(±)-cis-2-(2-Pyridyl)cyclopropanecarboxylic acid is a chiral cyclopropane derivative featuring a carboxylic acid group and a pyridine ring. The cis-configuration of the cyclopropane ring and the presence of the heterocyclic aromatic system are key structural features that define its reactivity and utility in synthesis. This compound serves as a crucial chiral building block in medicinal chemistry, particularly for the synthesis of biologically active molecules. Its primary application is as a key intermediate in the preparation of cilastatin, a renal dehydropeptidase-I inhibitor used clinically in combination with the carbapenem antibiotic imipenem to prevent its renal metabolism and extend its therapeutic effect. The cyclopropane ring and the pyridine moiety are essential pharmacophores contributing to the biological activity of the final drug. As a versatile synthetic intermediate, it is used in the construction of complex molecules containing the cyclopropane motif, which is a valuable structural element in drug discovery due to its ability to confer conformational rigidity and metabolic stability. The compound is typically handled under standard laboratory conditions, and its synthesis and use require careful control of stereochemistry.