Phenyl-glutarimide 4'-piperazine

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Description: Piperazine-functionalized cereblon ligand for PROTAC development
Chemical Name: 3-[4-(1-Piperazinyl)phenyl]-2,6-piperidinedione dihydrochloride
Purity: ≥95% (HPLC)
Datasheet
Citations
Reviews
Literature (1)

Biological Activity for Phenyl-glutarimide 4'-piperazine

Phenyl-glutarimide 4'-piperazine is a piperazine-functionalized cereblon ligand that can be used for PROTAC® Degrader development. The compound can be used to develop PG-PROTACs that exhibit improved stability to hydrolysis and potency compared with PROTACs synthesized using IMiD (immunomodulatory imide drug) analogs.

Please contact us for SD files of our available Degrader Building Blocks.

PROTAC® is a registered trademark of Arvinas Operations, Inc., and is used under license.

Usage Guidelines for Phenyl-glutarimide 4'-piperazine

This product is provided for use in onward chemistry. Suitable solvents can be used.

Technical Data for Phenyl-glutarimide 4'-piperazine

M. Wt 346.25
Formula C15H19N3O2.2HCl
Storage Store at -20°C
Purity ≥95% (HPLC)
CAS Number 2902651-89-0
InChI Key DUZCAOXBUQOLHN-UHFFFAOYSA-N
Smiles O=C1CCC(C2=CC=C(N3CCNCC3)C=C2)C(N1)=O.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Product Datasheets for Phenyl-glutarimide 4'-piperazine

References for Phenyl-glutarimide 4'-piperazine

References are publications that support the biological activity of the product.

Min et al (2021) Phenyl-glutarimides: alternative cereblon binders for the design of PROTACs. Angew.Chem.Int.Ed. 60 26663 PMID: 34614283

Alcock et al (2022) Development of potent and selective Janus kinase 2/3 directing PG-PROTACs. ACS.Med.Chem.Lett. 13 475 PMID: 35300081


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Citations for Phenyl-glutarimide 4'-piperazine

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Literature in this Area

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Targeted Protein Degradation Poster

Targeted Protein Degradation Poster

Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia