3-(5-bromo-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione
CAS 1010100-26-1
CAS · 1010100-26-1
Product Overview
3-(5-bromo-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance: | Blue solid |
|---|---|
| Purity (HPLC): | 97% min |
| HNMR: | Confirms to the structure |
| LCMS: | Confirms to the structure |
Applications
3-(5-Bromo-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione is a highly functionalized heterocyclic compound widely used as an intermediate in pharmaceutical research and organic synthesis. Its structure, combining a brominated isoindolinone moiety with a piperidine-2,6-dione ring, makes it valuable for the development of bioactive molecules, particularly in the design of anticancer, immunomodulatory, and enzyme inhibitor compounds. This compound is often utilized in medicinal chemistry for constructing analogs of thalidomide and related immunomodulatory drugs (IMiDs), where selective halogenation and heterocyclic scaffolds are critical for biological activity. Additionally, it serves as a building block for SAR studies and multi-step synthetic pathways in drug discovery programs.
Benefits
The bromine atom on the isoindolinone ring provides a reactive site for palladium-catalyzed cross-coupling reactions, enabling the attachment of diverse substituents and the creation of molecular libraries. The piperidine-2,6-dione moiety contributes to chemical stability and structural rigidity, which are essential for bioactive molecule design. The compound's multiple reactive sites allow selective functionalization, facilitating efficient synthesis of complex heterocyclic derivatives. Furthermore, its well-defined structure ensures reproducibility and high yield in multi-step syntheses, making it a reliable intermediate for advanced pharmaceutical research.
Conclusion
3-(5-Bromo-1-oxo-2,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione is a versatile and valuable intermediate in medicinal chemistry and drug development. Its brominated isoindolinone and piperidine-dione framework enables selective functionalization and the construction of biologically active derivatives. With its stability, reactivity, and adaptability, this compound plays a critical role in the synthesis of immunomodulatory, anticancer, and enzyme-inhibiting agents, supporting innovative pharmaceutical research.
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