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920789

Pomalidomide-pyridine-PEG₁-piperazine hydrochloride

Name: Pomalidomide-pyridine-PEG<SUB>1</SUB>-piperazine hydrochloride
Brand: ALDRICH

别名:

N-(2-(2,6-Dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)-2-(6-(3-(piperazin-1-yl)propoxy)pyridin-3-yl)acetamide hydrochloride, Crosslinker−E3 Ligase ligand conjugate, Protein degrader building block for PROTAC^® research, Template for synthesis of targeted protein degrader

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About This Item

经验公式（希尔记法）:

C₂₇H₃₀N₆O₆ · xHCl

分子量:

534.56 (free base basis)

MDL编号:

MFCD34549907

NACRES:

NA.22

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Sigma-Aldrich

281603

1,2-二甲氧基丙烷

Sigma-Aldrich

D136808

2,2-二甲氧基丙烷

Sigma-Aldrich

177261

DPPF

Sigma-Aldrich

B56420

2-溴苯胺

Sigma-Aldrich

D122807

1,2-二碘乙烷

Sigma-Aldrich

205869

乙酸钯(II)

Sigma-Aldrich

324558

乙二醇

Sigma-Aldrich

512079

五氟苯基异氰酸酯

Sigma-Aldrich

CIX001

ComInnex IAP Ligand Library

Sigma-Aldrich

188204

对甲苯磺酰甲基异腈

ligand

pomalidomide

质量水平

100

表单

powder or crystals

反应适用性

reactivity: carboxyl reactive
reagent type: ligand-linker conjugate

官能团

amine

储存温度

2-8°C

SMILES字符串

O=C(N(C1CCC(NC1=O)=O)C2=O)C3=C2C=CC=C3NC(CC4=CC=C(OCCCN5CCNCC5)N=C4)=O.Cl

InChI

1S/C27H30N6O6.ClH/c34-21-7-6-20(25(36)31-21)33-26(37)18-3-1-4-19(24(18)27(33)38)30-22(35)15-17-5-8-23(29-16-17)39-14-2-11-32-12-9-28-10-13-32;/h1,3-5,8,16,20,28H,2,6-7,9-15H2,(H,30,35)(H,31,34,36);1H

InChI key

NQWAQGYTEGUDBW-UHFFFAOYSA-N

应用

Protein degrader building block Pomalidomide-pyridine-PEG₁-piperazine hydrochloride enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a Cereblon (CRBN)-recruiting ligand, a linker with added rigidity, 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 PROTAC, many analogs are prepared to screen for optimal target degradation. When used with other protein degrader building blocks with a pendant amine, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

其他说明

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC^® Degraders for Targeted Protein Degradation

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

法律信息

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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历史批次信息供参考:

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Targeted Protein Degradation by Small Molecules.

Daniel P Bondeson et al.

Annual review of pharmacology and toxicology, 57, 107-123 (2016-10-13)

Protein homeostasis networks are highly regulated systems responsible for maintaining the health and productivity of cells. Whereas therapeutics have been developed to disrupt protein homeostasis, more recently identified techniques have been used to repurpose homeostatic networks to effect degradation of

Impact of linker length on the activity of PROTACs.

Kedra Cyrus et al.

Molecular bioSystems, 7(2), 359-364 (2010-10-06)

Conventional genetic approaches have provided a powerful tool in the study of proteins. However, these techniques often preclude selective manipulation of temporal and spatial protein functions, which is crucial for the investigation of dynamic cellular processes. To overcome these limitations

Small-Molecule PROTACS: New Approaches to Protein Degradation.

Momar Toure et al.

Angewandte Chemie (International ed. in English), 55(6), 1966-1973 (2016-01-13)

The current inhibitor-based approach to therapeutics has inherent limitations owing to its occupancy-based model: 1) there is a need to maintain high systemic exposure to ensure sufficient in vivo inhibition, 2) high in vivo concentrations bring potential for off-target side effects, and 3) there is

Targeted Protein Degradation: from Chemical Biology to Drug Discovery.

Philipp M Cromm et al.

Cell chemical biology, 24(9), 1181-1190 (2017-06-27)

Traditional pharmaceutical drug discovery is almost exclusively focused on directly controlling protein activity to cure diseases. Modulators of protein activity, especially inhibitors, are developed and applied at high concentration to achieve maximal effects. Thereby, reduced bioavailability and off-target effects can

商品

Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.

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Pomalidomide-pyridine-PEG1-piperazine hydrochloride

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表单

反应适用性

官能团

储存温度

SMILES字符串

InChI

InChI key

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说明

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储存分类代码

WGK

闪点(°F)

闪点(°C)

法规信息

文件

分析证书(COA)

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Pomalidomide-pyridine-PEG₁-piperazine hydrochloride