2-(2,6-dioxopiperidin-3-yl)benzo[de]isoquinoline-1,3-dione

Background Introduction

2-(2,6-dioxopiperidin-3-yl)benzo[de]isoquinoline-1,3-dione is a derivative of the phthalimide family, related to thalidomide analogs that are frequently employed as E3 ligase ligands in targeted protein degradation research. This compound contains structural features optimized for Cereblon (CRBN) recruitment, making it a valuable building block for the design and synthesis of PROTACs (Proteolysis Targeting Chimeras). The rigid polycyclic core and substituted piperidine moiety provide enhanced binding affinity and chemical versatility, broadening the utility of this E3 ligase ligand in drug discovery and chemical biology applications.

Mechanism

This molecule acts as a high-affinity CRBN E3 ligase recruiter. Upon conjugation to a ligand targeting a protein of interest via an appropriate linker, it brings CRBN into proximity with the target protein within the cell. This spatial convergence facilitates the E3 ubiquitin ligase complex's tagging of the target protein with ubiquitin, signaling it for degradation by the proteasome. The compound's rigid and planar structure is designed to improve binding efficiency with CRBN, which in turn increases the potency and selectivity of the resultant PROTAC molecules.

Applications

2-(2,6-dioxopiperidin-3-yl)benzo[de]isoquinoline-1,3-dione is widely used in the synthesis of novel PROTACs and other targeted protein degradation molecules for CRBN-based strategies. Its main applications include:

• Serving as a CRBN ligand for the construction of bifunctional PROTAC molecules.
• Facilitating drug discovery campaigns focused on undruggable or disease-relevant proteins by providing a platform for selective degradation.
• Enabling SAR (structure-activity relationship) studies on E3 ligase binder optimization.
• Supporting academic and CRO research for custom degrader synthesis and evaluation.

Overall, this compound is a key intermediate for developing next-generation therapies and research tools in the expanding field of targeted protein degradation.

• High-purity compound verified by HPLC, NMR, and LC-MS
• Consistent batch-to-batch reproducibility with complete QC documentation
• Supplied with COA, MSDS, and analytical data for traceability
• Reliable global shipping with stability-guaranteed packaging
• Dedicated technical support and optional custom synthesis service
• Demonstrates strong binding affinity to CRBN, VHL, or other E3 ligases
• Enables stable E3 ligase recruitment for targeted protein degradation
• Highly specific binding affinity for CRBN E3 ligase enables efficient target protein ubiquitination.
• Optimized core structure facilitates the design of potent and selective PROTAC molecules for targeted protein degradation.