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901558

Sigma-Aldrich

Lenalidomide

≥95%

Sinónimos:

1-Oxo-4-amino-2-(2,6-dioxopiperidin-3-yl)isoindole, 3-(4-Amino-1,3-dihydro-1-oxo-2H-isoindol-2-yl)-2,6-piperidinedione, 3-(4-Amino-1-oxoisoindolin-2-yl)piperidine-2,6-dione, E3 Ligase ligand, Ligand for PROTAC® research

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About This Item

Fórmula empírica (notación de Hill):
C13H13N3O3
Número de CAS:
191732-72-6
Peso molecular:
259.26
Número MDL:
MFCD07772307
Código UNSPSC:
12352101
NACRES:
NA.22

ligand

lenalidomide

Ensayo

≥95%

Formulario

powder

idoneidad de la reacción

reagent type: ligand

mp

265-268  °C

temp. de almacenamiento

2-8°C

cadena SMILES

O=C1N(C2CCC(NC2=O)=O)CC3=C1C=CC=C3N

InChI

1S/C13H13N3O3/c14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11(17)15-12(10)18/h1-3,10H,4-6,14H2,(H,15,17,18)

Clave InChI

GOTYRUGSSMKFNF-UHFFFAOYSA-N

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Aplicación

Lenalidomide is a ligand demonstrated to bind the Cereblon (CRBN) protein. Lenalidomide, along with other thalidomide derivatives, are useful for constructing small molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. Explore protein degrader building blocks, E3 ligase ligand-linker conjugates that simplify the synthesis and library generation of PROTACs.

.

Otras notas

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Structure of the human Cereblon–DDB1–lenalidomide complex reveals basis for responsiveness to thalidomide analogs

Lenalidomide causes selective degradation of IKZF1 and IKZF3 in multiple myeloma cells

The myeloma drug lenalidomide promotes the cereblon-dependent destruction of Ikaros proteins

Información legal

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

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Referencia del producto
Descripción
Precios

P0018

Pomalidomide, ≥98% (HPLC)

901488

(S,R,S)-AHPC-PEG2-NH2 hydrochloride, ≥95%

901493

(S,R,S)-AHPC-PEG1-NH2 hydrochloride, ≥95%

901494

N-Methylated pomalidomide, ≥98%

901495

Pomalidomide-PEG3-NH2 hydrochloride, ≥95%

901496

Pomalidomide-C6-CO2H, ≥98%

901500

Pomalidomide-C3-CO2H, ≥95%

901503

(S,R,S)-AHPC-PEG1-Alkyne, ≥95%

901511

(S,R,S)-AHPC-PEG3-NH2 hydrochloride, ≥95%

901504

Pomalidomide-PEG3-CO2H, ≥95%

901517

(S,R,S)-AHPC-PEG2-Alkyne, ≥95%

901516

Pomalidomide-PEG1-NH2 hydrochloride, ≥95%

901513

Pomalidomide-PEG2-NH2 hydrochloride, ≥95%

901523

Pomalidomide-PEG1-Alkyne, ≥98%

901533

(S,R,S)-AHPC-PEG3-Alkyne, ≥95%

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(S,R,S)-AHPC-C6-CO2H hydrochloride

901531

Pomalidomide-PEG3-Alkyne, ≥95%

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Pomalidomide-PEG2-Alkyne, ≥95%

901527

Pomalidomide-PEG1-CO2H, ≥95%

901526

Pomalidomide-PEG2-CO2H, 95%

901525

Pomalidomide-C9-CO2H, ≥95%

901835

Pomalidomide-PEG6-Alkyne

901834

Pomalidomide-PEG5-Alkyne, ≥95%

901833

Pomalidomide-PEG4-Alkyne

901832

Pomalidomide-PEG6-NH2 hydrochloride, ≥98%

901831

Pomalidomide-PEG5-NH2 hydrochloride

901830

Pomalidomide-PEG4-NH2 hydrochloride, ≥95%

901829

Pomalidomide-PEG6-CO2H

901828

Pomalidomide-PEG5-CO2H, ≥95%

901824

Pomalidomide-PEG4-CO2H

901860

(S,R,S)-AHPC-PEG6-NH2 hydrochloride, ≥95%

901855

(S,R,S)-AHPC-PEG5-Alkyne

901851

(S,R,S)-AHPC-PEG4-Alkyne

901850

(S,R,S)-AHPC-PEG5-NH2 hydrochloride

901873

(S,R,S)-AHPC-PEG6-Alkyne

903434

Pomalidomide-PEG6-butyl azide, ≥95%

903442

Pomalidomide-PEG6-butyl iodide, ≥95%

903833

Pomalidomide-PEG2-azide

903825

Pomalidomide-PEG1-azide

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(S,R,S)-AHPC-PEG1-azide

904651

(S,R,S)-AHPC-PEG3-azide, ≥95%

904724

Pomalidomide-PEG2-butyl iodide, ≥95%

904708

Pomalidomide-C6-PEG3-butyl iodide, ≥95%

904678

Pomalidomide-PEG3-azide

904686

Pomalidomide-C6-PEG3-butyl azide, ≥95%

904813

(S,R,S)-AHPC-PEG2-azide

904821

(S,R,S)-AHPC-C6-PEG3-butyl azide, ≥95%

904880

Pomalidomide-C6-PEG1-C3-PEG1-butyl azide, ≥95%

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Pomalidomide-PEG2-butyl azide, ≥95%

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(S,R,S)-AHPC-PEG6-butyl azide, ≥95%

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(S,R,S)-AHPC-C6-PEG1-C3-PEG1-butyl azide, ≥95%

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(S,R,S)-AHPC-PEG6-butyl amine hydrochloride, ≥95%

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(S,R,S)-AHPC-PEG2-butyl azide, ≥95%

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(S,R,S)-AHPC-C6-PEG3-butyl amine hydrochloride, ≥95%

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Pomalidomide-PEG6-butyl amine hydrochloride, ≥95%

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Pomalidomide-C6-PEG3-butyl amine hydrochloride, ≥98%

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(S,R,S)-AHPC-PEG2-butyl chloride

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(S,R,S)-AHPC-C6-PEG3-butyl chloride, ≥95%

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(S,R,S)-AHPC-C6-PEG1-C3-PEG1-butyl chloride, 95%

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(S,R,S)-AHPC-PEG6-butyl chloride

909378

(S,R,S)-AHPC-PEG6-Azide, ≥95%

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Pomalidomide-PEG4-Azide, ≥95%

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Pomalidomide-PEG5-azide, ≥95%

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Pomalidomide-PEG6-azide, ≥95%

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(S,R,S)-AHPC-PEG4-Azide, ≥95%

910449

Pomalidomide-PEG2-butyl CO2H, ≥95%

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Pomalidomide-PEG6-butyl alkyne, ≥95%

910597

(S,R,S)-AHPC-PEG6-butyl alkyne, ≥95%

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(S,R,S)-AHPC-PEG6-butyl CO2H, ≥95%

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(S,R,S)-AHPC-C6-PEG3-butyl alkyne, ≥95%

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Pomalidomide-PEG6-butyl CO2H, ≥95%

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C5 Lenalidomide, ≥95%

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Pomalidomide-C3-NH2 hydrochloride, ≥95%

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C5 Lenalidomide-PEG1-piperazine hydrochloride, ≥95%

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Biotin-Thalidomide, ≥95%

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Pomalidomide-dipiperazine-NH2 hydrochloride, ≥95%

916536

Pomalidomide-piperazine-pyridine-alkyne-NH2 hydrochloride

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C5 Lenalidomide-piperazine-pyridine-alkyne-NH2 hydrochloride, ≥95%

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C5 Lenalidomide-C6-PEG1-C3-PEG1-Butyl NH2 hydrochloride, ≥95%

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CCW16, ≥95%

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C5 Lenalidomide-PEG2-Butyl NH2 hydrochloride, ≥95%

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5-Amino-Thalidomide, ≥95%

Pictogramas

Health hazard
GHS08

Palabra de señalización

Danger

Frases de peligro

H360D,H373

Clasificaciones de peligro

Repr. 1B - STOT RE 2

Órganos de actuación

Blood

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
MKCV5383
MKCV6532
MKCT8216
MKCS2678
MKCR9632

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Visite la Librería de documentos

Inchul You et al.
Cell chemical biology, 27(1), 66-73 (2019-12-21)
The PI3K/AKT signaling cascade is one of the most commonly dysregulated pathways in cancer, with over half of tumors exhibiting aberrant AKT activation. Although potent small-molecule AKT inhibitors have entered clinical trials, robust and durable therapeutic responses have not been
Jan Krönke et al.
Science (New York, N.Y.), 343(6168), 301-305 (2013-12-03)
Lenalidomide is a drug with clinical efficacy in multiple myeloma and other B cell neoplasms, but its mechanism of action is unknown. Using quantitative proteomics, we found that lenalidomide causes selective ubiquitination and degradation of two lymphoid transcription factors, IKZF1
Philip P Chamberlain et al.
Nature structural & molecular biology, 21(9), 803-809 (2014-08-12)
The Cul4-Rbx1-DDB1-Cereblon E3 ubiquitin ligase complex is the target of thalidomide, lenalidomide and pomalidomide, therapeutically important drugs for multiple myeloma and other B-cell malignancies. These drugs directly bind Cereblon (CRBN) and promote the recruitment of substrates Ikaros (IKZF1) and Aiolos
Richard J Visconti et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 36(10), 1914-1930 (2021-06-27)
Human myeloma bone disease (MBD) occurs when malignant plasma cells migrate to the bone marrow and commence inimical interactions with stromal cells, disrupting the skeletal remodeling process. The myeloma cells simultaneously suppress osteoblastic bone formation while promoting excessive osteoclastic resorption.
Guangyan Du et al.
Cell chemical biology, 29(10), 1470-1481 (2022-09-08)
Targeted protein degradation (TPD) uses small molecules to recruit E3 ubiquitin ligases into the proximity of proteins of interest, inducing ubiquitination-dependent degradation. A major bottleneck in the TPD field is the lack of accessible E3 ligase ligands for developing degraders.
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