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http://dx.doi.org/10.6111/JKCGCT.2016.26.6.232

Liquid-free milling to prepare a cocrystal of ibuprofen and nicotinamide  

Ham, Jinok (Department of Chemical Engineering, Soongsil University)
Jang, Jisun (Department of Chemical Engineering, Soongsil University)
Kim, Il Won (Department of Chemical Engineering, Soongsil University)
Publication Information
Journal of the Korean Crystal Growth and Crystal Technology / v.26, no.6, 2016 , pp. 232-237 More about this Journal
Abstract
Cocrystallization of active pharmaceutical ingredients has been widely recognized as a versatile tool to regulate the physical properties of pharmaceutical compounds through designed crystal structures. Grinding or milling has been especially useful to screen the feasibility of cocrystal formation, and the addition of a small amount of liquid is routinely necessary. In the present study, the effect of temperature was studied for the milling cocrystallization of ibuprofen and nicotinamide to establish a liquid-free method. The milling-induced cocrystallization was more effective with liquid nitrogen cooling than at room temperature, which was confirmed by XRD and DSC analyses. This behavior was attributed to the limited molecular mobility below the glass transition temperatures of the cocrystal components, which made it effective to destruct the crystals of raw materials and consequently form the ibuprofen/nicotinamide cocrystal. Further studies would be necessary to establish the utility of the current conclusion to the field of pharmaceutical crystallization.
Keywords
Cocrystal; Ibuprofen; Nicotinamide; Liquid-free milling;
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  • Reference
1 J. Bernstein, "Polymorphism in molecular crystals", (Oxford University Press, New York, 2002) p. 1.
2 W. Jones, W.D.S. Motherwell and A.V. Trask, "Pharmaceutical cocrystals: an emerging approach to physical property enhancement", MRS Bull. 31 (2006) 875.   DOI
3 G.G.Z. Zhang and D. Zhou, "Crystalline and amorphous solids" in Developing Solid Oral Dosage Forms, Y. Qiu, Y. Chen, G.G.Z. Zhang, L. Liu and W.R. Porter, Eds. (Academic Press, New York, 2009) p. 25.
4 N. Shan and M.J. Zaworotko, "The role of cocrystals in pharmaceutical science", Drug Discov. Today 13 (2008) 440.   DOI
5 D.J. Berry, C.C. Seaton, W. Clegg, R.W. Harrington, S.J. Coles, P.N. Horton, M.B. Hursthouse, R. Storey, W. Jones, T. Friscic and N. Blagden, "Applying hot-stage microscopy to co-crystal screening: a study of nicotinamide with seven active pharmaceutical ingredients", Cryst. Growth & Des. 8 (2008) 1697.   DOI
6 T. Friscic and W. Jones, "Recent advances in understanding the mechanism of cocrystal formation via grinding", Cryst. Growth & Des. 9 (2009) 1621.   DOI
7 A.L. Kelly, T. Gough, R.S. Dhumal, S.A. Halsey and A. Paradkar, "Monitoring ibuprofen-nicotinamide cocrystal formation during solvent free continuous cocrystallization (SFCC) using near infrared spectroscopy as a PAT tool" Int. J. Pharm. 426 (2012) 15.   DOI
8 T. Friscic and W. Jones, "Cocrystal architecture and properties: design and building of chiral and racemic structures by solid-solid reactions", Faraday Discuss. 136 (2007) 167.   DOI
9 F.L.F. Soares and R.L. Carneiro, "Green synthesis of ibuprofen-nicotinamide cocrystals and in-line evaluation by Raman spectroscopy", Cryst. Growth Des. 13 (2013) 1510.   DOI
10 D.-J. Lee, S. Lee and I.W. Kim, "Effects of humidity and surfaces on the melt crystallization of ibuprofen", Int. J. Mol. Sci. 13 (2012) 10296.   DOI
11 T. Hino and J.L. Ford, "Characterization of the hydroxypropylmethylcellulose- nicotinamide binary system", Int. J. Pharm. 219 (2001) 39.   DOI
12 J. Jang and I.W. Kim, "Poly(acrylic acid) to induce competitive crystallization of a theophylline/oxalic acid cocrystal and a theophylline polymorph", J. Cryst. Growth 434 (2016) 104.   DOI