911666

Pomalidomide-C₆-NH₂ hydrochloride

≥95%

• Synonym(s): 4-((6-Aminohexyl)amino)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione hydrochloride, Crosslinker−E3 ligase ligand conjugate, Pomalidomide conjugate, Protein degrader building block for PROTAC^® research, Template for synthesis of targeted protein degrader
• Empirical Formula (Hill Notation): C₁₉H₂₄N₄O₄ · xHCl
• CAS Number: 2375194-37-7
• Molecular Weight: 372.42 (free base basis)
• MDL number: MFCD31729298
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

• ligand: pomalidomide
• Quality Segment: 200
• assay: ≥95%
• form: powder
• reaction suitability: reactivity: carboxyl reactive, reagent type: ligand-linker conjugate
• technique(s): targeted protein degradation: suitable
• functional group: amine
• storage temp.: 2-8°C
• SMILES string: O=C(C(CC1)N(C2=O)C(C3=C2C=CC=C3NCCCCCCN)=O)NC1=O.Cl
• InChI: 1S/C19H24N4O4.ClH/c20-10-3-1-2-4-11-21-13-7-5-6-12-16(13)19(27)23(18(12)26)14-8-9-15(24)22-17(14)25;/h5-7,14,21H,1-4,8-11,20H2,(H,22,24,25);1H
• InChI key: PBGMRXNTLPSDNR-UHFFFAOYSA-N

Description

Application

Protein degrader building block Pomalidomide-C₆-NH₂ hydrochloride enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a Cereblon (CRBN)-recruiting ligand and an alkyl-chain crosslinker with pendant amine for reactivity with an acid on the target ligand. Because even slight alterations in ligands and crosslinkers can affect ternary complex formation between the target, E3 ligase, and PROTAC, many analogs are prepared to screen for optimal target degradation. When used with other protein degrader building blocks with a terminal amine, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Other Notes

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC^® Degraders for Targeted Protein Degradation

Proteolysis Targeting Chimeras for the Selective Degradation of Mcl-1/Bcl-2 Derived from Nonselective Target Binding Ligands

Chemoselective Synthesis of Lenalidomide-Based PROTAC Library Using Alkylation Reaction

Identification of New Small-Molecule Inducers of Estrogen-related Receptor α (ERRα) Degradation

Discovery of MD-224 as a First-in-Class, Highly Potent and Efficacious PROTAC MDM2 Degrader Capable of Achieving Complete and Durable Tumor Regression

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Safety Information

• Pictograms: GHS08
• Signal Word: Danger
• Hazard Codes: H360D
• Precautionary Statements: P201 - P308 + P313
• Hazard Classifications: Repr. 1B
• Storage Class: 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