Rac-Sitagliptin

Rac-Sitagliptin is the racemic mixture of the antidiabetic agent Sitagliptin, featuring a chiral piperazine core linked to a 5-fluoropyrazine-1(2H)-one scaffold via a triazole bridge. The compound retains the 4-fluorophenyl substituent and trifluoromethyl group characteristic of the parent drug but lacks enantiomeric purity, resulting in altered pharmacokinetic properties. Synthetically, it arises from partial racemization during API synthesis, serving as a critical HPLC reference standard for quantifying enantiomeric impurities in Sitagliptin formulations.