Application of ionic liquid to polymorphic design of pharmaceutical ingredients

Crystal Growth and Design

Volumn 10, Issue 7, 2010, Pages 3044-3050

  An, Ji Hun ^a   Kim, Jong Min ^b   Chang, Sang Mok ^b   Kim, Woo Sik ^a  

^a Kyung Hee University   (South Korea)

^b Dong A University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE PHARMACEUTICAL INGREDIENTS; ADEFOVIR; CRYSTAL PHASIS; CRYSTALLIZATION TEMPERATURE; ETHYLIMIDAZOLIUM; INTERMOLECULAR INTERACTIONS; LIQUID FRACTION; PHARMACEUTICAL INGREDIENTS; POLYMORPHIC STRUCTURE; TETRAFLUOROBORATES; THERMAL SCANS; THERMAL STABILITY; WATER MIXTURE;

CRYSTALLIZATION; DIFFERENTIAL SCANNING CALORIMETRY; DRUG PRODUCTS; HYDRATES; IONIC LIQUIDS; IONS; THERMODYNAMIC STABILITY; THERMOGRAVIMETRIC ANALYSIS; X RAY DIFFRACTION; X RAY DIFFRACTION ANALYSIS;

CRYSTAL STRUCTURE;

EID: 77957717008     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg1001489     Document Type: Conference Paper

References (37)

1. Martinez-Oharriz, M. C.; Martin, C.; Goni, M. M.; Rodriguez-Espinosa, C.; Tros de Ilarduya-Apaolaza, M. C.; Sanchez, A. J. Pharm. Sci. 1994, 82, 174-177.
2. Pereira, B. G.; Fonte-Boa, F. D.; Resende, J. A. C. L.; Pinheiro, C. B.; Fernandes, N. G.; Yoshida, M. I.; Vianna-Soares, C. D. Cryst. Growth Des. 2007, 7, 2016-2023.
3. Mirza, S.; Miroshnyk, I.; Heinamaki, J.; Christiansen, L.; Karjalainen, M.; Yliruusi, J. AAPS PharmSci. 2003, 5, 1-9.
4. Kitamura, M.; Hara, T.; Takimoto-Kamimura, M. Cryst. Growth Des. 2006, 6, 1945-1950.
5. Kitamura, M.; Hara, T. 2007, 7, 1575-1579.
6. Maruyama, S.; Ooshima, H. J. Cryst. Growth 2000, 212, 239-245.
7. Variankaval, N.; Lee, C.; Xu, J.; Calabria, R.; Tsou, N.; Ball, R. Org. Process Res. Dev. 2007, 11, 229-236.
8. Zhu, H.; Yuen, C.; Grant, D. J. W. Int. J. Pharm. 1996, 135, 151-160.
9. Zhu, H.; Yuen, C.; Grant, D. J. W. Int. J. Pharm. 1996, 139, 33-43.
10. Black, S. N.; Phillips, A.; Scott, C. I. Org. Process Res. Dev. 2009, 13, 78-83.
11. Kee, N. C. S.; Arendt, P. D.; Tan, R. B. H.; Braatz, R. D. Cryst. Growth Des. 2009, 9, 3053-3061.
12. Kitamura, M. Cryst. Growth Des. 2004, 4, 1153-1159.
13. Davey, R. J.; Allen, K.; Blagden, N.; Cross, W. I.; Lieberman, H. F., Quayle, M. J.; Righini, S.; Seton, L.; Tiddy, G. J. T. CrystEngComm 2002, 4, 257-264.
14. Davey, R. J.; Dent, G.; Mughal, R. K.; Parveen, S. Cryst. Growth Des. 2006, 6, 1788-1796.
15. Parveen, S.; Davey, R. J.; Dent, G.; Pritchard, R. G. ChemComm 2005, 1531-1533.
16. Li, X. X.; Xu, X. D.; Den, Y. Y.; Feng, J.; Ge, L.; Zhang, L. M. Cryst. Res. Technol. 2008, 43, 1062-1068.
17. Pusey, M. L.; Paley, M. S.; Turner, M. B.; Rogers, R. D. Cryst. Growth Des. 2007, 7, 787-793.
18. Judge, R. A.; Takahashi, S.; Longenecker, K. L. Cryst. Growth Des. 2009, 9, 3463-3469.
19. Hekmat, D.; Hebel, D.; Joswig, S.; Schmidt, M.; Weuster-Botz, D. Biotechnol. Lett. 2007, 29, 1703-1711.
20. Hekmat, D.; Hebel, D.; Weuster-Botz, D. Chem. Eng. Technol. 2008, 31, 911-916.
21. Reichert, W. M.; Holbrey, J. D.; Vigour, K. B.; Morgen, T. D.; Broker, G. A.; Rogers, R. D. ChemComm 2006, 4767-4779.
22. Behboudnia, M.; Habibi-Yangjeh, A.; Jafari-Tarzanag, Y.; Khodayari, A. J. Cryst. Growth 2008, 301, 4544-4548.
23. Gao, Y.; Voigt, A.; Zhou, M.; Sundmacher, K. Eur. J. Inorg. Chem. 2008, 3769-3775.
24. Ahmed, Z.; Gopinath, B. E-J. Chem. 2009, 6 (2), 469-474.
25. Cundy, K. C.; Sue, I. L.; Visor, G. C.; Marshburn, J.; Nakamura, C.; Lee, W. A.; Shaw, J. P. J. Pharm. Sci. 1997, 86 (12), 1334-1338.
26. Arimilli, M. N.; Lee, T. T. K.; Manes, L. V.; Munger, J. D., Jr.; Prisbe, E.; Schultze, L. M.; Kelly, D. E. PCT Int. Appl. WO 9904774 A2, 1999.
27. Wang, G.; Lu, X.; Liu, Q.; Tang, Y.; Yang, L. PCT Int. Appl.WO 2004043972 A1, 2004.
28. Galimi, S.; Vecchio, E.; Pizzoczro, R. PCT Int. Appl. WO 2009015892 A1, 2009.
29. Smith, J. M.; Van Ness, H. C.; Abbott, M. M. Introduction to Chemical Engineering Thermodynamics, 7th ed.; McGraw-Hill: New York, 2005; pp 417-418, 432-433.
30. Ticehurst, M. D.; Storey, R. A.; Watt, C. Int. J. Pharm. 2002, 247, 1-10.
31. S. N. Baker T. Mark McCleskey S. Pandey G. A. Baker, Chemical Communications. 2004,10(8), 940-941.
32. Fujita, K.; Forsyth, M.; MacFarlane, D. R.; Reid, R. W.; Elliott, G. D. Biotechnol. Bioeng. 2006, 94, 1209-1213.
33. Fujita, K.; MacFarlane, D. R.; Forsyth, M. ChemComm 2005, 4804-4806.
34. Lozano, P.; de Diego, T.; Guegan, J. P.; Vaultier, M.; Iborra, J. L. Biotechnol. Bioeng. 2001, 75, 563-569.
35. Colthup, N. B. J. Opt. Soc. Am. 1950, 40, 397-400.
36. Dong, Z.; Padden, B. E.; Salsbury, J. S.; Munson, E. J.; Schroeder, S. A.; Prakash, I.; Grant, D. J. W. Pharm. Res. 2002, 19, 331-336.
37. Mirza, S.;Heinamaki, J.;Miroshnyk, I.;Rantanen, J.; Christiansen, L.; Karjalainen, M.; Yliruusi, J. J. Pharm. Sci. 2006, 95, 1723-1732.