Enhanced percutaneous absoption of piroxicam via salt formation with ethanolamines

Pharmaceutical Research

Volumn 19, Issue 9, 2002, Pages 1375-1380

  Cheong, Hyun Ah ^a   Choi, Hoo Kyun ^a  

^a Chosun University   (South Korea)

Author keywords

Diethanolamine; Monoethanolamine; Piroxicam; Salt; Skin permeability; Triethanolamine

Indexed keywords

ETHANOLAMINE DERIVATIVE; PIROXICAM;

ARTICLE; DIFFERENTIAL SCANNING CALORIMETRY; DRUG ABSORPTION; DRUG FORMULATION; DRUG SOLUBILITY; INFRARED SPECTROSCOPY; PHYSICAL CHEMISTRY; PRIORITY JOURNAL;

ADMINISTRATION, CUTANEOUS; ANIMALS; ETHANOLAMINES; MICE; MICE, INBRED HRS; PIROXICAM; SALTS; SKIN ABSORPTION;

EID: 0036744772     PISSN: 07248741     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1020367212307     Document Type: Article

References (20)

1. S. A. Megwa, S. E. Cross, M. W. Whitehouse, H. A. E. Benson, and M. S. Roberts. Effect of ion pairing with alkylamines on the in-vitro dermal penetration and local tissue disposition of salicylates. J. Pharm. Pharmacol. 52:929-940 (2000).
2. R. A. Nash, D. B. Mehta, J. R. Matias, and N. Orentreich. The possibility of lidocaine ion pair absorption through excised hairless mouse skin. Skin Pharmacol. 5:160-170 (1992).
3. R. Neubert. Ion pair transport across membranes. Pharm. Res. 6:743-747 (1989).
4. S. A. Megwa, S. E. Cross, H. A. E. Benson, and M. S. Roberts. Ion-pair formation as a strategy to enhance topical delivery of salicylic acid. J. Pharm. Pharmacol. 52:919-928 (2000).
5. C. Valenta, U. Siman, M. Kratzel, and J. Hadgraft. The dermal delivery of lignocaine: influence of ion pairing. Int. J. Pharm. 197:77-85 (2000).
6. M. Kadono, K. Kubo, H. Miyazaki, N. Tojyo, S. Nakagawa, K. Miyashita, P. Zmanishi, J. H. Rytting, T. Mayumi. Enhanced in vitro percutaneous penetration of salicylate by ion pair formation with alkylamines. Biol. Pharm. Bull. 21:599-603 (1998).
7. T. Hatanaka, T. Kamon, S. Morigaki, K. Katayama, and T. Koizumi. Ion pair skin transport of a zwitterionic drug, cephalexin. J. Control. Release 66:63-71 (2000).
8. J. Jinno, D.-M. Oh, J. R. Crison, and G. L. Amidon. Dissolution of ionizable water-insoluble drugs: the combined effect of pH and surfactant. J. Pharm. Sci. 89:268-274 (2000).
9. G. C. Mazzenga, B. Berner, and F. Jordan. The transdermal delivery of zwitterionic drugs II: the flux of zwitterions salts. J. Control. Release 20:163-170 (1992).
10. Y.-J. Cho and H.-K. Choi. Enhancement of percutaneous absorption of ketoprofen: effect of vehicles and adhesive matrix. Int. J. Pharm. 169:95-104 (1998).
11. V. Tantishaiyakul, N. Kaewnopparat. and S. Ingkatawornwong. Properties of solid dispersions of piroxicam in polyvinylpyrrolidone K-30. Int. J. Pharm. 143:59-66 (1996).
12. J. Bordner, P. D. Hammen, and E. B. Whipple. Deuterium isotope effects on carbon-13 NMR shifts and the tautomeric equilibrium in N-substituted pyridyl derivatives of piroxicam. J. Am. Chem. Soc. 111:6572-6578 (1989).
13. G. C. Mazzenga and B. Berner. The transdermal delivery of zwitterionic drugs II: the solubility of zwitterions salts. J. Control. Release 16:77-88 (1991).
14. J. A. Dean. Lange's Handbook of chemistry, 15th edition, McGraw-Hill, Inc. New York, 1999.
15. C. K. Shim, R. Nishigaki, T. Iga, and M. Hanano. Determination of extraction constant, true partition coefficient and formation constant of ion-pair complexes of quaternary ammonium salts, tetrabutylammonium bromide and isopropamide iodide, with some organic anions by a solvent extraction technique. Int. J. Pharm. 8:143-151 (1981).
16. K. Takács-Novák and G. Szász. Ion-pair partition of quaternary ammonium drugs: the influence of counterions of different lipophilicity, size, and flexibility. Pharm. Res. 16:1633-1638 (1999).
17. S. Santoyo and P. Ygartua. Effect of skin pretreatment with fatty acids on percutaneous absorption and skin retention of piroxicam after its topical application. Eur. J. Pharm. Biopharm. 4:S43 (1996).
18. K. Takayashi, H. Sakano, M. Yoshida, N. Numata, and N. Mizuno. Chracterization of the influence of polyol fatty acid esters on the permeation of diclofenac through rat skin. J. Control. Release 73:351-358 (2001).
19. M. Endo, T. Yamamoto, and T. Ijuin. Effect of nonionic surfactants on the percutaneous absorption of tenoxicam. Chem. Pharm. Bull. 44:865-867 (1996).
20. E. Park, S. Chang, M. Hahn, and S. Chi. Enhancing effect of polyoxyethylene alkyl ethers on the skin permeation of ibuprofen. Int. J. Pharm. 209:109-119 (2000).