Name: Lenalidomide 4'-alkyl-C3-azide
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HIT ID:HIT218832805
Cas No:
Common Name:Lenalidomide 4'-alkyl-C3-azide
IUPAC:3-{4-[(3-azidopropyl)amino]-1-oxo-2,3-dihydro-1H-isoindol-2-yl}piperidine-2,6-dione
IUPAC:3-{4-[(3-azidopropyl)amino]-1-oxo-2,3-dihydro-1H-isoindol-2-yl}piperidine-2,6-dione
InChIKey:BUOALKMQQKQMCO-UHFFFAOYSA-N

Molecular Formula:C16H18N6O3
Molecular Weight:342.359
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:[N-]=[N+]=NCCCNc1cccc2C(=O)N(Cc12)C1CCC(=O)NC1=O
SMILES:[N-]=[N+]=NCCCNc1cccc2C(=O)N(Cc12)C1CCC(=O)NC1=O

Lenalidomide 4'-alkyl-C3-azide (compound 4a), a chemically modified version of the orally active immunomodulator lenalidomide, is engineered for the synthesis of PROTACs. This compound, serving as a ligand for the ubiquitin E3 ligase cereblon (CRBN), integrates an Azide group, enabling it to participate in copper-catalyzed azide-alkyne cycloaddition reactions (CuAAc) with alkyne-bearing molecules. Additionally, it can undergo strain-promoted alkyne-azide cycloaddition reactions (SPAAC) with molecules containing DBCO or BCN groups ^[1].

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