Cryomilling-induced solid dispersion of poor glass forming/poorly water-soluble mefenamic acid with polyvinylpyrrolidone K12

References

• McConnell JF, Company FZ. N-(2,3-xylyl) anthranilic acid, C15H15NO2 mefenamic acid. Cryst Struct Commun 1976;5:861–4
   Google Scholar
• Lee EH, Byrn SR, Carvajal MT. Additive-Induced metastable single crystal of mefenamic acid. Pharm Res 2006;10:2375–80
   Google Scholar
• SeethaLekshmi S, Row TNG. Conformational polymorphism in a non-steroidal anti-inflammatory drug, mefenamic acid. Cryst Growth Des 2013;12:4283–9
   Web of Science ®Google Scholar
• Vikram A, Firoz S, Kishore D, et al. Enhancement solubility and dissolution of mefenamic acid by modified starch. Int J Pharm Sci Tech 2012;7:85–92
   Google Scholar
• Hladon T, Pawlaczyk J, Szafran BJ. Stability of mefenamic acid in the inclusion complex with β-cyclodextrin in the solid phase. Incl Phenom Macro 1999;35:497–506
   Web of Science ®Google Scholar
• Lee EH, Byrn SR, Pinal R. The solution properties of mefenamic acid and a closely related analogue are indistinguishable in polar solvents but significantly different in nonpolar environments. J Pharm Sci 2012;101:4529–39
   PubMed Web of Science ®Google Scholar
• Romero S, Escalera B, Bustamante P. Solubility behavior of polymorphs I and II of mefenamic acid in solvent mixtures. Int J Pharm 1999;178:193–202
   PubMed Web of Science ®Google Scholar
• Aguiar AJ, Zelmer JE. Dissolution behavior of polymorphs of chloramphenicol palmitate and mefenamic acid. J Pharm Sci 1969;58:983–7
   PubMed Web of Science ®Google Scholar
• Kato F, Otsuka M, Matsuda Y. Kinetic study of the transformation of mefenamic acid polymorphs in various solvents and under high humidity conditions. Int J Pharm 2006;321:18–26
   PubMed Web of Science ®Google Scholar
• Otsuka M, Kato F, Matsuda Y. Effect of temperature and kneading solution on polymorphic transformation of mefenamic acid during granulation. Solid State Ionics 2004;172:451–3
   Web of Science ®Google Scholar
• Huang LF, Tong WQ. Impact of solid state properties on developability assessment of drug candidate. Adv Drug Deliver Rev 2004;56:321–34
   PubMed Web of Science ®Google Scholar
• Surana R, Pyne A, Suryanarayanan R. Effect of preparation method on physical properties of amorphous trehalose. Pharm Res 2004;21:1167–76
   PubMed Web of Science ®Google Scholar
• Jardin L, Williams II RO. Recent advancements in mechanical reduction methods: particulate systems. Drug Dev Ind Pharm 2014;40:289–300
   Google Scholar
• Sheth AR, Lubach JW, Munson EJ, et al. Mechanochromism of piroxicam accompanied by intermolecular proton transfer proved by spectroscopic methods and solid-phase changes. J Am Chem Sco 2005;127:6641–51
   PubMed Web of Science ®Google Scholar
• Takahashi Y, Nakashima K, Ishihara T, et al. Polymorphism of fostedil: characterization and polymorphic change by mechanical treatments. Drug Dev Ind Pharm 1985;11:1543–63
   Web of Science ®Google Scholar
• Miyamae HK, Kawabata T, Yasuda T, et al. X-ray powder diffraction study on the grinding effect of the polymorphs of a novel and orally effective uricosuric agent FR76505. Drug Dev Ind Pharm 1994;20:2881–97
   Web of Science ®Google Scholar
• Kubelka PJ. New contributions to the optics of intensely light scattering materials. Part I. Opt Soc Am 1948;38:448–57
   PubMed Web of Science ®Google Scholar
• Lindemann FA. Uber die berechnung molekularer eigenfrequenzen. Physik Z 1910;11:609–12
   Google Scholar
• Born M, Huang K. Dynamical theory of crystal lattices. Oxford, London: Clarendon Press; 1954
   Google Scholar
• Chieng N, Zujovic Z, Bowmaker G, et al. Effect of milling conditions on the solid-state conversion of ranitidine hydrochloride form 1. Int J Pharm 2006;327:36–44
   PubMedGoogle Scholar
• Descamps M, Willart JF, Dudognon E, et al. Transformation of pharmaceutical compounds upon milling and comilling: the role of Tg. J Pharm Sci 2007;96:1398–407
   PubMed Web of Science ®Google Scholar
• Patterson JE, James MB, Foster AH, et al. The influence of thermal and mechanical preparative techniques on the amorphous state of four poorly soluble compounds. J Pharm Sci 2005;94:1998–2012
   PubMed Web of Science ®Google Scholar
• Bhugra C, Shmeis R, Pikal MJ. Role of mechanical stress in crystallization and relaxation behavior of amorphous indomethacin. J Pharm Sci 2008;97:4446–58
   PubMed Web of Science ®Google Scholar
• Crowley KJ, Zografi G. Cryogenic grinding of indomethacin polymorphs and solvates: assessment of amorphous phase formation and amorphous phase physical stability. J Pharm Sci 2002;91:492–507
   PubMed Web of Science ®Google Scholar
• Graeser KA, Strachan CJ, Patterson JE, et al. Physicochemical properties and stability of two differently prepared amorphous forms of simvastatin. Cryst Growth Des 2008;8:128–35
   Web of Science ®Google Scholar
• Yonemochi E, Onoue Y, Buckton G, et al. Differences in crystallization behavior between quenched and ground amorphous ursodeoxycholic acid. Pharm Res 1999;16:835–40
   PubMed Web of Science ®Google Scholar
• Zhu L, Wong L, Yu L. Surface-enhanced crystallization of amorphous nifedipine. Mol Pharm 2008;5:921–6
   PubMedGoogle Scholar
• Deng W, Majumdar S, Singh A, et al. Stabilization of fenofibrate in low molecular weight hydroxypropylcellulose matrices produced by hot-melt extrusion. Drug Dev Ind Pharm 2013;39:290–8
   PubMed Web of Science ®Google Scholar
• Serajuddin AT. Solid dispersion of poorly water-soluble drugs: early promises, subsequent problems, and recent breakthroughs. J Pharm Sci 1999;88:1058–66
   PubMed Web of Science ®Google Scholar
• Maniruzzaman M, Rana MM, Boateng JS, et al. Dissolution enhancement of poorly water-soluble APIs processed by hot-melt extrusion using hydrophilic polymers. Drug Dev Ind Pharm 2013;39:218–27
   PubMed Web of Science ®Google Scholar
• Laitinen R, Löbmann K, Strachan CJ, et al. Emerging trends in the stabilization of amorphous drugs. Int J Pharm 2013;453:65–79
   PubMed Web of Science ®Google Scholar
• Rao ChVP, Nagabhushanam MV. Enhancement of dissolution profile of mefenamic acid by solid dispersion technique. Int J Res Pharm Chem 2011;1:1127–34
   Google Scholar
• Gilpin RK, Zhou W. Infrared studies of the thermal conversion of mefenamic acid between polymorphic states. Vib Spectrosc 2005;37:53–9
   Web of Science ®Google Scholar
• Topacli A, Ide SJ. Molecular structures of metal complexes with mefenamic acid. Pharm Biomed Anal 1999;21:975–82
   PubMed Web of Science ®Google Scholar
• Bellamy LJ. The infrared spectra of complex molecules. Vol. 1. London: Chapman & Hall; 1975
   Google Scholar
• Jabeen S, Dines TJ, Leharne SA, et al. Raman and IR spectroscopic studies of fenamates – conformational differences in polymorphs of flufenamic acid, mefenamic acid and tolfenamic acid. Spectrochim Acta A 2012;96:972–85
   PubMed Web of Science ®Google Scholar