3-[4-(4-methylpiperazin-1-yl)anilino]piperidine-2,6-dione

Background Introduction

3-[4-(4-methylpiperazin-1-yl)anilino]piperidine-2,6-dione is a small-molecule ligand structurally related to thalidomide analogs, designed as a potent recruiter of the E3 ubiquitin ligase Cereblon (CRBN) in targeted protein degradation research. Its distinct 4-methylpiperazine modification enhances binding properties and pharmacokinetic profiles, making it a valuable scaffold in the development of heterobifunctional PROTAC (Proteolysis Targeting Chimeras) molecules.

Mechanism

This compound functions as a CRBN E3 ligase ligand that selectively binds to the Cereblon component of the CUL4A-DDB1 E3 ubiquitin ligase complex. Upon conjugation to a ligand targeting a protein of interest, it facilitates the proximity-driven ubiquitination and subsequent proteasomal degradation of target proteins. The anilino and piperazinyl substitutions optimize E3 ligase recruitment and linker attachment, which are critical for PROTAC design and efficacy.

Applications

3-[4-(4-methylpiperazin-1-yl)anilino]piperidine-2,6-dione is widely utilized in the design and synthesis of CRBN-based PROTACs for targeted protein degradation applications in drug discovery and biomedical research. Key applications include:

• Serving as an essential E3 ligase ligand in the construction of new PROTAC degraders.
• Facilitating structure-activity relationship (SAR) studies for optimizing targeted degrader efficiency and selectivity.
• Supporting medicinal chemistry efforts for developing next-generation small molecule degraders.
• Enabling academic and CRO custom synthesis projects centered around targeted protein degradation and chemical biology research.

• 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
• Effectively binds to the CRBN E3 ligase for targeted protein degradation
• Optimized molecular structure enhances cell permeability and PROTAC potency