Kinetics Estimation and Polymorphic Transformation Modeling of Buspirone Hydrochloride

Abstract

In this work, solvent-mediated polymorphic transformation of metastable Form II to stable Form I of Buspirone Hy-drochloride (BUS-HCl) was studied. The polymorphic transformation was monitored using in-situ Raman spectroscopy. The solvent-mediated transformation process is governed by the dissolution of Form II and the nucleation and subsequent growth of Form I. The model parameters for each of these sub-processes were determined with the aid of experimental data including polymorphic fraction in solid phase, solute concentration, and the crystal size distribution. In order to estimate the kinetic parameters, independent seeded batch sets of experiments were conducted, first to estimate the growth rate of Form I, and consequently to estimate the secondary nucleation of Form I and dissolution rate of Form II. The experimental data showed that the secondary nucleation of Form I occurred slightly after the dissolution of Form II was initiated. The estimated parameters for growth, nucleation and dissolution rates were successfully implemented in the population model and validated with the experiments.

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M. Trifkovic, S. Rohani and M. Sheikhzadeh, "Kinetics Estimation and Polymorphic Transformation Modeling of Buspirone Hydrochloride," Journal of Crystallization Process and Technology, Vol. 2 No. 2, 2012, pp. 31-43. doi: 10.4236/jcpt.2012.22006.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] P. T. Cardew, R. J. Davey and A. J. Ruddick, “Kinetics of Polymorphic Solid-State Transformation,” Journal of the Chemical Society, 80, No. 6, 1984, pp. 659-668.
[2] R. J. Davey, P. T. Cardew, D. McEwan and D. E. Sadler, “Rate Controlling Processes in Solvent-Mediated Phase Transformations,” Journal of Crystal Growth, Vol. 79, No. 1-3, 1986, pp. 648-653. doi:10.1016/0022-0248(86)90532-4
[3] S. Rohani, S. Horne and K. Murthy, “Control of Product Quality in Batch Crystallization of Pharmaceuticals and Fine Chemicals, Part 1: Design of the Crystallization Process and the Effect of Solvent,” Organic Process Research & Development, Vol. 9, 2005, pp. 858-872. doi:10.1021/op050049v
[4] R. Hilfiker, “Polymorphism: In the Pharmaceutical Industry,” Weinheim, Wiley-VCH, 2006. doi:10.1002/3527607889
[5] A. Caillet, N. Sheibat-Othman and G. Fevotte, “Crystallization of Mono-hydrate Citric Acid. 2. Modeling through Population Balance Equations,” Crystal Growth & Design, Vol. 7, No. 10, 2007, pp. 2088-2095. doi:10.1021/cg0606343
[6] M. W. Hermanto, C. K. Nicholas, B. H. Reginald, C. M. Tan and R. Braatz, “Robust Bayesian Estimation of Kinetics for the Polymorphic Transformation of L-Glutamic Acid Crystals,” AIChE Journal, Vol. 54, No. 12, 2008, pp. 3248-3259. doi:10.1002/aic.11623
[7] J. Sch?ll, D. Bonalumi, L. Vicum, M. Mazzotti and M. Müller, “In Situ Monitoring and Modeling of the Solvent-Mediated Polymorphic Transformation of L-Glutamic Acid,” Crystal Growth & Design, Vol. 6, No. 4, 2006, pp. 881-891. doi:10.1021/cg0503402
[8] H. Qu, H. Alatalo, J. Kohonen, M. Louhi-Kultanen, S. Reinikainen and J. Kallas, “Raman and ATR FTIR Spectroscopy in Reactive Crystallization: Simultaneous Monitoring of Solute Concentration and Polymorphic State of the Crystals,” Journal of Crystal Growth, Vol. 311, 2009, pp. 3466-3475. doi:10.1016/j.jcrysgro.2009.04.018
[9] H. Gr?n, A. Borissava and K.J. Roberts, “In-Process ATR-FTIR Spectroscopy for Closed-Loop Supersaturation Control of a Batch Crystallizer Producing Monosodium Glutamate Crystals of Defined Size,” Industrial & Engineering Chemistry Research, Vol. 42, No. 1, 2003, pp. 198-206. doi:10.1021/ie020346d
[10] M. W. Hermanto, R. D. Braatz and M. Chiu, “A Run-to- Run Control Strategy for Polymorphic Transformation in Pharmaceutical Crystallization,” IEEE Proceedings, Munich, 2006, pp. 2121-2126.
[11] M. Trifkovic, M. Sheikhzadeh and S. Rohani, “Multivariable Real-Time Optimal Control of a Cooling and Semibatch Crystallization Process,” AIChE Journal, Vol. 55, No. 10, 2009, pp. 2591-2602. doi:10.1002/aic.11868
[12] A. Caillet, F. Puel and G. Fevotte, “In-Line Monitoring of Partial and Overall Solid Concentration during Solvent-Mediated Phase Transition Using Raman Spectroscopy,” International Journal of Pharmaceutics, Vol. 307, No. 2, 2006, pp. 201-207. doi:10.1016/j.ijpharm.2005.10.009
[13] B. O’Sullivan, P. Barrett, G. Hsiao and A. Carr, “Glennon, B. In-Situ Monitoring of Polymorphic Transformation,” Organic Process Research & Development, Vol. 7, 2003, pp. 977-982. doi:10.1021/op030031p
[14] H. Qu, M. Louhi-Kultanen, J. Rantanen and J. Kallas, “Solvent-Mediated Phase Transformation Kinetics of an Anhydrate/Hydrate System,” Crystal Growth & Design, Vol. 6, 2006, pp. 2053-2060. doi:10.1021/cg0600593
[15] Y. Hu, J. K. Liang, A. S. Myer-son and L. S. Taylor, “Crystallization Monitoring by Raman Spectroscopy: Simultaneous Measurement of Desupersaturation Profile and Polymorphic Form in Flufenamic Acid Systems,” Industrial & Engineering Chemistry Research, Vol. 44, 2005, pp. 1233-1240. doi:10.1021/ie049745u
[16] T. Ono, J. H. Horst and P. J. Jansens, “Quantitative Measurement of the Polymorphic Transformation of L-Glutamic Acid Using in-Situ Raman Spectroscopy,” Crystal Growth & Design, Vol. 4, 2004, pp. 465-469. doi:10.1021/cg0342516
[17] G. Fevotte, “In Situ Raman Spec-troscopy for In-Line Control of Pharmaceutical Crystallization and Solids Elaboration Processes: A Review,” Chemical Engineering Research and Design, Vol. 85, No. A7, 2007, pp. 906- 926. doi:10.1205/cherd06229
[18] M. Sheikhzadeh, S. Murad and S. Rohani, “Response Surface Analysis of Solution-Mediated Polymorphic Trans- formation of Buspirone Hy-drochloride,” Journal of Pharmaceutical and Biomedical Analysis, Vol. 45, No. 2, 2007, pp. 227-236. doi:10.1016/j.jpba.2007.06.001
[19] M. Sheikhzadeh, S. Rohani, A. Jutan, T. Manifar, K. Murthy and S. Horne, “Solid-State Characterization of Buspirone Hydrochloride Poly-morphs,” Pharmaceutical Research, Vol. 23, No. 5, 2006, pp. 1043-1050. doi:10.1007/s11095-006-9779-6
[20] A. D. Randolph and M. A. Larson, “Theory of Particulate Processes,” Academic Press, New York, 1988.
[21] Q. Hu, S. Rohani and A. Jutan, “Modeling and Optimization of Batch Seeded Cooling Crystallizers,” Computers & Chemical Engineering, Vol. 29, No. 4, 2005, pp. 911- 918. doi:10.1016/j.compchemeng.2004.09.011
[22] A. Mersmann, “Crystallization Technology Handbook,” Marcell Dekker Inc., New York, 2001. doi:10.1201/9780203908280
[23] J. Cornel, C. Lindenberg and M. Mazzotti, “Experimental Characterization and Population Balance Modleing of the Polymorph Transformation of l-Glutamic Acid,” Crystal Growth & Design, Vol. 9, No. 1, 2009, pp. 243-252. doi:10.1021/cg800387a

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