Characterization of the distribution, polymorphism, and stability of nimodipine in its solid dispersions in polyethylene glycol by micro-Raman spectroscopy and powder X-ray diffraction. AAPS J. 2007;9(3):E361–E70.
   Google Scholar
• Save T, Venkitachalam P. Studies on solid dispersions of nifedipine. Drug Dev Ind Pharm. 1992;18(15):1663–1679.
   Web of Science ®Google Scholar
• McGinity JW, Maincent P, Steinfink H. Crystallinity and dissolution rate of tolbutamide solid dispersions prepared by the melt method. J Pharm Sci. 1984;73(10):1441–1444.
   PubMed Web of Science ®Google Scholar
• Gines J, Arias M, Moyano J, et al. Thermal investigation of crystallization of polyethylene glycols in solid dispersions containing oxazepam. Int J Pharm. 1996;143(2):247–253.
   Web of Science ®Google Scholar
• Chiou WL. Pharmaceutical applications of solid dispersion systems: X-ray diffraction and aqueous solubility studies on griseofulvin-polyethylene glycol 6000 systems. J Pharm Sci. 1977;66(7):989–991.
   PubMed Web of Science ®Google Scholar
• Ford J, Rubinstein M. Formulation and ageing of tablets prepared from indomethacin-polyethylene glycol 6000 solid dispersions. Pharm Acta Helv. 1979;55(1):1–7.
   Google Scholar
• Dordunoo SK, Ford JL, Rubinstein MH. Solidification studies of polyethylene glycols, gelucire 44/14 or their dispersions with triamterene or temazepam. J Pharm Pharmacol. 1996;48(8):782–789.
   PubMed Web of Science ®Google Scholar
• Zhu Q, Taylor LS, Harris MT. Evaluation of the microstructure of semicrystalline solid dispersions. Mol Pharm. 2010;7(4):1291–1300.
   PubMed Web of Science ®Google Scholar
• Zhu Q, Toth SJ, Simpson GJ, et al. Crystallization and dissolution behavior of naproxen/polyethylene glycol solid dispersions. J Phys Chem B. 2013;117(5):1494–1500.
   PubMed Web of Science ®Google Scholar
• Yang M, Gogos C. Crystallization of poly (ethylene oxide) with acetaminophen–a study on solubility, spherulitic growth, and morphology. Eur J Pharm Biopharm. 2013;85(3):889–897.
   PubMed Web of Science ®Google Scholar
• Zhu Q, Harris MT, Taylor LS. Modification of crystallization behavior in drug/polyethylene glycol solid dispersions. Mol Pharm. 2012;9(3):546–553.
   PubMed Web of Science ®Google Scholar
• Chen Z, Liu Z, Qian F. Crystallization of bifonazole and acetaminophen within the matrix of semicrystalline, PEO–PPO–PEO triblock copolymers. Mol Pharm. 2015;12(2):590–599.
   PubMed Web of Science ®Google Scholar
• Unga J, Matsson P, Mahlin D. Understanding polymer–lipid solid dispersions—the properties of incorporated lipids govern the crystallisation behaviour of PEG. Int J Pharm. 2010;386(1):61–70.
   PubMed Web of Science ®Google Scholar
• Duong TV, Van Humbeeck J, Van den Mooter G. Crystallization kinetics of indomethacin/polyethylene glycol dispersions containing high drug loadings. Mol Pharm. 2015;12(7):2493–2504.
   PubMed Web of Science ®Google Scholar
• Augustijns P, Brewster ME. Supersaturating drug delivery systems: fast is not necessarily good enough. J Pharm Sci. 2012;101(1):7–9.
   PubMed Web of Science ®Google Scholar