Investigating gabapentin polymorphism using solid-state NMR spectroscopy

AAPS PharmSciTech

Volumn 14, Issue 1, 2013, Pages 19-28

  Dempah, Kassibla E ^a,b   Barich, Dewey H ^b   Kaushal, Aditya M ^c   Zong, Zhixin ^d   Desai, Salil D ^d   Suryanarayanan, Raj ^c   Kirsch, Lee ^d   Munson, Eric J ^a,e  

^a UNIVERSITY OF KENTUCKY   (United States)

^b UNIVERSITY OF KANSAS   (United States)

^c UNIVERSITY OF MINNESOTA   (United States)

^d UNIVERSITY OF IOWA   (United States)

^e not available   (United States)

Author keywords

grinding; polymorphism; relaxation time; solid state NMR; stability

Indexed keywords

CARBON 13; GABAPENTIN; HYDROXYPROPYLCELLULOSE;

ARTICLE; CRYSTALLIZATION; DRUG FORMULATION; DRUG STORAGE; DRUG STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMIDITY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYSICAL CHEMISTRY; POWDER; PRIORITY JOURNAL; SOLID STATE; STOICHIOMETRY; TEMPERATURE STRESS; X RAY DIFFRACTION;

EID: 84878619155     PISSN: None     EISSN: 15309932     Source Type: Journal    
DOI: 10.1208/s12249-012-9879-z     Document Type: Article

References (24)

1. Reece HA, Levendis DC. Polymorphs of gabapentin. Acta Crystallogr C. 2008;64(3):o105-8.
2. Hsu CH, Ke WT, Lin SY. Progressive steps of polymorphic transformation of gabapentin polymorphs studied by hot-stage FTIR microspectroscopy. J Pharm Pharm Sci. 2010;13(1).
3. Wenger M, Bernstein J. An alternate crystal form of gabapentin: a cocrystal with oxalic acid. Cryst Growth Des. 2008;8(5):1595-8.
4. Reddy LS, Bethune SJ, Kampf JW, Rodriguez-Hornedo N. Cocrystals and salts of gabapentin: pH dependent cocrystal stability and solubility. Cryst Growth Des. 2008;9(1):378-85.
5. Lin S-Y, Hsu C-H, Ke W-T. Solid-state transformation of different gabapentin polymorphs upon milling and co-milling. Int J Pharm. 2010;396(1-2):83-90.
6. Cutrignelli A, Denora N, Lopedota A, Trapani A, Laquintana V, Latrofa A, et al. Comparative effects of some hydrophilic excipients on the rate of gabapentin and baclofen lactamization in lyophilized formulations. Int J Pharm. 2007;332(1):98-106.
7. Zong Z, Desai SD, Kaushal AM, Barich DH, Huang H-S, Munson EJ, et al. The stabilizing effect of moisture on the solid-state degradation of gabapentin. AAPS PharmSciTech. 2011;12:924-31. doi: 10.1208/s12249-011-9652-8.
8. Braga D, Grepioni F, Maini L, Rubini K, Polito M, Brescello R, et al. Polymorphic gabapentin: thermal behaviour, reactivity and interconversion of forms in solution and solid-state. New J Chem. 2008;32(10):1788-95.
9. Lubach JW, Xu D, Segmuller BE, Munson EJ. Investigation of the effects of pharmaceutical processing upon solid-state NMR relaxation times and implications to solid-state formulation stability. J Pharm Sci. 2007;96(4):777-87.
10. Ibers JA. Gabapentin and gabapentin monohydrate. Acta Crystallogr C. 2001;57(5):641-3.
11. 13C solid-state NMR standard. Solid State Nucl Magn Reson. 2006;30(3-4):125-9.
12. 13C chemical shielding anisotropy in some organic solids. Chem Phys Lett. 1972;15(3):373-6.
13. Pines A. Proton-enhanced NMR of dilute spins in solids. J Chem Phys. 1973;59(2):569. doi: 10.1063/1.1680061.
14. Andrew ER, Bradbury A, Eades RG. Removal of dipolar broadening of nuclear magnetic resonance spectra of solids by specimen rotation. Nature. 1959;183(4678):1802-3. doi: 10.1038/1831802a0.
15. Dixon WT, Schaefer J, Sefcik MD, Stejskal EO, McKay RA. Total suppression of sidebands in CPMAS C-13 NMR. J Magn Reson. 1982;49(2):341-5. 1969.
16. Fung BM, Khitrin AK, Ermolaev K. An improved broadband decoupling sequence for liquid crystals and solids. J Magn Reson. 2000;142(1):97-101.
17. Chen Y-Y, Luo S-Y, Hung S-C, Chan SI, Tzou D-LM. 13C Solid-state NMR chemical shift anisotropy analysis of the anomeric carbon in carbohydrates. Carbohydr Res. 2005;340(4):723-9.
18. Barich DH, Davis JM, Schieber LJ, Zell MT, Munson EJ. Investigation of solid-state NMR line widths of ibuprofen in drug formulations. J Pharm Sci. 2006;95(7):1586-94.
19. Stephenson GA, Forbes RA, Reutzel-Edens SM. Characterization of the solid state: quantitative issues. Adv Drug Deliv Rev. 2001;48(1):67-90.
20. Hurst VJ, Schroeder PA, Styron RW. Accurate quantification of quartz and other phases by powder X-ray diffractometry. Anal Chim Acta. 1997;337(3):233-52.
21. Campbell Roberts SN, Williams AC, Grimsey IM, Booth SW. Quantitative analysis of mannitol polymorphs. X-ray powder diffractometry†š exploring preferred orientation effects. J Pharm Biomed Anal. 2002;28(6):1149-59.
22. Anwar J, Tarling SE, Barnes P. Polymorphism of sulfathiazole. J Pharm Sci. 1989;78(4):337-42.
23. Brunsteiner M, Jones AG, Pratola F, Price SL, Simons SJR. Toward a molecular understanding of crystal agglomeration. Cryst Growth Des. 2005;5(1):3-16. 2004.
24. Gorman EM. Solid-state physical form detection and quantitation of pharmaceuticals in formulations [3449658]. PhD Dissertation Lawrence: University of Kansas; 2011.