Interactions of topiramate with polyethylene glycol 8000 in solid state with formation of new polymorph

International Journal of Pharmaceutics

Volumn 411, Issue 1-2, 2011, Pages 86-91

  Yam, Noymi ^a   Li, Xiaoling ^a   Jasti, Bhaskara R ^a  

^a UNIVERSITY OF THE PACIFIC   (United States)

Author keywords

Physicochemical characterization; Polyethylene glycol; Polymorph; Topiramate

Indexed keywords

DIACETONE DEXTRO FRUCTOSE; FRUCTOSE; MACROGOL; POLYMER; TOPIRAMATE; UNCLASSIFIED DRUG;

ARTICLE; COMPARATIVE STUDY; DIFFERENTIAL SCANNING CALORIMETRY; DRUG FORMULATION; HOT STAGE MICROSCOPY; INFRARED SPECTROSCOPY; MICROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; SOLID STATE; SOLID STATE NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; TEMPERATURE; THERMAL ANALYSIS; X RAY POWDER DIFFRACTION;

ANTICONVULSANTS; CRYSTALLIZATION; DRUG COMPOUNDING; DRUG INTERACTIONS; EXCIPIENTS; FRUCTOSE; MAGNETIC RESONANCE SPECTROSCOPY; POLYETHYLENE GLYCOLS; POLYMERS; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; X-RAY DIFFRACTION;

EID: 79955971961     PISSN: 03785173     EISSN: 18733476     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2011.03.045     Document Type: Article

References (26)

1. Bailey, F.E., Koleske, J.V., 1976. Poly(Ehtylene Oxide). Academic Press, New York.
2. Barnett, S.A., Johnston, A., Florence, A.J., Price, S.L., Tocher, D.A., 2008. A systematic experimental and theoretical study of the crystalline state of six chloronitrobenzenes. Crystal Growth Design 8, 24-36.
3. Brittain, H.G., 1999. In: Dekker, M. (Ed.), Polymorphism in Pharmaceutical Solids. New York.
4. Burger, A., Ramberger, R., 1979. On the polymorphism of pharmaceuticals and other molecular crystals II. Applicability of thermodynamic rules. Mikrochim. Acta 2, 273-316.
5. Cabeza, A.J.C., Day, G.M., Motherwell, W.D.S., Jones, W., 2006. Amide pyramidalization in carbamazepine: a flexibility problem in crystal structure prediction? Crystal Growth Design 6, 1858-1866.
6. Chang, B.L., Nuessle, N.O., Haney Jr., W.G., 1975. Characterization of hydrogen bonding between selected barbiturates and polyethylene glycol 4000 by IR spectral analysis. J. Pharm. Sci. 64, 1787-1797.
7. Corrigan, O.I., Murphy, C.A., Timoney, R.P., 1979. Dissolution properties of polyethylene glycols and polyethylene glycol-drug systems. Int. J. Pharm. 4, 67-74.
8. Docoslis, A., Huszarik, K.L., Papageorgiou, G.Z., Bikiaris, D., Stergiou, D., Georgarakis, E., 2007. Characterization of the distribution, polymorphism, and stability of nimodipine in its solid dispersions in polyethylene glycol by micro-Raman spectroscopy and powder X-ray diffraction. AAPS J. 9, E361-370.
9. Giron, D., 1995. Thermal analysis and calorimetric methods in the characterization of polymorphs and solvates. Thermochim. Acta. 248, 1-59.
10. Hilfiker, R., 2006. Polymorphism in the Pharmaceutical Industry. Wiley-VCH, Weinheim.
11. Hua, F., Yang, X., Gong, B., Ruckenstein, E., 2005. Preparation of oligoamide-ended poly(ethylene glycol) and hydrogen-bonding-assisted formation of aggregates and nanoscale fibers. J. Polym. Sci. A: Polym. Chem. 4, 1119-1128.
12. Kaushal, A.M., Chakraborti, A.K., Bansal, A.K., 2008. FTIR studies on differential intermolecular association in crystalline and amorphous states of structurally related non-steroidal anti-inflammatory drugs. Mol. Pharm..
13. Krahn, F.U., Mielck, J.B., 1989. Effect of type and extent of crystalline order on chemical and physical stability of carbamazepine. Int. J. Pharm. 53, 25-34.
14. Kubicki, M., Codding, P.W., Litster, S.A., Szkaradzĩnska, M.B., Bassyouni, H.A.R., 1999. Pyranose sulfamates: conformation and hydrogen bonding. J. Mol. Struct. 474, 255-265.
15. Lacoulonche, F., Chauvet, A., Masse, J., Egea, M.A., Garcia, M.L., 1998. An investigation of FB interactions with poly(ethylene glycol) 6000, poly(ethylene glycol) 4000, and poly-epsilon-caprolactone by thermoanalytical and spectroscopic methods and modeling. J. Pharm. Sci. 87, 543-551.
16. Law, D., Wang, W., Schmitt, E.A., Long, M.A., 2002. Prediction of poly(ethylene) glycol-drug eutectic compositions using an index based on the van't Hoff equation. Pharm Res. 19, 315-321. (Pubitemid 34211849)
17. Leuner, C., Dressman, J., 2000. Improving drug solubility for oral delivery using solid dispersions. Eur. J. Pharm. Biopharm. 50, 47-60.
18. Liu, R., 2000. Water-Insoluble Drug Formulation. CRC Press.
19. Maryanoff, B.E., Costanzo, M.J., Shank, R.P., Schupsky, J.J., Ortegon, M.P., Vaught, J.L., 1993. Structure-activity studies on anticonvulsant sugar sulfamates related to topiramate, enhanced potency with cyclic sulfamate derivatives. Bioorg. Med. Chem. Lett. 3, 2653-2656.
20. Naima, Z., Siro, T., Juan-Manuel, G.D., Chantal, C., Rene, C., Jerome, D., 2001. Interactions between carbamazepine and polyethylene glycol (PEG) 6000 characterisations of the physical, solid dispersed and eutectic mixtures. Eur. J. Pharm. Sci. 12, 395-404.
21. Newa, M., Bhandari, K.H., Kim, J.O., Im, J.S., Kim, J.A., Yoo, B.K., Woo, J.S., Choi, H.G., Yong, C.S., 2008. Enhancement of solubility, dissolution and bioavailability of ibuprofen in solid dispersion systems. Chem. Pharm. Bull. (Tokyo) 56, 569-574.
22. Nortey, S.O., Wu, W.N., Maryanoff, B.E., 1997. Synthesis of hydroxylated derivatives of topiramate, a novel antiepileptic drug based on d-fructose: investigation of oxidative metabolites. Carbohydr. Res. 304, 29-38.
23. Price, S.L., 2008. From crystal structure prediction to polymorph prediction: interpreting the crystal energy landscape. Phys. Chem. Chem. Phys. 10, 1996-2009.
24. Sena, D.M., Freire, P.T.C., Filho, J.M., Melo, F.E.A., Pontes, F.M., Longo, E., Ferreira, O.P., Alves, O.L., 2008. Vibrational and thermal properties of crystalline topiramate. J. Braz. Chem. Soc. 18, 1607-1613.
25. Suitchmezian, V., Jess, I., Nather, C., 2008. Structural, thermodynamic, and kinetic aspects of the trimorphism of hydrocortisone. J. Pharm. Sci. 97, 4516-4527.
26. Venuti, V., Crupi, V., Faraone, A., Maisano, G., Majolino, D., Migliardo, P., Villari, V., 2000. Structural and dynamic effects H-bond induced in monomer-polymer solutions. AIP Conf. Proc. 513, 246-249.