Measurement of diffusion coefficients of parabens and steroids in water and 1-octanol

Chem Pharm Bull (Tokyo). 2003 Jun;51(6):734-6. doi: 10.1248/cpb.51.734.

Abstract

Diffusion coefficients (D) of parabens and steroids in water and 1-octanol were determined by using the chromatographic broadening method at 37 degrees C, and the relationships between the D values and the physicochemical properties of the drugs were discussed. The D values in 1-octanol were lower than those in water because of the higher viscosity of 1-octanol. The D values depend on not only the molecular weight (MW), but also the lipophilicity of the drugs in water and on the ability for hydrogen-bonding in 1-octanol. When the lipophilic index (LI), calculated from the retention time using in a reverse-phase column, was used as a parameter of drug lipophilicity, the following equation was obtained for D in water (D(w)); log D(w)=-0.215.log MW-0.077.log LI-4.367. When the hydrogen bond index (HI), the logarithm of the ratio of the partition coefficient of the drugs in 1-octanol and cyclohexane, was used as an index of hydrogen-bonding, the following equation was obtained for D in 1-octanol (D(o)); log D(o)=-0.690.log MW-0.074.log HI-4.085.

MeSH terms

  • 1-Octanol / chemistry*
  • Diffusion
  • Hydrogen Bonding
  • Models, Chemical
  • Parabens / chemistry*
  • Steroids / chemistry*
  • Viscosity
  • Water / chemistry*

Substances

  • Parabens
  • Steroids
  • Water
  • 1-Octanol