Rac-Bupivacaine

Rac-Bupivacaine is a racemic mixture of the chiral local anesthetic bupivacaine, comprising equal proportions of (R)- and (S)-enantiomers. Its structure features an aromatic amide backbone with a tert-butyl group at the 4-position of the benzene ring and a 2-diethylaminoethyl side chain. The compound contains a single chiral center at the α-carbon of the amide linkage, resulting in enantiomeric separation of pharmacological activity. As a racemic formulation, it lacks optical activity and exhibits distinct solubility and stability profiles compared to its enantiomers. This compound serves as an HPLC reference standard for enantiomer quantification in chiral drug analysis.