Thalidomide-O-C6-COOH

• CAT Number: I023804
• CAS Number: 2169266-69-5
• Molecular Formula: C20H22N2O7
• Molecular Weight: 402.40
• Purity: ≥95%
• Synonyms: 7-[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]oxyheptanoic acid
• InChI: InChI=1S/C20H22N2O7/c23-15-10-9-13(18(26)21-15)22-19(27)12-6-5-7-14(17(12)20(22)28)29-11-4-2-1-3-8-16(24)25/h5-7,13H,1-4,8-11H2,(H,24,25)(H,21,23,26)
• InChIKey: BATNDOUDCIVVSL-UHFFFAOYSA-N
• SMILES: C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)OCCCCCCC(=O)O

Thalidomide-O-C6-COOH (Cat No.: I023804) is a thalidomide derivative featuring a six-carbon alkyl linker terminating in a carboxylic acid group. The thalidomide moiety binds to cereblon (CRBN), an E3 ubiquitin ligase substrate receptor, enabling targeted protein degradation when incorporated into PROTAC (proteolysis-targeting chimera) molecules. The C6 linker provides optimal spacing for ligand–E3 ligase interactions, while the terminal carboxylic acid serves as a conjugation handle for attaching target-binding ligands. This compound is widely used in chemical biology and drug discovery to develop CRBN-recruiting degraders for therapeutic research.

Reference

[1]. Sato T, et al. Cereblon-Based Small-Molecule Compounds to Control Neural Stem Cell Proliferation in Regenerative Medicine. Front Cell Dev Biol. 2021;9:629326. Published 2021 Mar 11.
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[2]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-1008.
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