Racemic aminoglutethimide and acetylaminoglutethimide were resolved on a fluorescent Silica gel 60A TLC plate using 30% hydroxy trimethylpropylammonium-β-cyclodextrin with methanol (50:50v/v) as the mobile phase. Also, the resolution of the enantiomers of aminoglutethimide as dansyl derivatives were investigated on reversed phase TLC using a mobile phase consisting of a β-cyclodextrin solution (0.05 M saturated with urea), or 15% (carboxymethyl-β-cyclodextrin) solution with methanol (65:35v/v). Enantiomeric resolution was found to be highly dependent on mobile phase composition. The effect of the type and amount of organic modifier as well as the concentration of β-CD derivative, and the pH of the mobile phase on resolution were studied. Three types of maltodextrins failed to show resolution for any of the racemic compounds studied.