916536

Pomalidomide-piperazine-pyridine-alkyne-NH₂ hydrochloride

• Synonym(s): 4-(4-(5-(3-Aminoprop-1-yn-1-yl)pyridin-2-yl)piperazin-1-yl)-N-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)butanamide hydrochloride, Crosslinker−E3 Ligase ligand conjugate, Pomalidomide conjugate, Protein degrader building block for PROTAC^® research, Template for synthesis of targeted protein degrader
• Empirical Formula (Hill Notation): C₂₉H₃₁N₇O₅ · xHCl
• Molecular Weight: 557.60 (free base basis)
• UNSPSC Code: 12352101

Properties

• form: powder
• reaction suitability: reactivity: carboxyl reactive; reagent type: ligand-linker conjugate
• functional group: amine
• storage temp.: 2-8°C
• SMILES string: O=C(N(C1CCC(NC1=O)=O)C2=O)C3=C2C=CC=C3NC(CCCN4CCN(C5=CC=C(C#CCN)C=N5)CC4)=O.Cl

Description

Application

Protein degrader building block Pomalidomide-piperazine-pyridine-alkyne-NH2 hydrochloride enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a Cereblon (CRBN)-recruiting ligand, a rigid linker, and a pendant amine for reactivity with an acid on the target warhead. Because even slight alterations in ligands and crosslinkers can affect ternary complex formation between the target, E3 ligase, and PROTAC, many analogs are prepared to screen for optimal target degradation. When used with other protein degrader building blocks with a terminal amine, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Other Notes

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC^® Degraders for Targeted Protein Degradation

Targeted Protein Degradation by Small Molecules

Small-Molecule PROTACS: New Approaches to Protein Degradation

Targeted Protein Degradation: from Chemical Biology to Drug Discovery

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3