2-Phenylglutarimide
CAS No.: 14149-34-9
Cat No.: BP-200064
4.5 
2-Phenylglutarimide is a selective ligand for the E3 ubiquitin ligase cereblon (CRBN), commonly used in the design and synthesis of PROTACs (Proteolysis Targeting Chimeras). As an E3 Ligase Ligand, 2-Phenylglutarimide enables the recruitment of CRBN in targeted protein degradation strategies, facilitating the ubiquitination and subsequent proteasomal degradation of disease-related proteins. This compound is valuable for researchers developing novel PROTAC molecules and studying protein homeostasis pathways. Its structural compatibility and binding affinity make it a versatile tool in drug discovery, chemical biology, and targeted therapy research.
Structure of 14149-34-9
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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
• Consistent batch-to-batch reproducibility with complete QC documentation
• Supplied with COA, MSDS, and analytical data for traceability
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• 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.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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