3-(2-oxo-1,3-benzoxazol-3-yl)piperidine-2,6-dione

Background Introduction

3-(2-oxo-1,3-benzoxazol-3-yl)piperidine-2,6-dione is a specialized small molecule that serves as a high-affinity ligand for the Cereblon (CRBN) E3 ubiquitin ligase. Structurally derived from the well-established immunomodulatory imide drugs (IMiDs), this compound incorporates a benzoxazole motif, offering unique binding characteristics and enhanced utility in targeted protein degradation (TPD) approaches. Its stability, selective binding, and synthetic versatility make it a valuable scaffold for the design of next-generation PROTACs and molecular glue degraders.

Mechanism

This compound binds to the CRBN portion of the CUL4-CRBN E3 ubiquitin ligase complex. By occupying the IMiD-binding site, it facilitates the recruitment of CRBN to target proteins when conjugated to a target-specific ligand. This induced proximity leads to ubiquitination and subsequent proteasomal degradation of the target protein. The benzoxazolyl modification is designed to optimize CRBN engagement and improve the pharmacokinetic profile for downstream applications in PROTAC or molecular glue technology.

Applications

3-(2-oxo-1,3-benzoxazol-3-yl)piperidine-2,6-dione is ideal for:

• Synthesis of CRBN-recruiting PROTACs for targeted protein degradation in cancer and beyond
• Development of novel molecular glue degraders with enhanced CRBN selectivity
• Structure-activity relationship (SAR) studies focusing on E3 ligase ligand optimization
• Medicinal chemistry efforts to generate innovative therapeutic modalities via targeted ubiquitin-proteasome system (UPS) manipulation

Researchers and CROs value this molecule for its robust performance in linking the CRBN E3 ligase with a broad array of target ligands, supporting the advancement of precision medicine and next-generation drug discovery.

• 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
• High affinity for CRBN E3 ligase, enabling efficient target protein degradation in PROTAC applications.
• Versatile scaffold for the development of novel cereblon-recruiting ligands, expanding possibilities in targeted protein degradation research.