Collect. Czech. Chem. Commun. 2011, 76, 553-566
https://doi.org/10.1135/cccc2011027
Published online 2011-04-29 13:18:47

Investigations on the polymorphism and pseudopolymorphism of clobetasone butyrate

Christian Näther* and Inke Jeß

Institut für Anorganische Chemie der Christian-Albrechts-Universität zu Kiel, Max.-Eyth.-Str. 2, 24118 Kiel, Germany

References

1. Bernstein J. L: Polymorphism in Molecular Crystals. Clarendon Press, Oxford 2002.
2. Brittain H. G.: Polymorphism in Pharmaceutical Solids, Vol. 23. Marcel Dekker, New York 1999.
3. Hilfiker R.: Polymorphism. Wiley-VCH, Weinheim 2006.
4. Brittain H. G.: Am. Pharm. Rev. 2000, 3, 67.
5a. Bernstein J., Davey R., Henck O.: Angew. Chem. 1999, 111, 3646. <https://doi.org/10.1002/(SICI)1521-3757(19991203)111:23<3646::AID-ANGE3646>3.0.CO;2-H>
5b. Bernstein J., Davey R., Henck O.: Angew. Chem., Int. Ed. 1999, 38, 3440. <https://doi.org/10.1002/(SICI)1521-3773(19991203)38:23<3440::AID-ANIE3440>3.0.CO;2-#>
6. Dunitz J. D., Bernstein J.: Acc. Chem. Res. 1995, 28, 193. <https://doi.org/10.1021/ar00052a005>
7. Näther C., Jeß I., Havlas Z., Nagel N., Bolte M., Nick S.: Solid State Sci. 2002, 4, 859. <https://doi.org/10.1016/S1293-2558(02)01324-9>
8. Morris K. R., Griesser U. J., Eckhardt C. J., Stowell J. G.: Adv. Drug Delivery Rev. 2001, 48, 91. <https://doi.org/10.1016/S0169-409X(01)00100-4>
9. Vippagunta S. R., Brittain H. G., Grant D. J. W.: Adv. Drug Delivery Rev. 2001, 48, 3. <https://doi.org/10.1016/S0169-409X(01)00097-7>
10. Bechtloff B., Nordhoff S., Ulrich J.: Cryst. Res. Technol. 2001, 36, 1315. <https://doi.org/10.1002/1521-4079(200112)36:12<1315::AID-CRAT1315>3.0.CO;2-R>
11. Aakeröy C. B., Samon D. J.: Cryst. Eng. Commun. 2005, 7, 439.
12. Hatz H. J.: Glucocorticoide. Wissenschaftliche Verlagsgesellschaft mbH, Stuttgart 2005.
13. Neeck G.: Neuroendocrine Immune Basis of the Rheumatic Diseases, Vol. II, Chap. 1, p. 28. Acad. Sciences, New York 2002.
14. McEwen B. S., De Kloet E. R., Rostene W.: Physiol. Rev. 1986, 66, 1121.
15. Parrillo J. E., Fauci A. S.: Annu. Rev. Pharmacol. Toxicol. 1979, 19 179. <https://doi.org/10.1146/annurev.pa.19.040179.001143>
16. Schleimer R. P., Claman H. N., Oronsky A. L.: Anti-inflammatory Steroid Action: Basic and Clinical Aspects, p. 353. Academic Press, San Diego 1989.
17. Buttgereit F., Scheffold A.: Steroids 2002, 67, 529. <https://doi.org/10.1016/S0039-128X(01)00171-4>
18. Pfeilschifter J., Steinhilber D.: Pharmazie in unserer Zeit (Glucocorticoide special edition) 2003, 4, 296.
19. Suitchmezian V., Jeß I., Näther C.: Int. J. Pharm. 2006, 323, 101. <https://doi.org/10.1016/j.ijpharm.2006.05.055>
20a. Näther C., Jeß I.: Angew. Chem. 2006, 118, 6529. <https://doi.org/10.1002/ange.200601468>
20b. Näther C., Jeß I.: Angew. Chem. Int. Ed. 2006, 45, 6381. <https://doi.org/10.1002/anie.200601468>
21. Suitchmezian V., Jeß I., Näther C.: Solid State Sci. 2006, 8, 1373. <https://doi.org/10.1016/j.solidstatesciences.2006.07.005>
22. Suitchmezian V., Jeß I., Näther C.: Cryst. Growth Des. 2007, 7, 69. <https://doi.org/10.1021/cg060434r>
23. Suitchmezian V., Jeß I., Sehnert J., Seyfarth L., Senker J., Näther C.: Cryst. Growth Des. 2007, 8, 98. <https://doi.org/10.1021/cg700866f>
24. Suitchmezian V., Näther C., Jeß I.: J. Pharm. Sci. 2008, 97, 4516. <https://doi.org/10.1002/jps.21334>
25. Suitchmezian V., Jeß I., Näther C.: Cryst. Growth Des. 2009, 9, 772. <https://doi.org/10.1021/cg8002838>
26. Mourits M. J., De Bock H. G.: Int. J. Gynecol. Cancer 2006, 16, 494. <https://doi.org/10.1111/j.1525-1438.2006.00677.x>
27. Katelaris C. H., Peake J. E.: Med. J. Aust. 2006, 185, 517.
28. Sadowska A. M., Klebe B., Germonpre P., De Backer W. A.: Steroids 2006, 72, 1. <https://doi.org/10.1016/j.steroids.2006.10.007>
29. Allen F. H., Motherwell W. D. S.: Acta Crystallogr., Sect. B: Struct. Sci. 2002, 58, 407. <https://doi.org/10.1107/S0108768102004895>
30. Allen H. H.: Acta Crystallogr., Sect. B: Struct. Sci. 2002, 58, 380. <https://doi.org/10.1107/S0108768102003890>
31. Cambridge Structural Database V.5.29 (2010). Cambridge (UK) 2010.
32. Spek A. L.: J. Appl. Crystallogr. 2003, 36, 7. <https://doi.org/10.1107/S0021889802022112>
33. Sheldrick G. M.: Acta Crystallogr., Sect A: Fundam. Crystallogr. 2008, 64, 112. <https://doi.org/10.1107/S0108767307043930>