901558

Lenalidomide

≥95%

• Synonym(s): 1-Oxo-4-amino-2-(2,6-dioxopiperidin-3-yl)isoindole, 3-(4-Amino-1,3-dihydro-1-oxo-2H-isoindol-2-yl)-2,6-piperidinedione, 3-(4-Amino-1-oxoisoindolin-2-yl)piperidine-2,6-dione, E3 Ligase ligand, Ligand for PROTAC^® research
• Empirical Formula (Hill Notation): C₁₃H₁₃N₃O₃
• CAS Number: 191732-72-6
• Molecular Weight: 259.26
• MDL number: MFCD07772307
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

• ligand: lenalidomide
• Assay: ≥95%
• form: powder
• reaction suitability: reagent type: ligand
• mp: 265-268 °C
• storage temp.: 2-8°C
• SMILES string: O=C1N(C2CCC(NC2=O)=O)CC3=C1C=CC=C3N
• InChI: 1S/C13H13N3O3/c14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11(17)15-12(10)18/h1-3,10H,4-6,14H2,(H,15,17,18)
• InChI key: GOTYRUGSSMKFNF-UHFFFAOYSA-N

Description

Application

Lenalidomide is a ligand demonstrated to bind the Cereblon (CRBN) protein. Lenalidomide, along with other thalidomide derivatives, are useful for constructing small molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. Explore protein degrader building blocks, E3 ligase ligand-linker conjugates that simplify the synthesis and library generation of PROTACs.

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Other Notes

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC^® Degraders for Targeted Protein Degradation

Structure of the human Cereblon–DDB1–lenalidomide complex reveals basis for responsiveness to thalidomide analogs

Lenalidomide causes selective degradation of IKZF1 and IKZF3 in multiple myeloma cells

The myeloma drug lenalidomide promotes the cereblon-dependent destruction of Ikaros proteins

Legal Information

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

Safety Information

• Pictograms: GHS08
• Signal Word: Danger
• Hazard Statements: H360D,H373
• Precautionary Statements: P202 - P260 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 1B - STOT RE 2
• Target Organs: Blood
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable