Cinacalcet-Enantiomer

Cinacalcet-Enantiomer is the non-pharmacologically active stereoisomer of the calcimimetic agent Cinacalcet, characterized by inverted stereochemistry at the 3R and 5S piperidine centers. It retains the core 1-((3S,5R)-3,5-diaminopiperidin-1-yl)-2-thioxo-2,3-dihydro-1H-benzimidazol-5-carboxylic acid scaffold, featuring a thioxo group, diaminopiperidine moiety, and benzimidazole ring system. This enantiomer arises as a critical impurity during asymmetric synthesis of the parent drug, necessitating chiral resolution to ensure enantiomeric purity. It serves as a chiral HPLC reference standard for quantifying enantiomeric excess in Cinacalcet active pharmaceutical ingredient batches.