Quantitative analysis of sulfathiazole polymorphs in ternary mixtures by attenuated total reflectance infrared, near-infrared and Raman spectroscopy

Journal of Pharmaceutical and Biomedical Analysis

Volumn 53, Issue 3, 2010, Pages 412-420

  Hu, Yun ^a   Erxleben, Andrea ^a   Ryder, Alan G ^a   McArdle, Patrick ^a  

^a NATIONAL UNIVERSITY OF IRELAND   (Ireland)

Author keywords

ATR IR spectroscopy; NIR spectroscopy; Partial least squares regression; Polymorphism; Raman spectroscopy; Sulfathiazole

Indexed keywords

SULFATHIAZOLE;

ACCURACY; ALGORITHM; ANALYTICAL ERROR; ARTICLE; ATTENUATED TOTAL REFLECTANCE INFRARED SPECTROSCOPY; CALIBRATION; DIODE LASER; DRUG STRUCTURE; GENETIC POLYMORPHISM; METHODOLOGY; MULTIVARIATE ANALYSIS; NEAR INFRARED REFLECTANCE SPECTROSCOPY; NEAR INFRARED SPECTROSCOPY; PARTIAL LEAST SQUARES REGRESSION; PREDICTION; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS; RAMAN SPECTROMETRY; X RAY DIFFRACTION;

LIMIT OF DETECTION; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SPECTROSCOPY, NEAR-INFRARED; SPECTRUM ANALYSIS, RAMAN; SULFATHIAZOLES; X-RAY DIFFRACTION;

EID: 77954863880     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jpba.2010.05.002     Document Type: Article

References (46)

1. Grant D.J.W. Theory and origin of polymorphism. Polymorphism in Pharmaceutical Solids 2007, 1-34. Informa Healthcare USA, Inc., New York. H.G. Brittain (Ed.).
2. Raw A.S., Yu L.X. Pharmaceutical solid polymorphism in drug development and regulation. Adv. Drug Deliv. Rev. 2004, 56:235-236.
3. Datta S., Grant D.J.W. Crystal structures of drugs: advances in determination, prediction and engineering. Nat. Rev. Drug Dis. 2004, 3:42-57.
4. Llinàs A., Goodman J.M. Polymorph control: past, present and future. Drug Dis. Today 2008, 13:198-210.
5. Aaltonen J., Allesø M., Mirza S., Koradia V., Gordon K.C., Rantanen J. Solid form screening-a review. Eur. J. Pharm. Biopharm. 2009, 71:23-37.
6. Bugay D.E. Characterization of the solid-state: spectroscopic techniques. Adv. Drug Deliv. Rev. 2001, 48:43-65.
7. Stephenson G.A., Forbes R.A., Reutzel-Edens S.M. Characterization of the solid state: quantitative issues. Adv. Drug Deliv. Rev. 2001, 48:67-90.
8. Newman A.W., Byrn S.R. Solid-state analysis of the active pharmaceutical ingredient in drug products. Drug Dis. Today 2003, 8:898-905.
9. Shan B., Kakumanu V.K., Bansal A.K. Analytical techniques for quantification of amorphous/crystalline phases in pharmaceutical solids. J. Pharm. Sci. 2006, 95:1641-1665.
10. Aaltonen J., Gordon K.C., Strachan C.J., Rades T. Perspectives in the use of spectroscopy to characterise pharmaceutical solids. Int. J. Pharm. 2008, 364:159-169.
11. Roberts S.N.C., Williams A.C., Grimsey I.M., Booth S.W. Quantitative analysis of mannitol polymorphs. X-ray powder diffractometry - exploring preferred orientation effects. J. Pharm. Biomed. Anal. 2002, 28:1149-1159.
12. ® formulation. Int. J. Pharm. 2009, 366:74-81.
13. Tian F., Zhang F., Sandler N., Gordon K.C., McGoverin C.M., Strachan C.J., Saville D.J., Rades T. Influence of sample characteristics on quantification of carbamazepine hydrate formation by X-ray powder diffraction and Raman spectroscopy. Eur. J. Pharm. Biopharm. 2007, 66:466-474.
14. Blagden N., Davey R.J., Lieberman H.F., Williams L., Payne R., Roberts R., Rowe R., Docherty R. Crystal chemistry and solvent effects in polymorphic systems Sulfathiazole. J. Chem. Soc., Faraday Trans. 1998, 94:1035-1045.
15. Lagas M., Lerk C.F. The polymorphism of sulphathiazole. Int. J. Pharm. 1981, 8:11-24.
16. Anwar J., Tarling S.E., Barnes P. Polymorphism of sulfathiazole. J. Pharm. Sci. 1989, 78:337-342.
17. Chan F.C., Anwar J., Cernik R., Barnes P., Wilson R.M. Ab initio structure determination of sulfathiazole polymorph V from synchrotron X-ray powder diffraction data. J. Appl. Cryst. 1999, 32:436-441.
18. Apperley D.C., Fletton R.A., Harris R.K., Lancaster R.W., Tavener S., Threlfall T.L. Sulfathiazole polymorphism studied by magic-angle spinning NMR. J. Pharm. Sci. 1999, 88:1275-1280.
19. Zeitler J.A., Newnham D.A., Taday P.F., Threlfall T.L., Lancaster R.W., Berg R.W., Strachan C.J., Pepper M., Gordon K.C., Rades T. Characterization of temperature-induced phase transitions in five polymorphic forms of sulfathiazole by terahertz pulsed spectroscopy and differential scanning calorimetry. J. Pharm. Sci. 2006, 95:2486-2498.
20. Anderson J.E., Moore S., Tarczynski F., Walker D. Determination of the onset of crystallization of N1-2-(thiazolyl)sulfanilamide (sulfathiazole) by UV-Vis and calorimetry using an automated reaction platform; subsequent characterization of polymorphic forms using dispersive Raman spectroscopy. Spectrochim. Acta Part A 2001, 57:1793-1808.
21. Parmar M.M., Khan O., Seton L., Ford J.L. Polymorph selection with morphology control using solvents. Cryst. Growth Design 2007, 7:1635-1642.
22. Pöllänen K., Häkkinen A., Huhtanen M., Reinikainen S.-P., Karjalainen M., Rantanen J., Louhi-Kultanen M., Nyström L. DRIFT-IR for quantitative characterization of polymorphic composition of sulfathiazole. Anal. Chim. Acta 2005, 544:108-117.
23. Pöllänen K., Häkkinen A., Reinikainen S.-P., Rantanen J., Karjalainen M., Louhi-Kultanen M., Nyström L. IR spectroscopy together with multivariate data analysis as a process analytical tool for in-line monitoring of crystallization process and solid-state analysis of crystalline product. J. Pharm. Biomed. Anal. 2005, 38:275-284.
24. Aaltonen J., Rantanen J., Siiriä S., Karjalainen M., Jørgensen A., Laitinen N., Savolainen M., Seitavuopio P., Louhi-Kultanen M., Yliruusi J. Polymorph screening using near-infrared spectroscopy. Anal. Chem. 2003, 75:5267-5273.
25. Luner P.E., Majuru S., Seyer J.J., Kemper M.S. Quantifying crystalline form composition in binary powder mixtures using near-infrared reflectance spectroscopy. Pharm. Dev. Technol. 2000, 5:231-246.
26. Patel A.D., Luner P.E., Kemper M.S. Low-level determination of polymorph composition in physical mixtures by near-infrared reflectance spectroscopy. J. Pharm. Sci. 2001, 90:360-370.
27. Heinz A., Savolainen M., Rades T., Strachan C.J. Quantifying ternary mixtures of different solid-state forms of indomethacin by Raman and near-infrared spectroscopy. Eur. J. Pharm. Sci. 2007, 32:182-192.
28. Chieng N., Rehder S., Saville D., Rades T., Aaltonen J. Quantitative solid-state analysis of three solid forms of ranitidine hydrochloride in ternary mixtures using Raman spectroscopy and X-ray powder diffraction. J. Pharm. Biomed. Anal. 2009, 49:18-25.
29. http://www.nuigalway.ie/cryst/software.html.
30. McArdle P., Gilligan K., Cunningham D., Dark R., Mahon M. A method for the prediction of the crystal structure of ionic organic compounds-the crystal structures of o-toluidinium chloride and bromide and polymorphism of bicifadine hydrochloride. CrystEngComm. 2004, 6:303-309.
31. A. Alex, P.C. Granovsky, GAMESS/Firefly version 7.1.F, http://classic.chem.msu.su/gran/gamess/index.html.
32. Schmidt M.W., Baldridge K.K., Boatz J.A., Elbert S.T., Gordon M.S., Jensen J.H., Koseki S., Matsunaga N., Nguyen K.A., Su S., Windus T.L., Dupuis M., Montgomery J.A. General atomic and molecular electronic structure system. J. Comput. Chem. 1993, 14:1347-1363.
33. Salari A., Young R.E. Application of attenuated total reflectance FTIR spectroscopy to the analysis of mixtures of pharmaceutical polymorphs. Int. J. Pharm. 1998, 163:157-166.
34. Ali H.R.H., Edwards H.G.M., Scowen I.J. Insight into thermally induced solid-state polymorphic transformation of sulfathiazole using simultaneous in situ Raman spectroscopy and differential scanning calorimetry. J. Raman Spectrosc. 2009, 40:887-892.
35. McArdle P., Gillgan K., Cunningham D., Ryder A.G. Determination of the polymorphic forms of bicifadine hydrochloride by differential scanning calorimetry-thermogravimetric analysis, X-ray powder diffraction, attenuated total reflectance-infrared spectroscopy, and attenuated total reflectance-near-infrared spectroscopy. Appl. Spectrosc. 2005, 59:1365-1371.
36. Xie Y., Cao W., Krishnan S., Chiu R., Li H., Cauchon N. Characterization of mannitol polymorphic forms in lyophilized protein formulations using a multivariate curve resolution (MCR)-based Raman spectroscopic method. Pharm. Res. 2008, 25:2292-2301.
37. Lee I.S., Lee A.Y., Myerson A.S. Concomitant polymorphism in confined environment. Pharm. Res. 2008, 25:960-968.
38. Wold S., Antti H., Lindgren F., Öhman J. Orthogonal signal correction of near-infrared spectra. Chemom. Intell. Lab. Syst. 1998, 44:175-185.
39. Xie L., Ying Y., Ying T. Rapid determination of ethylene content in tomatoes using visible and short-wave near-infrared spectroscopy and wavelength selection. Chemom. Intell. Lab. Syst. 2009, 97:141-145.
40. Dhanoa M.S., Lister S.J., Sanderson R., Barnes R.J. The link between multiplicative scatter correction (MSC) and standard normal variate (SNV) transformations of NIR spectra. J. Near Infrared Spectrosc. 1994, 2:43-47.
41. Helland I.S., Naes T., Isaksson T. Related versions of the multiplicative scatter correction method for preprocessing spectroscopic data. Chemom. Intell. Lab. Syst. 1995, 29:233-241.
42. Tiwari M., Chawla G., Bansal A.K. Quantification of olanzapine polymorphs using powder X-ray diffraction technique. J. Pharm. Biomed. Anal. 2007, 43:865-872.
43. Xie Y., Tao W., Morrison H., Chiu R., Jona J., Fang J., Cauchon N. Quantitative determination of solid-state forms of a pharmaceutical development compound in drug substance and tablets. Int. J. Pharm. 2008, 362:29-36.
44. ICH Harmonized guideline, 1996. Q2B: Note for Guidance on Validation of Analytical Procedures: Methodology.
45. Campbell Roberts S.N., Williams A.C., Grimsey I.M., Booth S.W. Quantitative analysis of mannitol polymorphs. X-ray powder diffractometry-exploring preferred orientation effects. J. Pharm. Biomed. Anal. 2002, 28:1149-1159.
46. Kachrimanis K., Rontogianni M., Malamataris S. Simultaneous quantitative analysis of mebendazole polymorphs A-C in powder mixtures by DRIFTS spectroscopy and ANN modeling. J. Pharm. Biomed. Anal. 2010, 51:512-520.