An investigation into the dehydration behavior of paroxetine HCl form i using a combination of thermal and diffraction methods: The identification and characterization of a new anhydrous form

Crystal Growth and Design

Volumn 14, Issue 8, 2014, Pages 3774-3782

  Pina, M Fátima ^a,b,c   Zhao, Min ^b   Pinto, João F ^c   Sousa, João J ^a   Frampton, Christopher S ^d   Diaz, Victor ^d   Suleiman, Osama ^d   Fábián, László ^e   Craig, Duncan Q M ^b  

^a UNIVERSITY OF COIMBRA   (Portugal)

^b UNIVERSITY COLLEGE LONDON   (United Kingdom)

^c UNIVERSITY OF LISBON   (Portugal)

^d Sigma Aldrich Co   (United States)

^e UNIVERSITY OF EAST ANGLIA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ENERGY; DIFFERENTIAL SCANNING CALORIMETRY; DIFFRACTION; HYDRATES; THERMOGRAVIMETRIC ANALYSIS; X RAY POWDER DIFFRACTION;

ANHYDRATES; DIFFRACTION METHODS; ISOSTRUCTURAL; NON-STOICHIOMETRIC; PAROXETINE; STABLE FORM; UNIT CELL PARAMETERS; VARIABLE TEMPERATURE;

DEHYDRATION;

EID: 84905712130     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg500150r     Document Type: Article

References (26)

1. Cui, Y.; Yao, E. Evaluation of hydrate-screening methods J. Pharm. Sci. 2008, 97, 2730-2744
2. Petit, S.; Coquerel, G. Mechanism of several solid-solid transformations between dihydrated and anhydrous copper(II) 8-hydroxyquinolinates. Proposition for a unified model for the dehydration of molecular crystals Chem. Mater. 1996, 8, 2247-2258
3. Leung, S. S.; Padden, B. E.; Munson, E. J.; Grant, D. J. W. Hydration and dehydration behavior of aspartame hemihydrate J. Pharm. Sci. 1998, 87, 508-513
4. Hirayama, F.; Honjo, M.; Arima, H.; Okimoto, K.; Uekama, K. X-ray crystallographic characterization of nilvadipine monohydrate and its phase transition behavior Eur. J. Pharm. Sci. 2000, 11, 81-88
5. Suzuki, T.; Araki, T.; Kitaoka, H.; Terada, K. Characterization of non-stoichiometric hydration and the dehydration behavior of sitafloxacin hydrate Chem. Pharm. Bull. 2012, 60, 45-55
6. Te, R. L.; Griesser, U. J.; Morris, K. R.; Byrn, S. R.; Stowell, J. G. X-ray diffraction and solid-state NMR investigation of the single-crystal to single-crystal dehydration of thiamine hydrochloride monohydrate Cryst. Growth Des. 2003, 3, 997-1004
7. Pina, M. F.; Pinto, J. F.; Sousa, J. J.; Fábián, L.; Zhao, M.; Craig, D. Q. M. Identification and characterization of stoichiometric and nonstoichiometric hydrate forms of paroxetine HCl: Reversible changes in crystal dimensions as a function of water absorption Mol. Pharmaceutics 2012, 9, 3515-3525
8. Stephenson, G. A.; Groleau, E. G.; Kleemann, R. L.; Xu, W.; Rigsbee, D. R. Formation of isomorphic desolvates: Creating a molecular vacuum J. Pharm. Sci. 1998, 87, 536-542
9. Chen, L. R.; Young, V. G., Jr.; Lechuga-Ballesteros, D.; Grant, D. J. W. Solid-state behavior of cromolyn sodium hydrates J. Pharm. Sci. 1999, 88, 1191-1200
10. Vogt, F. G.; Dell'Orco, P. C.; Diederich, A. M.; Su, Q.; Wood, J. L.; Zuber, G. E.; Katrincic, L. M.; Mueller, R. L.; Busby, D. J.; DeBrosse, C. W. A study of variable hydration states in topotecan hydrochloride J. Pharm. Biomed. Anal. 2006, 40, 1080-1088
11. Hilfiker, R. Polymorphism in the Pharmaceutical Industry; Wiley-VCH: Weinheim, 2006.
12. Sheng, J.; Venkatesh, G. M.; Duddu, S. P.; Grant, D. J. W. Dehydration behavior of eprosartan mesylate dihydrate J. Pharm. Sci. 1999, 88, 1021-1029
13. Willart, J. F.; De Gusseme, A.; Hemon, S.; Descamps, M.; Leveiller, F.; Rameau, A. Vitrification and polymorphism of trehalose induced by dehydration of trehalose dihydrate J. Phys. Chem. B 2002, 106, 3365-3370
14. Vyazovkin, S.; Burnham, A. K.; Criado, J. M.; Pérez-Maqueda, L. A.; Popescu, C.; Sbirrazzuoli, N. ICTAC Kinetics Committee recommendations for performing kinetic computations on thermal analysis data Thermochim. Acta 2011, 520, 1-19
15. Khawam, A.; Flanagan, D. R. Basics and applications of solid-state kinetics: A pharmaceutical perspective J. Pharm. Sci. 2006, 95, 472-498
16. Barnes, R. D.; Wood-Kaczmar, M. W.; Curzons, A. D.; Lynch, I. R.; Richardson, J. E.; Buxton, P. C. Anti-depressant crystalline paroxetine hydrochloride hemihydrate. Patent US4,721,723, 1988.
17. Ibers, J. A. Paroxetine hydrochloride hemihydrate Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 1999, 55, 432-434
18. Bruni, G.; Sartor, F.; Berbenni, V.; Milanese, C.; Maietta, M.; Franchi, D.; Marini, A. Compatibility of paroxetine hydrochloride and GW597599B: A physico-chemical approach J. Therm. Anal. Calorim. 2012, 108, 381-388
19. Howard, J. A. K.; Pattison, P.; Chetina, O. Private communication to the Cambridge Crystallographic Data Centre, 2003.
20. Coelho, A. TOPAS Academic User Manual, Version 4.1; Coelho Software: Brisbane, Australia, 2007.
21. David, W. I. F.; Shankland, K.; van de Streek, J.; Pidcock, E.; Motherwell, W. D. S.; Cole, J. C. DASH: A program for crystal structure determination from powder diffraction data J. Appl. Crystallogr. 2006, 39, 910-915
22. Boultif, A.; Louer, D. Powder pattern indexing with the dichotomy method J. Appl. Crystallogr. 2004, 37, 724-731
23. Vyazovkin, S.; Wight, C. A. Model-free and model-fitting approaches to kinetic analysis of isothermal and nonisothermal data Thermochim. Acta 1999, 340-341, 53-68
24. Ozawa, T. A new method of analyzing thermogravimetric data Bull. Chem. Soc. Jpn. 1965, 38, 1881
25. Flynn, J. H.; Wall, L. A. A quick direct method for determination of activation energy from thermogravimetric data J. Polym. Sci., Part B: Polym. Lett. 1966, 4, 323
26. Shimanovich, R.; Cooke, M.; Peterson, M. L. A rapid approach to the preliminary assessment of the physical stability of pharmaceutical hydrates J. Pharm. Sci. 2012, 101, 4013-4017 Tecnologia Tecnologia