Šupuk, Enes, Ghori, Muhammad U., Asare-Addo, Kofi, Laity, Peter R., Panchmatia, Pooja M. and Conway, Barbara R (2013) The influence of salt formation on electrostatic and compression properties of flurbiprofen salts. International Journal of Pharmaceutics, 458 (1). pp. 118-127. ISSN 0378-5173
- Accepted Version
- Accepted Version
- Accepted Version
Salt formation is an effective method of improving physicochemical properties of acidic and basic drugs. The selection of a salt form most suitable for drug development requires a well-designed screening strategy to ensure various issues are addressed in the early development stages. Triboelectrification of pharmaceutical powders may cause problems during processing such as segregation of components due to the effects of particle adhesion. However, very little work has been done on the effect of salt formation on triboelectrification properties. In this paper, salts of flurbiprofen were prepared by combining the drug with a selection of closely related amine counter ions. The aim of the work was to investigate the impact of the counter ion on electrostatic charge of the resultant salts to inform the salt selection process. The experimental results show the magnitude of charge and polarity of the flurbiprofen salts to be highly dependent on the type of counter ion selected for the salt formation. Furthermore, particle adhesion to the stainless steel surface of the shaking container and the salts’ compression properties were measured. The formed salts had lower electrostatic charges, improved tabletability, and resulted in reduced adhesion of these powders compared with the parent drug.▼ Jump to Download Statistics
|Uncontrolled Keywords:||Pharmaceutical Electrostatics Tribo-electrification Flurbiprofen|
|Subjects:||Q Science > Q Science (General)
Q Science > QC Physics
Q Science > QD Chemistry
R Medicine > RM Therapeutics. Pharmacology
R Medicine > RS Pharmacy and materia medica
|Schools:||School of Applied Sciences
School of Human and Health Sciences > Institute for Skin Integrity and Infection Prevention
Asare-Addo K., Kaialy W., Levina M., Rajabi-Siahboomi A.R., Ghori M. U., Supuk E., Laity P.R., Conway B.R and Nokhodchi A. 2013 The Influence of Agitation Sequence and Ionic Strength on in-vitro Drug Release from Hypromellose (E4M and K4M) ER Matrices - The use of the USP III Apparatus. Colloids Surf., B., 104: 54-60.
Bastin, R.J., Bowker, M. J., Slater, B.J., 2000. Salt selection and optimisation for pharmaceutical new chemical entities.Org. Proc. Res. Dev., 4, 427-435.
Chow, S.F., Chen, M., Shi, L., Chow, A.H. Sun, C.C., 2012. Simultaneously improving the mechanical properties, dissolution performance, and hygroscopicity of ibuprofen and flurbiprofen by cocrystallization with nicotinamide. Pharm. Res., 29, 1854-1865.
Cushny, A.R. 2012. A Text-Book of Pharmacology and Therapeutics; Or, the Action of Drugs in Health and Disease, New York, Lea Brothers & Co.
David, S.E., Timmins, P., Conway, B.R., 2012. Impact of the counter ion on the solubility and physicochemical properties of salts of carboxylic acid drugs, Drug Dev. Ind. Pharm., 38:1, 93-103.
Elder, D. P., R. Holm, Diego, H.L., 2013. Use of pharmaceutical salts and cocrystals to address the issue of poor solubility. Int. J. Pharm., 453, 88-100.
Fell, J.T., Newton, J.M., 1970. Determination of tablet strength by the diametral-compression test. J. Pharm. Sci., 59, 688-691.
Fleming, S., Rohl, A. 2005. GDIS: a visualization program for molecular and periodic systems, Kristallgeometrie, 220 (5-6), 580-584.
Gould, P.L., 1986. Salt selection for basic drugs. Int. J. Pharm., 33, 201-217.
Greason, W., 2000, Investigation of a Test Methodology for Triboelectrification, J. Electrostat., 49, 245-256.
Heckel, , R.W., 1961. An analysis of powder compaction phenonmenon T.Metllac Soc. AIME, 221, 1001-1008.
Heckel, R.W., 1961a. Desity pressure relationship in powder compaction. T.Mettall Soc. AIME 221, 671-675.
Kawakita, K., Ludde, K.H., 1970-1971. Some consideration on powder compression equations. Powder Tech.,4, 61-68.
Khankari, R., Grant, D., 1995. Pharmaceutical Hydrates. ThermochimActa., 248, 61-79.
Kumar, L., Amin, A., Bansal, A.K., 2008.Salt selection in drug development. Pharm.Technol., 3(32), 128-146.
Lacoulonche, F., Chauvet, A., Masse, J., 1997, An investigation of flurbiprofen polymorphism by thermoanalytical and spectroscopic methods and a study of its interactions with poly-(ethylene glycol) 6000 by differential scanning calorimetry and modelling, Int. J. Pharm., 153 (2), 167-179.
Matsusaka, S., Maruyama, H., Matsuyama, T., Ghadiri, M., 2010.Triboelectric charging of powders: A review. Chem. Eng. Sci., 65(22), 5781-5807.
Matsusaka, S., Masuda, H., 2003, Electrostatics of Particles, Adv. Powder Technol., 14, 143-166.
Morimoto, Y., Hatanaka, T., 1992. Prediction of skin permeability of drugs: comparison of human and hairless rat skin. J. Pharm. Pharmacol, 44, 634-639.
Ramirez, M., 2010, Mechanical Properties of Flurbiprofen Salts, PhD. Thesis, University of Aston, Birmingham, UK.
Schwalbe, C.H., Ramirez, M., Conway, B.R., Bache, C.J., Coles, S.J., Timmins, P., 2010. Structure and properties of (hydroxy)alkylammonium salts of flurbiprofen, Trans. Am. Cryst. Assoc., TR.01.8.
Serajuddin, A.T.M., 2007. Salt formation to improve drug solubility. Adv. Drug Del., Rev., 59, 603-616.
Socrates, G., 1994. Infrared characteristic group frequencies. New York, John Wiley & Sons, USA.
Stahl, P.H., Wermuth, C.G., 2002. Handbook of Pharmaceutical Salts: Properties, Selection and Use, Zurich: Verlag Helvetica ChimicaActa.
Šupuk E, Hassanpour A, Ahmadian H, Ghadiri M, Matsuyama T., 2011. Tribo-electrification and associated segregation of pharmaceutical bulk powders. KONA Powder Part J. 29, 208–223.
Šupuk, E., Seiler, C., Ghadiri, M., 2009. Analysis of a simple test device for tribo-electric charging of bulk powders, Part. Part. Syst. Charact., 26, 7–16.
Šupuk, E., Zarrebini, A., Reddy, J.P., Hughes, H., Leane, M.M., Tobyn, M.J., Timmins, P., Ghadiri, M., 2012. Tribo-electrification of active pharmaceutical ingredients and excipients. Powder Technol., 217, 427–434.
Vranić, E.,2003. Recent advances in the identification and prediction of polymorphs. Bosn. J. Basic. Med. Sci., 3, 32-36.
Wang, J.J., Guillot, M.A., Bateman, S.D. Morris, K.R., 2004. Modeling of Adhesion in Tablet Compression. II. Compaction Studies Using a Compaction Simulator and an Instrumented Tablet Press. J. Pharm. Sci., 93, 407-417.
Waterman, K.C., Adami, R.C., Alsante, K.M., Antipas, A.S., Arenson, D.R., Carrier, R., Hong, J., Landis, M.S., Lombardo, F., Shah, J.C., Shalaev, E., Smith, S.W., Wang, H., 2002. Hydrolysis in pharmaceutical formulations, Pharm. Dev. Technol., 7, 113-146.
Wouters, J, Quéré, L., 2012. Pharmaceutical Salts and Co-crystals. Cambridge: Royal Society of Chemistry.
|Depositing User:||Enes Supuk|
|Date Deposited:||29 Oct 2013 11:11|
|Last Modified:||23 Feb 2017 06:44|
Downloads per month over past year
Repository Staff Only: item control page