923931

Pomalidomide-4-piperidine-C₁-piperazine hydrochloride

• Synonym(s): 2-(2,6-Dioxopiperidin-3-yl)-4-(4-(piperazin-1-ylmethyl)piperidin-1-yl)isoindoline-1,3-dione hydrochloride, Crosslinker−E3 ligase ligand conjugate, Protein degrader building block
• Empirical Formula (Hill Notation): C₂₃H₂₉N₅O₄ · xHCl
• Molecular Weight: 439.51 (free base basis)
• MDL number: MFCD34602212
• UNSPSC Code: 41116105
• NACRES: NA.21

Properties

• ligand: pomalidomide
• Quality Level: 100
• reaction suitability: reactivity: carboxyl reactive; reagent type: ligand-linker conjugate
• functional group: amine
• storage temp.: 2-8°C
• SMILES string: O=C1C(N2C(C(C=CC=C3N(CC4)CCC4CN5CCNCC5)=C3C2=O)=O)CCC(N1)=O.Cl
• InChI: 1S/C23H29N5O4.ClH/c29-19-5-4-18(21(30)25-19)28-22(31)16-2-1-3-17(20(16)23(28)32)27-10-6-15(7-11-27)14-26-12-8-24-9-13-26;/h1-3,15,18,24H,4-14H2,(H,25,29,30);1H
• InChI key: HICUONDYEDHQSV-UHFFFAOYSA-N

Description

Application

Protein degrader building block Pomalidomide-4-piperidine-C₁-piperazine hydrochloride enables the synthesis of molecules for targeted protein degradation and PROTAC^® (proteolysis-targeting chimeras) research. This conjugate contains a Cereblon (CRBN) recruiting ligand, a rigid linker, and a pendant amine for reactivity with a carboxylic acid on the target ligand. Because even slight alterations in ligands and crosslinkers can affect ternary complex formation between the target, E3 ligase, and degrader, 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 degrader libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks

Other Notes

Targeted Protein Degradation by Small Molecules

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

Legal Information

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

Safety Information

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