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I5409

Sigma-Aldrich

IRAK-1/4 Inhibitor I

≥98% (HPLC), solid

Sinônimo(s):

1-(2-(4-Morpholinyl)ethyl)-2-(3-nitrobenzoylamino)benzimidazole, N-(2-Morpholinylethyl)-2-(3-nitrobenzoylamido)-benzimidazole

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About This Item

Fórmula empírica (Notação de Hill):
C20H21N5O4
Número CAS:
509093-47-4
Peso molecular:
395.41
Número MDL:
MFCD09752602
Código UNSPSC:
51111800
ID de substância PubChem:
329815384
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

solid

cor

off-white to light yellow

solubilidade

DMSO: ≥5 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

O=C(C1=CC([N+]([O-])=O)=CC=C1)NC2=NC3=C(N2CCN4CCOCC4)C=CC=C3

InChI

1S/C20H21N5O4/c26-19(15-4-3-5-16(14-15)25(27)28)22-20-21-17-6-1-2-7-18(17)24(20)9-8-23-10-12-29-13-11-23/h1-7,14H,8-13H2,(H,21,22,26)

chave InChI

QTCFYQHZJIIHBS-UHFFFAOYSA-N

Aplicação

IRAK-1/4 inhibitor I has been used in various studies to inhibit IRAK1 in hepatoma cell lines and head and neck squamous cell carcinoma (HNSCC) cell lines.

Ações bioquímicas/fisiológicas

IRAK-1/4 Inhibitor I is a novel benzimidazole that is a potent inhibitor of interleukin-1 receptor-associated kinases 1/4 (IRAK 1/4). IC50 values were 300 nM and 200 nM for IRAK-1 and -4, respectively, and >10,000 nM for a panel of 27 other kinases tested.
IRAK1 overexpression leads to the development of head and neck squamous cell carcinoma (HNSCC). Therefore, IRAK-1/4 inhibitor I might be a potential therapeutic for HNSCC tumors. Various experimental studies states that IRAK-1/4 inhibitor might have a potential to exhibit inhibitory effects on the nuclear factor (NF)-κB signaling pathway.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Targeting interleukin-1 receptor-associated kinase 1 for human hepatocellular carcinoma
Li N, et al.
Journal of Experimental & Clinical Cancer Research, 35(1), 140-140 (2016)
Federica Agliano et al.
Scientific reports, 10(1), 12100-12100 (2020-07-23)
Sterile stimuli can trigger inflammatory responses, and in some cases can lead to a variety of acute or chronic diseases. In this study, we hypothesize that a benzimidazole inhibitor may be used as a therapeutic in the treatment of sterile inflammation.
IRAK1 is a novel DEK transcriptional target and is essential for head and neck cancer cell survival
Adams AK, et al.
Oncotarget, 6(41), 43395-43395 (2015)
Jay P Powers et al.
Bioorganic & medicinal chemistry letters, 16(11), 2842-2845 (2006-03-28)
High-throughput screening of a small-molecule compound library resulted in the identification of a novel series of N-acyl 2-aminobenzimidazoles that are potent inhibitors of interleukin-1 receptor-associated kinase-4.
Kristin P Leister et al.
Current chemical genomics, 5, 21-29 (2011-06-07)
Tumor Necrosis Factor-α (TNF-α), a secreted cytokine, plays an important role in inflammatory diseases and immune disorders, and is a potential target for drug development. The traditional assays for detecting TNF-α, enzyme linked immunosorbent assay (ELISA) and radioimmunoassay, are not
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