Atorvastatin calcium (ATC) is widely prescribed as a cholesterol-lowering agent and is presently the world's best-selling medicine. A large number of crystalline forms of ATC have been published in patents. In this work, two new crystalline solvates were discovered. Common crystallization methods were used to generate these forms from amorphous ATC. The following methods were applied for characterization: XRPD, DSC, TG, optical microscopy and FT-Raman spectroscopy. The analytical results were distinct from those of the previously reported crystalline polymorphs, solvates and amorphous forms.

References

1 J. Haleblian, W. McCrone, J. Pharm. Sci. 1969, 58, 911.
10.1002/jps.2600580802
CAS PubMed Web of Science® Google Scholar
2 H. G. Brittain, Polymorphism in Pharmaceutical Solids, Marcel Dekker, New York 1999.
Google Scholar
3 R. Hilfiker, Polymorphism in the Pharmaceutical Industry, Wiley-VCH, Weinheim 2006.
Google Scholar
4 J. Ulrich, M. J. Jones, in Product Design and Engineering: Best Practices (Eds: U. Brökel, W. Meier, G. Wagner), Wiley-VCH, Weinheim 2005, 33.
Google Scholar
5 A. P. Lea, D. McTavish, Drugs 1997, 53, 828.
10.2165/00003495-199753050-00011
CAS PubMed Web of Science® Google Scholar
6 C. A. Briggs et al., WO Patent 97/03959, 1997.
Google Scholar
7 Y. S. Jin, J. Ulrich, ACHEMA 2009 Congress, Frankfurt, Germany, May 2009.
Google Scholar
8 A. T. McKenzie, WO Patent 97/03958, 1997.
Google Scholar
9 A. Ayalon et al., WO Patent 01/36384, 2001.
Google Scholar
10 J. Aronhime et al., WO Patent 02/43732, 2002.
Google Scholar
11 J. Mathew, S. Ganesh, WO Patent 02/057229, 2002.
Google Scholar
12 P. A. Van der Schaaf, F. Blatter, M. Szelagiewicz, K.-U. Schöning, WO Patent 02/051804, 2002.
Google Scholar
13 S. R. Byrn et al., WO Patent 03/004470, 2003.
Google Scholar
14 J. Faustmann, A. Jegorov, WO Patent 03/050085, 2003.
Google Scholar
15 M. S. Reddy et al., WO Patent 03/011826, 2003.
Google Scholar
16 L. Tessler et al., WO Patent 03/070702, 2003.
Google Scholar
17 F. Blatter, M. Szelagiewic, P. Van der Schaaf, WO Patent 2004/050618, 2004.
Google Scholar
18 S. Suri, J. Singh, M. S. Grewal, B. Raj, WO Patent 2004/022053, 2004.
Google Scholar
19 Y. Kumar, S. M. D. Kumar, S. Sathyanarayana, WO Patent 2005/090301, 2005.
Google Scholar
20 J. Barkóczy, P. Kótay Nagy, G. Simig, Z. Szent-Királlyi et al., WO Patent 2006/106372, 2006.
Google Scholar
21 R. Lifshitz-Liron, J. Aronhime, L. Tessler, WO Patent 2006/012499, 2006.
Google Scholar
22 J. F. Krzyzaniak et al., WO Patent 2006/011041, 2006.
Google Scholar
23 S. Suri, G. S. Sarin, WO 2006/048894, 2006.
Google Scholar
24 V. P. R. Gogulapati, R. Chavakula, M. Bandari, S. R. Gorantla, WO Patent 2007/096903, 2007.
Google Scholar
25 M. Pinchaso, J. Arohime, Z. Doani, WO Patent 2007/070667, 2007.
Google Scholar
26 S. Levi, R. Lifshitz-Liron, S. Avhar-Maydan, WO Patent 2008/002655, 2008.
Google Scholar
27 K. K. S. Murthy et al., WO Patent 2008/089557, 2008.
Google Scholar
28 G. Dixit, A. S. Khile, N. S. Pradhan, J. Valgeirsson, WO Patent 2009/007856, 2009.
Google Scholar
29 S. J. Lee et al., Korean Patent KR 0791256, 2007.
Google Scholar
30 S. J. Choi et al., KR 10-2008-0121319 A, 2008.
Google Scholar
31 Y. M. Lim, Y. T. Han, B. G. Lee, Y. S. Song, WO Patent 2009/054693, 2009.
Google Scholar
32 S. R. Byrn, R. R. Pfeiffer, J. G. Stowell, Solid-State Chemistry of Drugs, 2^nd ed., SSCI Inc., IN 1999.
Google Scholar
33 S. Gudipati, S. Katkam, S. Komati, US Patent 2007/0032665 A1, 2007.
Google Scholar
34 Guideline for Residual Solvents, International Conference on Harmonization of Technical Requirements for Registration of Pharmaceuticals for Human Use, ICH Q3C Impurities, Geneva, Switzerland, July 1997 (www.ich.org).
Google Scholar

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Volume33, Issue5

Special Issue:Industrial Crystallization

May, 2010

Pages 839-844

New Crystalline Solvates of Atorvastatin Calcium

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New Crystalline Solvates of Atorvastatin Calcium

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