407602

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

InSolution, ≥98%

• Synonym(s): InSolution Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor, N-(1-(2-morpholinoethyl)-1H-benzo[d]imidazol-2-yl)-3-nitrobenzamide, N-(2-Morpholinylethyl)-2-(3-nitrobenzoylamido)-benzimidazole
• Empirical Formula (Hill Notation): C₂₀H₂₁N₅O₄
• CAS Number: 509093-47-4
• Molecular Weight: 395.41
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD09752602
• Assay: ≥98% (HPLC)
• Form: liquid
• Storage condition: OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: liquid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light
• shipped in: dry ice
• storage temp.: −70°C
• 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

Description

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. The solid form of this compound (Cat. No. 407601) is also available.

Biochem/physiol Actions

Primary Target
IRAK-1/4

Reversible: yes

Target IC₅₀: 300 nM and 200 nM for IRAK-1 and -4

Packaging

Packaged under inert gas

Preparation Note

Following initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 6 months at -70°C.

Other Notes

Srivastava, R., et al. 2012. Cancer Res.72, In press.
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.

Legal Information

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

Disclaimer

Toxicity: Irritant (B)

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk: WGK 2
• flash_point_f: 188.6 °F - closed cup - (refers to pure substance)
• flash_point_c: 87 °C - closed cup - (refers to pure substance)