Abstract
A combined analysis of structural data and experimental results (DSC, temperature-resolved XRPD and hot stage optical microscopy) revealed that the dehydration mechanism of cortisone acetate monohydrate (CTA·H2O) involves a collective and anisotropic departure of water molecules followed by a cooperative structural reorganization toward the anhydrous polymorph CTA (form 2). In spite of the lack of crystal structure data, it can be postulated from experimental data that thermal decomposition of the dihydrated form (CTA·2H2O) and of the tetrahydrofuran solvate (CTA·THF) toward another polymorph (CTA (form 3)) also proceeds according to a cooperative mechanism, thus giving rise to probable structural filiations between these crystalline forms of CTA. The crystal structure determination of two original solvates (CTA·DMF and CTA·DMSO) indicates that these phases are isomorphous to the previously reported acetone solvate. However, their desolvation behaviour does not involve a cooperative mechanism, as could be expected from structural data only. Instead, the decomposition mechanism of CTA·DMF and CTA·DMSO starts with the formation of a solvent-proof superficial layer, followed by the partial dissolution of the enclosed inner part of crystals.
Hot stage optical microscopy observations and DSC measurements showed that dissolved materials (resulting from a peritectic decomposition) is suddenly evacuated through macroscopic cracks about 30°C above the ebullition point of each solvent. From this unusual behaviour, the necessity to investigate rigorously the various aspects (thermodynamics, kinetics, crystal structures and physical factors) of solvate decompositions is highlighted, including factors related to the particular preparation route of each sample.
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References
Yu. V. Mnyukh, Mol. Cryst. Liq. Cryst., 52 (1979) 163.
T. L. Threlfall, Analyst, 120 (1995) 2435.
R. Hüttenrauch, S. Fricke and P. Zielke, Pharm. Res., (1985) 302.
V. V. Boldyrev, J. Mater. Sci., 39 (2004) 5117.
S. Petit and G. Coquerel, Polymorphism in the Pharmaceutical Industry, R. Hilfiker, Ed., Wiley-VCH, Weinheim, Germany 2006, p. 259.
R. W. Munn, Chem. Brit., 14 (1978) 231.
N. Boudjada, J. Rodriguez-Carvajal, M. Anne and M. Figlarz, J. Solid State Chem., 105 (1993) 211.
L. Stoch, J. Thermal Anal., 38 (1992) 131.
J.-C. Niepce and G. Watelle-Marion, C. R. Acad. Sci., 276 (1973) 627.
A. K. Galwey and G. M. Laverty, J. Chim. Phys., 87 (1990) 1207 and references therein.
N. Z. Lyakhov and V. V. Boldyrev, Russ. Chem. Rev., 41 (1972) 919.
A. K. Galwey, J. Thermal Anal., 38 (1992) 99.
A. K. Galwey, Proc. R. Soc. London A, 441 (1993) 313.
A. K. Galwey, Thermochim. Acta, 355 (2000) 181.
I. Langmuir, J. Am. Chem. Soc., 38 (1916) 2221.
S. R. Byrn, R. R. Pfeiffer, M. Ganey, C. Hoiberg and G. Poochikian, Chem. Mater., 6 (1994) 1148.
D. Giron, Thermochim. Acta, 248 (1995) 1.
N. Rodriguez-Hornedo and D. Murphy, J. Pharm. Sci., 88 (1999) 651.
A. K. Galwey, J. Pharm. Pharmacol., 51 (1999) 879.
T. P. Shakhtshneider and V. V. Boldyrev, Reactivity of Molecular Solids, E. Boldyreva, V. V. Boldyrev, Eds, Wiley & Sons, New York 1999, p. 271.
P. Van der Sluis and J. Kroon, J. Cryst. Growth, 97 (1989) 645.
C. H. Görbitz and H. P. Hersleth, Acta Cryst., B56 (2000) 526.
S. R. Byrn, Solid-State Chemistry of Drugs, Academic Press, New York 1982, p. 149.
R. K. Khankari and D. J. W. Grant, Thermochim. Acta, 248 (1995) 61.
D. Giron, C. Goldbronn, M. Mutz, S. Pfeffer, P. Piechon and P. Schwab, J. Therm. Anal. Cal., 68 (2002) 453.
K. R. Morris, Polymorphism in Pharmaceutical Solids, H. G. Brittain, Ed., Marcel Dekker Inc., New York 1999, p. 125.
G. A. Stephenson, E. G. Groleau, R. L. Kleemann, W. Xu and D. R. Rigsbee, J. Pharm. Sci., 87 (1998) 536.
M. D. Jones, J. C. Hooton, M. L. Dawson, A. R. Ferrie and R. Price, Int. J. Pharm., 313 (2006) 87.
H. J. Zhu, Int. J. Pharm., 315 (2006) 18.
S. Petit and G. Coquerel, Chem. Mater., 8 (1996) 2247.
S. Garnier, S. Petit and G. Coquerel, J. Therm. Anal. Cal., 68 (2002) 489.
F. Mallet, S. Petit, S. Lafont, P. Billot, D. Lemarchand and G. Coquerel, J. Therm. Anal. Cal., 73 (2002) 459.
F. Mallet, S. Petit, S. Lafont, P. Billot, D. Lemarchand and G. Coquerel, Cryst. Growth Des., 4 (2004) 965.
E. S. Rothman and M. E. Wall, J. Am. Chem. Soc., 81 (1959) 411.
R. K. Callow and O. Kennard, J. Pharm. Pharmacol., 13 (1961) 723.
J. E. Carless, M. A. Moustafa and H. D. C. Rapson, J. Pharm. Pharmacol., 18 (1966) 190.
M. Kuhnert-Brandstätter and H. Grimm, Mikrochim. Acta, (1968) 115.
R. J. Mesley, J. Pharm. Pharmacol., 20 (1968) 877.
K. Shirotani and K. Sekiguchi, Chem. Pharm. Bull., 29 (1981) 2983.
J. P. Declercq, G. Germain and M. Van Meerssche, Cryst. Struct. Commun., 1 (1972) 59.
J. A. Kanters, A. de Koster, V. J. van Geerestein and L. A. van Dijck, Acta Cryst. C., 41 (1985) 760.
V. J. van Geerestein and J. A. Kanters, Acta Cryst. C., 43 (1987) 136.
V. J. van Geerestein and J. A. Kanters, Acta Cryst. C., 43 (1987) 936.
J. E. Carless, M. A. Moustafa and H. D. C. Rapson, J. Pharm. Pharmacol., 24 (1972) 130P.
G. M. Sheldrick, SHELXTL, Release 5.10, (Program for the determination and the refinement of crystal structures), Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.
U. J. Griesser, Polymorphism in the Pharmaceutical Industry (ed. R. Hilfiker), Wiley-VCH, Weinheim, Germany 2006, p. 211.
N. N. Petropavlov, J. Cryst. Growth, 52 (1981) 889.
J. E. Ricci, The Phase Rule and Heterogeneous Equilibrium, Dover Publications, New York 1966, p. 278.
W. Feitknecht, Pure Appl. Chem., 9 (1964) 423.
R. Giovanoli, H. R. Oswald and W. Feitknecht, Helv. Chim. Acta, 49 (1966) 1971.
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Petit, S., Mallet, F., Petit, M.N. et al. Role of structural and macrocrystalline factors in the desolvation behaviour of cortisone acetate solvates. J Therm Anal Calorim 90, 39–47 (2007). https://doi.org/10.1007/s10973-007-8475-z
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DOI: https://doi.org/10.1007/s10973-007-8475-z