2-Phenylglutarimide

Background Introduction

2-Phenylglutarimide is a structural analog of glutarimide compounds, known for their utility as E3 ligase ligands in targeted protein degradation strategies. As a small-molecule ligand, 2-Phenylglutarimide is capable of engaging with specific E3 ligases, making it a valuable building block for designing PROTACs and related bifunctional molecules in the expanding field of targeted protein degradation.

Mechanism

2-Phenylglutarimide functions by binding to selected E3 ubiquitin ligases, thereby facilitating the recruitment of the ligase to a target protein when incorporated into a PROTAC construct. This induced proximity results in the ubiquitination of the target protein, marking it for recognition and degradation by the 26S proteasome. The phenyl modification at the 2-position provides additional structural tuning, potentially optimizing E3 ligase binding affinity and selectivity, which is beneficial for fine-tuning PROTAC efficacy and specificity.

Applications

2-Phenylglutarimide is primarily used as an E3 ligase ligand scaffold in the synthesis of PROTACs for chemical biology and drug discovery purposes. Its applications include:

• Serving as a core component for constructing bifunctional degrader molecules targeting disease-relevant proteins
• Enabling the development and screening of novel E3 ligase binding moieties for improved selectivity and potency
• Facilitating structure-activity relationship (SAR) studies focused on optimizing ligase engagement and degradation profiles
• Supporting academic and pharmaceutical research into the mechanisms of targeted protein degradation and E3 ligase biology

• 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
• Core building block for designing CRBN-targeting ligands in PROTAC synthesis, enabling selective protein degradation.
• High chemical stability and synthetic versatility make it suitable for customized drug discovery applications.