Increasing the aqueous solubility of acetaminophen in the presence of polyvinylpyrrolidone and investigation of the mechanisms involved

Drug Dev Ind Pharm. 2003 Feb;29(2):173-9. doi: 10.1081/ddc-120016725.

Abstract

It was shown that the aqueous solubility of acetaminophen in the presence of polyvinylpyrrolidone (PVP) increased. The solubility at 25 degrees C increased from 14.3 m mL(-1) in the absence of PVP, to 19.7 mg m(-1) in the presence of 4% w/v PVP, and to 26.7mg mL(-1) in the presence of 8% w/v PVP. Dialysis studies indicated that there is a potential of binding between PVP and acetaminophen in their aqueous solutions. Dialysis studies also revealed that the nature of interaction between PVP and acetaminophen is physical and reversible, and there was no strong binding between PVP and acetaminophen in their solutions. Infrared spectroscopy of acetaminophen/PVP solid dispersion indicated that the mechanism of interaction between PVP and acetaminophen is via hydrogen bonding. Therefore, the increase in solubility of acetaminophen in the presence of PVP is probably attributed to its ability to form a water-soluble complex with PVP.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetaminophen / chemistry*
  • Chemistry, Pharmaceutical
  • Pharmaceutic Aids / chemistry*
  • Povidone / chemistry*
  • Solubility
  • Spectrophotometry, Infrared
  • Technology, Pharmaceutical
  • Time Factors
  • Water / chemistry

Substances

  • Pharmaceutic Aids
  • Water
  • Acetaminophen
  • Povidone