Propranolol’s Chemical Structure and Nomenclature

Propranolol’s chemical formula is C16H21NO2. Its IUPAC name is 1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol. This detailed name precisely describes the molecule’s structure: a propan-2-ol backbone with an isopropylamino group at position 1 and a 1-naphthyloxy group at position 3. The naphthalene ring contributes significantly to its pharmacological activity.

Understanding the Structural Components

The isopropylamino group is responsible for the beta-blocking effect, interacting with beta-adrenergic receptors. The 1-naphthyloxy group enhances lipophilicity, influencing its distribution within the body. This specific arrangement of functional groups allows propranolol to effectively bind to its target receptors and exhibit its therapeutic effects. The chiral center in the propan-2-ol moiety means propranolol exists as two enantiomers, but only the S-(−)-enantiomer displays significant beta-blocking activity.