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Merck
CN

407601

Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor

The Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor controls the activity of Interleukin-1 Receptor-Associated-Kinase-1/4. Primarily used for Phosphorylation & Dephosphorylation apps.

Synonym(s):

Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor, IRAK-1/4 Inhibitor, N-(2-Morpholinylethyl)-2-(3-nitrobenzoylamido)-benzimidazole

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About This Item

Empirical Formula (Hill Notation):
C20H21N5O4
CAS Number:
509093-47-4
Molecular Weight:
395.41
MDL number:
MFCD09752602
UNSPSC Code:
12352202
NACRES:
NA.77

Key Documents

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Product Name

Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor, The Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor controls the activity of Interleukin-1 Receptor-Associated-Kinase-1/4. Primarily used for Phosphorylation & Dephosphorylation apps.

SMILES string

[N+](=O)([O-])c1cc(ccc1)C(=O)Nc2[n](c4c(n2)cccc4)CCN3CCOCC3

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)

InChI key

QTCFYQHZJIIHBS-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 10 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Interleukin-1 receptor-associated kinases
Product does not compete with ATP.
Reversible: no
Target IC50: 300 nM and 200 nM for IRAK-1 and -4

Disclaimer

Toxicity: Harmful (C)

General description

A cell-permeable benzimidazole compound that acts as a potent and selective inhibitor of interleukin-1 receptor-associated kinases (IC50 = 300 nM and 200 nM for IRAK-1 and -4). Shown to exhibit little activity against a panel of 27 other kinases (IC50 >10 µM), including lck and src. Also available as a 25 mM solution in DMSO (Cat. No. 407602).

Other Notes

Bhattacharyya, S., et al. 2007. Am. J. Physiol. Gastrointest. Liver Physiol.293, G429.
Powers, J.P., et al. 2006. Bioorg. Med. Chem. Lett.16, 2842.

Packaging

Packaged under inert gas

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Steven P Treon et al.
The New England journal of medicine, 367(9), 826-833 (2012-08-31)
Waldenström's macroglobulinemia is an incurable, IgM-secreting lymphoplasmacytic lymphoma (LPL). The underlying mutation in this disorder has not been delineated. We performed whole-genome sequencing of bone marrow LPL cells in 30 patients with Waldenström's macroglobulinemia, with paired normal-tissue and tumor-tissue sequencing

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