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911658

Pomalidomide-C₃-NH₂ hydrochloride

Name: Pomalidomide-C<SUB>3</SUB>-NH<SUB>2</SUB> hydrochloride
Brand: ALDRICH

≥95%

别名:

4-((3-Aminopropyl)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

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About This Item

经验公式（希尔记法）:

C₁₆H₁₈N₄O₄ · xHCl

分子量:

330.34 (free base basis)

MDL编号:

MFCD31729296

UNSPSC代码:

12352101

NACRES:

NA.22

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Sigma-Aldrich

930520

Pomalidomide-PEG₂-C₂-NH₂ hydrochloride

Sigma-Aldrich

227056

N,N-二甲基甲酰胺

Sigma-Aldrich

P0018

泊马度胺

Sigma-Aldrich

920746

Pomalidomide-benzyl-piperazine hydrochloride

Sigma-Aldrich

923931

Pomalidomide-4-piperidine-C₁-piperazine hydrochloride

Sigma-Aldrich

901495

Pomalidomide-PEG₃-NH₂ hydrochloride

Sigma-Aldrich

V403

γ-戊内酯

Sigma-Aldrich

901500

Pomalidomide-C₃-CO₂H

Sigma-Aldrich

901830

Pomalidomide-PEG₄-NH₂ hydrochloride

Sigma-Aldrich

930660

Pomalidomide 4′-PEG₃-amine hydrochloride

ligand

pomalidomide

方案

≥95%

表单

powder

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(C(CC1)N(C2=O)C(C3=C2C=CC=C3NCCCN)=O)NC1=O.Cl

InChI key

MCJLKXXQNIILGB-UHFFFAOYSA-N

应用

Protein degrader building block Pomalidomide-C₃-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.

其他说明

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC^® Degraders for Targeted Protein Degradation

法律信息

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

警示用语：

Danger

危险声明

H360D

预防措施声明

P201 - P202 - P280 - P308 + P313 - P405 - P501

危险分类

Repr. 1B

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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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Discovery of MD-224 as a First-in-Class, Highly Potent, and Efficacious Proteolysis Targeting Chimera Murine Double Minute 2 Degrader Capable of Achieving Complete and Durable Tumor Regression.

Yangbing Li et al.

Journal of medicinal chemistry, 62(2), 448-466 (2018-12-12)

Human murine double minute 2 (MDM2) protein is a primary endogenous cellular inhibitor of the tumor suppressor p53 and has been pursued as an attractive cancer therapeutic target. Several potent, nonpeptide, small-molecule inhibitors of MDM2 are currently in clinical development.

Chemoselective Synthesis of Lenalidomide-Based PROTAC Library Using Alkylation Reaction.

Xing Qiu et al.

Organic letters, 21(10), 3838-3841 (2019-05-09)

An organic base-promoted chemoselective alkylation of lenalidomide with different halides was developed, which offers a novel approach to a highly functionalized lenalidomide-based PROTAC library under mild reaction conditions. DIPEA was found to act as an efficient base to trigger facile

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

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-C3-NH2 hydrochloride

≥95%

About This Item

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方案

表单

反应适用性

官能团

储存温度

SMILES字符串

InChI key

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危险分类

储存分类代码

WGK

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法规信息

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分析证书(COA)

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Pomalidomide-C₃-NH₂ hydrochloride