Solubilization of poorly soluble compounds using 2-pyrrolidone

Parijat Jain, Samuel H Yalkowsky

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

The solubilization of nine poorly soluble compounds in aqueous solution by 2-pyrrolidone has been studied. Solubility enhancement as high as 500-fold is achieved using 20% 2-pyrrolidone. A comparison shows that 2-pyrrolidone is a better solubilizer than glycerin, propylene glycol, polyethylene glycol 400 or ethanol. The observed solubilization curves are deconvoluted into components representing complexation and cosolvency. A clear linear relationship exists between the cosolvency solubilization power (σ) of 2-pyrrolidone and the partition coefficient (log Kow) of the drug (R2 = 0.96) extending over three orders of magnitude. The stability constants for the formation of 1:1 complex (K1:1) involving 2-pyrrolidone and the drugs have been calculated. A weaker correlation (R2 = 0.74) is observed between the complexation constants and the partition coefficients of respective drugs. This study indicates that 2-pyrrolidone, like NMP, can act as a complexant at low concentrations and as a cosolvent at high concentrations and that both these properties are affected by the partition coefficient of the solute.

Original languageEnglish (US)
Pages (from-to)1-5
Number of pages5
JournalInternational Journal of Pharmaceutics
Volume342
Issue number1-2
DOIs
StatePublished - Sep 5 2007

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Pharmaceutical Preparations
Propylene Glycol
Solubility
Glycerol
2-pyrrolidone
Ethanol
polyethylene glycol 400

Keywords

  • 2-Pyrrolidone
  • Complexation
  • Cosolvency
  • Solubilization

ASJC Scopus subject areas

  • Pharmaceutical Science

Cite this

Solubilization of poorly soluble compounds using 2-pyrrolidone. / Jain, Parijat; Yalkowsky, Samuel H.

In: International Journal of Pharmaceutics, Vol. 342, No. 1-2, 05.09.2007, p. 1-5.

Research output: Contribution to journalArticle

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