(3aR,4S,7R,7aS)-4,7-Methano-1H-isoindole-1,3(2H)-dione CAS:14805-29-9

The oxindole core is a versatile scaffold found in numerous bioactive compounds and pharmaceuticals. Its chemical reactivity and stability make it an attractive candidate for synthetic chemists looking to develop novel drugs or modify existing ones. The presence of a carbonyl group at the 1 position and an additional carbonyl in the lactam ring contribute to its chemical properties, allowing for a wide range of reactions. In the context of drug discovery, oxindole derivatives have been studied for their potential therapeutic applications. They have been found to exhibit a variety of biological activities, including antibacterial, anti-inflammatory, and anticancer properties. The oxindole core can be modified to enhance its interaction with biological targets, making it a valuable template for the design of new drugs. The synthesis of oxindole compounds involves a series of chemical reactions, starting from simple precursors. One common method is the condensation of anilines with keto acids or their derivatives under acidic conditions. The resulting imine intermediate undergoes intramolecular cyclization to form the oxindole ring. The stereochemistry of the product is determined during this cyclization step. In summary, (3aR,4S,7R,7aS)-4,7-methano-1H-isoindole-1,3(2H)-dione, known as oxindole, is a bicyclic compound with a lactam ring and a methano bridge. It is a key structural element in various bioactive molecules and is used as a building block in the synthesis of pharmaceuticals. Oxindole derivatives have shown promise in drug discovery due to their diverse biological activities and potential therapeutic applications. The chemistry of oxindole involves its synthesis from anilines and keto acids, as well as its modification to create new compounds with desired biological properties.