930792

3-[1,3-Dihydro-4-(4-hydroxy-1-butyn-1-yl)-1-oxo-2H-isoindol-2-yl]-2,6-piperidinedione

≥95.0%

• Synonym(e): 2,6-Piperidinedione, 3-[1,3-dihydro-4-(4-hydroxy-1-butyn-1-yl)-1-oxo-2H-isoindol-2-yl]
• Empirische Formel (Hill-System): C₁₇H₁₆N₂O₄
• CAS-Nummer: 2207541-23-7
• Molekulargewicht: 312.32
• UNSPSC Code: 12352101
• NACRES: NA.21
• MDL number: MFCD32903468

Eigenschaften

• Quality Segment: 100
• assay: ≥95.0%
• form: powder
• functional group: hydroxyl
• storage temp.: 2-8°C
• SMILES string: O=C1NC(=O)C(N2C(=O)C=3C=CC=C(C#CCCO)C3C2)CC1
• InChI: 1S/C17H16N2O4/c20-9-2-1-4-11-5-3-6-12-13(11)10-19(17(12)23)14-7-8-15(21)18-16(14)22/h3,5-6,14,20H,2,7-10H2,(H,18,21,22)
• InChI key: CXYDJLZSIZXGEC-UHFFFAOYSA-N

Beschreibung

Application

3-[1,3-Dihydro-4-(4-hydroxy-1-butyn-1-yl)-1-oxo-2H-isoindol-2-yl]-2,6-piperidinedione is a functionalized cereblon (CRBN) ligand used in the development of lenalidomide-based protein degrader building blocks. Can be activated by many nucleophiles or form ether linkages through its terminal hydroxyl group. A basic building block for development of a protein degrader library.

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks

Other Notes

Targeted Protein Degradation by Small Molecules

Destruction of DNA-Binding Proteins by Programmable Oligonucleotide PROTAC (O′PROTAC): Effective Targeting of LEF1 and ERG

Small-Molecule PROTACS: New Approaches to Protein Degradation

Targeted Protein Degradation: from Chemical Biology to Drug Discovery

Impact of linker length on the activity of PROTACs

Sicherheitshinweise

• pictograms: GHS08
• signalword: Danger
• hcodes: H360D
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 1B
• Lagerklasse: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable