Factors influencing crystal growth rates from undercooled liquids of pharmaceutical compounds

Journal of Physical Chemistry B

Volumn 118, Issue 33, 2014, Pages 9974-9982

  Trasi, Niraj S ^a   Baird, Jared A ^a,b   Kestur, Umesh S ^a,c   Taylor, Lynne S ^a  

^a PURDUE UNIVERSITY   (United States)

^b ABBVIE INC   (United States)

^c BRISTOL MYERS SQUIBB   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CRYSTAL GROWTH; CRYSTALLIZATION KINETICS; DIFFERENTIAL SCANNING CALORIMETRY; ENTROPY; LIQUIDS; MELTING POINT; VISCOSITY;

DIFFERENTIAL SCANNING CALORIMETERS; ENTROPY DIFFERENCES; FAST CRYSTAL GROWTHS; PHARMACEUTICAL COMPOUNDS; PHYSICOCHEMICAL PROPERTY; THERMODYNAMIC DRIVING FORCES; THERMODYNAMIC PARAMETER; WATER SOLUBLE COMPOUNDS;

GROWTH RATE;

DRUG;

CHEMISTRY; CRYSTALLIZATION; DIFFERENTIAL SCANNING CALORIMETRY; DRUG STABILITY; ENTROPY; PHASE TRANSITION; TRANSITION TEMPERATURE; VISCOSITY;

CALORIMETRY, DIFFERENTIAL SCANNING; CRYSTALLIZATION; DRUG STABILITY; ENTROPY; PHARMACEUTICAL PREPARATIONS; PHASE TRANSITION; TRANSITION TEMPERATURE; VISCOSITY;

EID: 84906499619     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp504450h     Document Type: Article

References (29)

1. Kwong, A. D.; Kauffman, R. S.; Hurter, P.; Mueller, P. Discovery and Development of Telaprevir: An Ns3-4a Protease Inhibitor for Treating Genotype 1 Chronic Hepatitis C Virus Nat. Biotechnol. 2011, 29, 993-1003
2. Bollag, G.; Hirth, P.; Tsai, J.; Zhang, J.; Ibrahim, P. N.; Cho, H.; Spevak, W.; Zhang, C.; Zhang, Y.; Habets, G. Clinical Efficacy of a Raf Inhibitor Needs Broad Target Blockade in Braf-Mutant Melanoma Nature 2010, 467, 596-599
3. Baird, J. A.; Van Eerdenbrugh, B.; Taylor, L. S. A Classification System to Assess the Crystallization Tendency of Organic Molecules from Undercooled Melts J. Pharm. Sci. 2010, 99, 3787-3806
4. Okui, N. Relationship between Crystallization Temperature and Melting Temperature in Crystalline Materials J. Mater. Sci. 1990, 25, 1623-1631
5. Kestur, U. S.; Taylor, L. S. Role of Polymer Chemistry in Influencing Crystal Growth Rates from Amorphous Felodipine CrystEngComm 2010, 12, 2390-2397
6. Van den Mooter, G.; Craig, D. Q. M.; Royall, P. G. Characterization of Amorphous Ketoconazole Using Modulated Temperature Differential Scanning Calorimetry J. Pharm. Sci. 2001, 90, 996-1003
7. Trasi, N. S.; Taylor, L. S. Effect of Polymers on Nucleation and Crystal Growth of Amorphous Acetaminophen CrystEngComm 2012, 14, 5188-5197
8. Cai, T.; Zhu, L.; Yu, L. Crystallization of Organic Glasses: Effects of Polymer Additives on Bulk and Surface Crystal Growth in Amorphous Nifedipine Pharm. Res. 2011, 28, 2458-2466
9. Kestur, U. S.; Van Eerdenbrugh, B.; Taylor, L. S. Influence of Polymer Chemistry on Crystal Growth Inhibition of Two Chemically Diverse Organic Molecules CrystEngComm 2011, 13, 6712-6718
10. Miyazaki, T.; Aso, Y.; Yoshioka, S.; Kawanishi, T. Differences in Crystallization Rate of Nitrendipine Enantiomers in Amorphous Solid Dispersions with HPMC and HPMCP Int. J. Pharm. 2011, 407, 111-118
11. Otsuka, M.; Kaneniwa, N. A Kinetic Study of the Crystallization Process of Noncrystalline Indomethacin under Isothermal Conditions Chem. Pharm. Bull. 1988, 36, 4026-4032
12. Sun, Y.; Xi, H.; Chen, S.; Ediger, M. D.; Yu, L. Crystallization near Glass Transition: Transition from Diffusion-Controlled to Diffusionless Crystal Growth Studied with Seven Polymorphs J. Phys. Chem. B 2008, 112, 5594-5601
13. Zhu, L.; Wong, L.; Yu, L. Surface-Enhanced Crystallization of Amorphous Nifedipine Mol. Pharmaceutics 2008, 5, 921-926
14. Powell, C. T.; Cai, T.; Hasebe, M.; Gunn, E. M.; Gao, P.; Zhang, G.; Gong, Y.; Yu, L. Low-Concentration Polymers Inhibit and Accelerate Crystal Growth in Organic Glasses in Correlation with Segmental Mobility J. Phys. Chem. B 2013, 117, 10334-10341
15. Salinga, M.; Carria, E.; Kaldenbach, A.; Bornhöfft, M.; Benke, J.; Mayer, J.; Wuttig, M. Measurement of Crystal Growth Velocity in a Melt-Quenched Phase-Change Material Nat. Commun. 2013, 4, 1-8
16. Mao, B.; Cebe, P. Avrami Analysis of Melt Crystallization Behavior of Trogamid J. Therm. Anal. Calorim. 2013, 113, 545-550
17. Naito, K.; Miura, A. Molecular Design for Nonpolymeric Organic Dye Glasses with Thermal Stability: Relations between Thermodynamic Parameters and Amorphous Properties J. Phys. Chem. 1993, 97, 6240-6248
18. Rumondor, A. C. F.; Jackson, M. J.; Taylor, L. S. Effects of Moisture on the Growth Rate of Felodipine Crystals in the Presence and Absence of Polymers Cryst. Growth Des. 2010, 10, 747-753
19. Zhu, L.; Brian, C. W.; Swallen, S. F.; Straus, P. T.; Ediger, M. D.; Yu, L. Surface Self-Diffusion of an Organic Glass Phys. Rev. Lett. 2011, 106, 2561031-4
20. Gutzow, I. Mechanism of Crystal Growth in Glass Forming Systems J. Cryst. Growth 1977, 42, 15-23
21. Kirkpatrick, R. J. Crystal Growth from the Melt: A Review Am. Mineral. 1975, 60, 798-814
22. Nascimento, M. L. F.; Zanotto, E. D. Does Viscosity Describe the Kinetic Barrier for Crystal Growth from the Liquidus to the Glass Transition? J. Chem. Phys. 2010, 133, 1747011-10
23. Jackson, K. A. The Interface Kinetics of Crystal Growth Processes Interface Sci. 2002, 10, 159-169
24. Rössler, E.; Sokolov, A. P. The Dynamics of Strong and Fragile Glass Formers Chem. Geol. 1996, 128, 143-153
25. Baird, J. A.; Santiago-Quinonez, D.; Rinaldi, C.; Taylor, L. S. Role of Viscosity in Influencing the Glass-Forming Ability of Organic Molecules from the Undercooled Melt State Pharm. Res. 2012, 29, 271-284
26. Naito, K. Quantitative Relations between Glass Transition Temperatures and Thermodynamic Parameters for Various Materials: Molecular Design for Nonpolymeric Organic Dye Glasses with Thermal Stability Chem. Mater. 1994, 6, 2343-2350
27. Angell, C. A. Origin and Control of Low-Melting Behavior in Salts, Polysalts, Salt Solvates, and Glassformers; Springer: Dordrecht, The Netherlands, 2002; Vol. 52, pp 305-320.
28. Ediger, M. D.; Harrowell, P.; Yu, L. Crystal Growth Kinetics Exhibit a Fragility-Dependent Decoupling from Viscosity J. Chem. Phys. 2008, 128, 347091-6
29. Taylor, L. S.; Zografi, G. Spectroscopic Characterization of Interactions between Pvp and Indomethacin in Amorphous Molecular Dispersions Pharm. Res. 1997, 14, 1691-1698