Solubility data for several N1-substituted sulfonamides in water and in chloroform at 298.15 K and derived Gibbs energies of transfer of these drugs from water to chloroform are reported. Stability constants, derived Gibbs energies, enthalpies and entropies of complexation of these drugs with β-cyclodextrin as obtained by titration microcalorimetry in water are given. Gibbs energy data are used to evaluate the effect of β-cyclodextrin on the transfer of the drug from water to chloroform. It is concluded that is the process of transfer of the drug in this solvent system is thermodynamically more favoured in the absence of cyclodextrin.