It is shown, using in vitro measurements of beat frequency of rat trac
heal cilia, that (+)-(1S, 2R, 5S)-menthol and (-)-(1R, 2S, 5R)-menthol
have equipotent ciliotoxicities despite the fact that inhalation of m
enthol vapours from the crystals of the pure enantiomers show clearly
that the (-)-(1R, 2S, 5R)-menthol produces a more potent cooling sensa
tion. Differential scanning calorimetry demonstrates the formation of
a racemic compound when equimolar amounts of the two enantiomers are a
dmixed.