| Identification | Back Directory | [Name]
Acetic acid, 2-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-5-yl]oxy]- | [CAS]
2467425-53-0 | [Synonyms]
Thalidomide-5-O-CH2-COOH
2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-5-yl)oxy)acetic acid
Acetic acid, 2-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-5-yl]oxy]- | [Molecular Formula]
C15H12N2O7 | [MOL File]
2467425-53-0.mol | [Molecular Weight]
332.27 |
| Chemical Properties | Back Directory | [Boiling point ]
657.7±55.0 °C(Predicted) | [density ]
1.606±0.06 g/cm3(Predicted) | [form ]
Solid | [pka]
3.01±0.10(Predicted) | [color ]
Light yellow to brown | [InChI]
InChI=1S/C15H12N2O7/c18-11-4-3-10(13(21)16-11)17-14(22)8-2-1-7(24-6-12(19)20)5-9(8)15(17)23/h1-2,5,10H,3-4,6H2,(H,19,20)(H,16,18,21) | [InChIKey]
DTZXDGPVNFRIOU-UHFFFAOYSA-N | [SMILES]
C(O)(=O)COC1C=CC2=C(C=1)C(=O)N(C1CCC(=O)NC1=O)C2=O |
| Hazard Information | Back Directory | [Uses]
Thalidomide-5-O-CH2-COOH is an E3 Ligase Ligand-Linker Conjugate consisting of Thalidomide (HY-14658) and NH-PEG3-NH-Boc. Thalidomide-5-O-CH2-COOH acts as a ligand for Cereblon to recruit CRBN protein. Thalidomide-5-O-CH2-COOH is a key intermediate in the synthesis of PROTAC molecules designed based on CRBN. | [IC 50]
Cereblon | [References]
[1] Fischer ES, et al. Structure of the DDB1-CRBN E3 ubiquitin ligase in complex with thalidomide. Nature. 2014 Aug 7;512(7512):49-53.??[Content Brief] DOI:10.1038/nature13527 |
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