(R)-Thalidomide

• CAT Number: R002606
• CAS Number: 2614-06-4
• Molecular Formula: C13H10N2O4
• Molecular Weight: 258.23
• Purity: ≥95%
• Synonyms: 2-[(3R)-2,6-dioxopiperidin-3-yl]isoindole-1,3-dione
• InChI: InChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)/t9-/m1/s1
• InChIKey: UEJJHQNACJXSKW-SECBINFHSA-N
• SMILES: C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O

(R)-Thalidomide(CAT: R002606) is the optically active enantiomer of thalidomide, a glutamic acid derivative with immunomodulatory and anti-inflammatory properties. Unlike the (S)-enantiomer, which is primarily responsible for teratogenic effects, the (R)-enantiomer has been associated with the drug’s therapeutic activities, including sedation and immunomodulation. (R)-Thalidomide interacts with the cereblon (CRBN) E3 ubiquitin ligase complex, influencing protein degradation pathways and modulating immune responses. It has been studied for potential applications in treating inflammatory diseases, autoimmune disorders, and certain cancers. As an enantiopure compound, (R)-Thalidomide serves as a key reference standard for investigating chiral pharmacology, safety, and mechanism of action.