Solubilization of poorly soluble compounds using 2-pyrrolidone

International Journal of Pharmaceutics

Volumn 342, Issue 1-2, 2007, Pages 1-5

  Jain, Parijat ^a   Yalkowsky, Samuel H ^a  

^a UNIVERSITY OF ARIZONA   (United States)

Author keywords

2 Pyrrolidone; Complexation; Cosolvency; Solubilization

Indexed keywords

2 PYRROLIDINONE; ALCOHOL; GLYCEROL; MACROGOL 400; PROPYLENE GLYCOL;

ARTICLE; COMPLEX FORMATION; PARTITION COEFFICIENT; PRIORITY JOURNAL; SOLUBILIZATION;

ALGORITHMS; BUFFERS; CHEMISTRY, PHYSICAL; ELECTROLYTES; ETHANOL; GLYCEROL; HYDROGEN-ION CONCENTRATION; PHARMACEUTICAL PREPARATIONS; POLYETHYLENE GLYCOLS; PROPYLENE GLYCOL; PYRROLIDINONES; SOLUBILITY; SOLVENTS;

EID: 34547914142     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2007.03.056     Document Type: Article

References (23)

1. Bittner B., and Mountfield R.J. Intravenous administration of poorly soluble new drug entities in early drug discovery: the potential impact of formulation on pharmacokinetic parameters. Curr. Opin. Drug Discovery Dev. 5 (2002) 59-71
2. Bittner B., and Mountfield R.J. Formulations and related activities for the oral administration of poorly water-soluble compounds in early discovery animal studies. Pharm. Ind. 64 (2002) 800-807
3. Gans E.H., and Higuchi T. The solubility and complexing properties of oxytetracycline and tetracycline I. Interaction in aqueous solution. J. Am. Pharm. Assoc., Sci. 46 (1957) 458-466
4. He Y., Tabibi S.E., and Yalkowsky S.H. Solubilization of two structurally related anticancer drugs: XK-469 and PPA. J. Pharm. Sci 95 (2005) 97-107
5. Higuchi T., and Connors K.A. Phase-solubility techniques. In: Reilly C.N. (Ed). Advances in Analytical Chemistry and Instrumentation vol. 4 (1965), Interscience, New York 117-212
6. Hurwitz A.R., and Liu S.T. Determination of aqueous solubilities and pKa values of estrogens. J. Pharm. Sci. 66 (1977) 624-627
7. Jain N., Yang G., Tabibi S.E., and Yalkowsky S.H. Solubilization of NSC-639829. Int. J. Pharm. 225 (2001) 41-47
8. Kasim N.A., Whitehouse M., Ramachandran C., Bermejo M., Lennerna1 H., Hussain A.J., Junginger H.E., Stavchansky S.A., Midha K.K., Shah V.P., and Amidon G.L. Molecular properties of WHO essential drugs and provisional biopharmaceutical classification. Mol. Pharma. 1 (2004) 85-96
9. Kenley R.A., Jackson S.E., Winterle J.S., Shunko Y., and Visor J.C. Water soluble complexes of the antiviral drugs, 9-[1, 3-dihydroxy-2-propoxy) methyl] guanine and acyclovir: the role of hydrophobicity in complex formation. J. Pharm. Sci. 75 (1986) 648-653
10. Kostenbauder H.B., and Higuchi T. Formation of molecular complexes by some water soluble amides. II. Effect of decreasing water solubility on degree of complex formation. J. Am. Pharm. Assoc., Sci. 45 (1956) 810-813
11. Li A., and Yalkowsky S.H. Solubility of organic solutes in ethanol/water mixtures. J. Pharm. Sci. 83 (1994) 1735-1740
12. Machatha S.G., and Yalkowsky S.H. Bilinear model for the prediction of drug solubility in ethanol/water mixtures. J. Pharm. Sci. 94 (2005) 2731-2734
13. Millard W.J., Alvarez-Nunez F.A., and Yalkowsky S.H. Solubilization by cosolvents: establishing useful constants for the log-linear model. Int. J. Pharm. 245 (2002) 153-166
14. Myrdal P., and Yalkowsky S.H. Solubilization of drugs in aqueous media. In: Swarbrick J., and Boylan J.C. (Eds). Encyclopedia of Pharmaceutical Technology. second ed. vol. 3 (2002), Marcel Dekker, New York 2458-2480
15. Ni N., Sanghvi T., and Yalkowsky S.H. Solubilization and preformulation of carbendazim. Int. J. Pharm. 244 (2002) 99-104
16. Ran Y., Jain A., and Yalkowsky S.H. Solubilization and preformulation of PG-300995 (an anti-HIV drug). J. Pharm. Sci. 94 (2005) 297-303
17. Sanghvi R., 2006. Drug solublization using N-methyl pyrrolidone: efficiency and mechanism. Ph.D. Thesis. The University of Arizona.
18. Shenga J.J., Kasim N.A., Ramachandran C., and Amidon G.L. Solubilization and dissolution of insoluble weak acid, ketoprofen: effects of pH combined with surfactant. Eur. J. Pharm. Sci 29 (2006) 306-314
19. Valvani S., Yalkowsky S., and Roseman T. Solubility and partitioning IV: aqueous solubility and octanol-water partition coefficients of liquid nonelectrolytes. J. Pharm. Sci. 70 (1981) 502-507
20. Volhardt K. Organic Chemistry (1987), Freeman, W.H. and Co., New York 815pp.
21. Yalkowsky S., and Roseman T. In: Yalkowsky S. (Ed). Solubilization of Drugs by Cosolvents (1981), Marcel Dekker, New York 91-134
22. Yalkowsky S.H., and Rubino J.T. Solubilization by cosolvents I: organic solutes in propylene glycol-water mixtures. J. Pharm. Sci. 74 (1985) 416-421
23. Yalkowsky S.H., and Rubino J.T. Cosolvency and cosolvent polarity. Pharm. Res. 4 (1987) 220-230