Self-association of dexverapamil in aqueous solution

Y. Surakitbanharn, R. McCandless, J. F. Krzyzaniak, R. M. Dannenfelser -, Samuel H Yalkowsky

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The pK(a) and intrinsic solubility of monomeric dexverapamil were determined from its pH-solubility profile to be 8.90 and 6.6 x 10-5 M, respectively. The solubility of dexverapamil below pH 7.0 was higher than expected on the basis of the aforementioned values. This unusually high solubility is believed to be due to the self-association of cationic dexverapamil. The apparent pK(a) of the self-associated drug is estimated to be ~7.99. The self-association of dexverapamil hydrochloride is supported by the fact that it is surface active and that it increases the solubility of both naphthalene and anthracene in aqueous solutions. The dependence of the drug solubility on pH and the solubilization of naphthalene and anthracene as a function of ionized drug concentration suggest that the self-associated dexverapamil is a cationic dimer.

Original languageEnglish (US)
Pages (from-to)720-723
Number of pages4
JournalJournal of Pharmaceutical Sciences
Volume84
Issue number6
DOIs
StatePublished - 1995

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Verapamil
Solubility
Association reactions
Pharmaceutical Preparations
Dimers
Substance-Related Disorders

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science

Cite this

Surakitbanharn, Y., McCandless, R., Krzyzaniak, J. F., Dannenfelser -, R. M., & Yalkowsky, S. H. (1995). Self-association of dexverapamil in aqueous solution. Journal of Pharmaceutical Sciences, 84(6), 720-723. https://doi.org/10.1002/jps.2600840611

Self-association of dexverapamil in aqueous solution. / Surakitbanharn, Y.; McCandless, R.; Krzyzaniak, J. F.; Dannenfelser -, R. M.; Yalkowsky, Samuel H.

In: Journal of Pharmaceutical Sciences, Vol. 84, No. 6, 1995, p. 720-723.

Research output: Contribution to journalArticle

Surakitbanharn, Y, McCandless, R, Krzyzaniak, JF, Dannenfelser -, RM & Yalkowsky, SH 1995, 'Self-association of dexverapamil in aqueous solution', Journal of Pharmaceutical Sciences, vol. 84, no. 6, pp. 720-723. https://doi.org/10.1002/jps.2600840611
Surakitbanharn, Y. ; McCandless, R. ; Krzyzaniak, J. F. ; Dannenfelser -, R. M. ; Yalkowsky, Samuel H. / Self-association of dexverapamil in aqueous solution. In: Journal of Pharmaceutical Sciences. 1995 ; Vol. 84, No. 6. pp. 720-723.
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