911704

C5 Lenalidomine-C₃-NH₂ hydrochloride

≥95%

• Synonym(s): 4-Amino-N-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)butanamide hydrochloride, C5 Lenalidomide conjugate, Crosslinker-E3 Ligase ligand conjugate, Protein degrader building block for PROTAC^® research, Template for synthesis of targeted protein degrader
• Empirical Formula (Hill Notation): C₁₇H₂₀N₄O₄ · xHCl
• Molecular Weight: 344.37 (free base basis)
• MDL number: MFCD32695617
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

• ligand: C5 Lenalidomide
• Quality Level: 100
• assay: ≥95%
• form: powder or crystals
• reaction suitability: reactivity: carboxyl reactive; reagent type: ligand-linker conjugate
• functional group: amine
• storage temp.: 2-8°C
• SMILES string: O=C1N(C2CCC(NC2=O)=O)CC3=CC(NC(CCCN)=O)=CC=C31.Cl
• InChI key: OMSXFPPNCRZPJX-UHFFFAOYSA-N

Description

Application

Protein degrader builiding block C5 Lenalidomide-C₃-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 with alternative exit vector and an alkyl-chain crosslinker with pendant amine for reactivity with an acid on the target warhead. Because even slight alterations in ligands, warheads, 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

Degrader Building Blocks for Targeted Protein Degradation

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

• pictograms: GHS08
• signalword: Warning
• hcodes: H361d,H373
• pcodes: P202 - P260 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2 - STOT RE 2
• target_organs: Blood
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable