Solubility of nonelectrolytes in polar solvents III: Alkyl p‐aminobenzoates in polar and mixed solvents

S. H. Yalkowsky, G. L. Amidon, G. Zografi, G. L. Flynn

Research output: Contribution to journalArticle

62 Scopus citations

Abstract

The relative solubilities of n‐alkyl p‐ aminobenzoates in water, propylene glycol‐water mixtures, propylene glycol, and several other pharmaceutically important solvents can be predicted on the basis of a theoretical equation. This equation relates the activity coefficient of the hydrophobic portion of the molecule to the product of its surface area and its interfacial tension [free energy per unit area of a hydrocarbon (tetradecane) against the polar or semipolar solvent of interest]. The assumptions, conclusions, and applicability of the theoretical relationship are compared to those of the Scatchard‐Hildebrand approach.

Original languageEnglish (US)
Pages (from-to)48-52
Number of pages5
JournalJournal of pharmaceutical sciences
Volume64
Issue number1
DOIs
StatePublished - Jan 1975
Externally publishedYes

Keywords

  • Alkyl p‐aminobenzoates—solubility in polar and mixed solvents, equation developed for predicting solubility
  • Solubility—alkyl p‐aminobenzoates in polar and mixed solvents, equation developed for predicting solubility, compared to Scatchard‐Hildebrand approach
  • Solvents, polar—solubility of nonelectrolytes (alkyl p‐aminobenzoates)
  • p‐Aminobenzoates, alkyl—solubility in polar and mixed solvents, equation developed for predicting solubility

ASJC Scopus subject areas

  • Pharmaceutical Science

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