Further study of (±)-mefloquinium chloride solvates. Crystal structures of the hemihydrate and monohydrate of (±)-mefloquinium chloride, from data collected at 120K

International Journal of Pharmaceutics

Volumn 398, Issue 1-2, 2010, Pages 50-60

  Pitaluga, Altivo ^a   Prado, Lívia D ^a   Seiceira, Rafael ^a   Wardell, James L ^a,b   Wardell, Solange M S V ^a  

^a INSTITUTO OSWALDO CRUZ   (Brazil)

^b UNIVERSITY OF ABERDEEN   (United Kingdom)

Author keywords

Crystal structures; DSC; Hydrates; Mefloquine; Near IR; Powder diffraction patterns; Solvates

Indexed keywords

2 PROPANOL; ACETIC ACID ETHYL ESTER; ACETONE; ACETONITRILE; ALCOHOL; ANTIMALARIAL AGENT; COMPOUNDS ACCORDING TO CHEMICAL STRUCTURE; HEMIHYDRATE; MEFLOQUINIUM CHLORIDE; METHANOL; MONOHYDRATE; UNCLASSIFIED DRUG; WATER; MEFLOQUINE; SOLVENT;

ARTICLE; CRYSTAL STRUCTURE; INFRARED RADIATION; ISOMER; MOLECULE; POWDER DIFFRACTION; PRIORITY JOURNAL; SOLVATE; X RAY DIFFRACTION; CHEMISTRY; COMPARATIVE STUDY; CRYSTALLIZATION; INFORMATION PROCESSING; METHODOLOGY; TEMPERATURE;

CRYSTALLIZATION; DATA COLLECTION; MEFLOQUINE; SOLVENTS; TEMPERATURE; X-RAY DIFFRACTION;

EID: 77956255291     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2010.07.034     Document Type: Article

References (25)

1. Aaltonen J., Strachan C., Pollanen K., Yliruusi J., Rantanen J. Hyphenated spectroscopy as a polymorph screening tool. J. Pharm. Biomed. Acta 2007, 44:477-483.
2. Aaltonen J., Rantanen J., Siiriä S., Karjalainen M., Jørgensen A., Laitinen N., Savolainen M., Seitavuopio P., Louhi-Kultanen M., Yliruus J. Polymorph screening using near-infrared spectroscopy. Anal. Chem. 2003, 75:5267-5273.
3. APEX2, 2004. Bruker AXS Inc., Madison, USA.
4. Blanco M., Valdes D., Llorente I., Bayod M. Application of NIR spectroscopy in polymorphic analysis: study of pseudo-polymorphs stability. J. Pharm. Sci. 2005, 94:1336-1342.
5. Blanco M., Alcalá M., González J.M., Torras E. Near infrared spectroscopy in the study of polymorphic transformations. Anal. Chim. Acta 2006, 567:262-268.
6. Bömches, H., Hardegger, B., 1985. USP 4 507 482.
7. Bömches, H., Hardegger, B., 1986. USP 4 579 855.
8. Farrugia L.J.J. ORTEP-3 for Windows-a version of ORTEP-III with a graphical user interface. J. Appl. Crystallogr. 1999, 32:837-883.
9. Hooft R.W.W. COLLECT, Data Collection Software 1998, Nonius BV, Delft, The Netherlands.
10. Karle J.M., Bhattacharjee A.K. Trifluoromethyl group disorder in crystalline 2,8-bis(trifluoromethyl)-4-hydroxymethylquinoline. J. Chem. Crystallogr. 1996, 26:615-619.
11. Karle J.M., Karle I.L. Structure of the antimalarial (±) mefloquine hydrochloride. Acta Crystallogr. C 1991, 47:2391-2395.
12. Karle J.M., Karle I.L. Crystal structure of (-) mefloquine hydrochloride reveals consistency of configuration with biological activity. Antimicrob. Agents Chemother. 2002, 1529-1534.
13. Kiss A., Répási J., Salamon Z., Novák Cs., Pokol G., Tomor K. Solid state investigation of mefloquine hydrochloride. J. Pharm. Biomed. Anal. 1994, 12:889-893.
14. Kitamura S., Chang L.-C., Guillory J.K. Polymorphism of mefloquine hydrochloride. Int. J. Pharm. 1994, 101:127-144.
15. Kremsner P.G., Krishna S. Antimalarial combinations. Lancet 2004, 364:285-294.
16. Newton P., White N. Malaria: new developments in treatment and prevention. Ann. Rev. Med. 1999, 50:179-192.
17. Otwinowski Z., Minor W. Processing of X-ray diffraction data collected in oscillation mode. Methods in enzymology. Macromolecular Crystallography, Part A 1997, vol. 276:307-326. Academic Press, New York.
18. SAINT, 2004. Bruker AXS Inc., Madison, USA.
19. Sheldrick G.M. SADABS. Version 2.10 2003, Bruker AXS Inc., Madison, WI, USA.
20. Sheldrick G.M. SHELXL-97. Program for Crystal Structure Refinement 1997, University of Göttingen, Germany.
21. Sheldrick G.M. SHELXS-97. Program for the Solution of Crystal Structures 1997, University of Göttingen, Germany.
22. Sinden, K.W., Baxter, A.D., Szelagiewicz, M., Hilfiker, R., 2005. WO 2005/058872.
23. Skórska A., Śliwiński J., Oleksyn B.J. Conformation stability and organization of mefloquine molecules in different environments. Bioorg. Med. Chem. Lett. 2006, 16:850-853.
24. Spek A.L. Single-crystal structure validation with the program PLATON. J. Appl. Crystallogr. 2003, 36:7-13.
25. Wilairatana P., Krudsood S., Treeprasertsuk S., Chalermrut K., Looareesuwan S. The future outlook of antimalarial drugs and recent work on the treatment of malaria. Arch. Med. Res. 2002, 33:416-421.