Lipophilicity is a measure of the solubility of a compound in a nonpolar solvent, such as an oil or fat. It is a physicochemical property of a drug that is useful in understanding the drugs ability to pass the lipid bilayer and its interaction at the enzyme-binding site. Lipophilicity is determined by calculating the partition coefficient of the drug between water and 1-Octanol, which mimics the lipid layer. We are developing a lab for medicinal chemistry course to study the effects of molecular weight and the presence of various functional groups on the lop P values. We are utilizing Beer’s law to determine the concentration of the drug that is transferred to 1-Octanol from water and calculate the log P values. We will present lipophilicity data on four selected drugs, and show the methodology used for this experiment in the context of a teaching lab.

Development of a medicinal chemistry lab to demonstrate the effects of molecular weight and polarity on lipophilicity

253rd National Meeting (2017)

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