3-[4-(4-methylpiperazin-1-yl)anilino]piperidine-2,6-dione
CAS No.: 2259851-17-5
Cat No.: BP-200060
4.5 
3-[4-(4-methylpiperazin-1-yl)anilino]piperidine-2,6-dione is a high-purity E3 ligase ligand widely utilized in PROTAC (Proteolysis Targeting Chimera) research and drug discovery. As an analog of thalidomide, this compound specifically binds to the cereblon (CRBN) E3 ubiquitin ligase, serving as a key building block for constructing targeted protein degraders. Its unique structure facilitates linker attachment and enables the rational design of new PROTACs aimed at selective protein degradation. This ligand is indispensable for researchers developing novel CRBN-based PROTACs to target disease-relevant proteins for therapeutic intervention.
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Structure of 2259851-17-5
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* For research and manufacturing use only. Not for human or clinical use.
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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.
• 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
* 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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