Azido-Thalidomide

Azido-thalidomide is a building block in the synthesis of proteolysis-targeting chimera (PROTAC) technologies. It contains thalidomide, which is a ligand for the E3 ubiquitin ligase cereblon, and can be conjugated to alkynylated ligands for target proteins via click chemistry. Azido-thalidomide has been used in the synthesis of a SirReal-based PROTAC for the degradation of sirtuin 2 (Sirt2) in cells.Formal Name: N-(4-azidobutyl)-2-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]-acetamide. CAS Number: 2098488-36-7. Synonyms: Click Tag(TM) Azido-Thalidomide. Molecular Formula: C19H20N6O6. Formula Weight: 428.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 12 mg/ml, DMSO: 12 mg/ml, DMSO:PBS (pH 7.2)(1:8): 0.11 mg/ml. lambdamax: 219 nm. SMILES: O=C(C1=C2C(OCC(NCCCCN=[N+]=[N-])=O)=CC=C1)N(C3C(NC(CC3)=O)=O)C2=O. InChi Code: InChI=1S/C19H20N6O6/c20-24-22-9-2-1-8-21-15(27)10-31-13-5-3-4-11-16(13)19(30)25(18(11)29)12-6-7-14(26)23-17(12)28/h3-5,12H,1-2,6-10H2,(H,21,27)(H,23,26,28). InChi Key: USWFAZSQVLTHHA-UHFFFAOYSA-N.