I5409

IRAK-1/4 Inhibitor I

Name: IRAK-1/4 Inhibitor I
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

1-(2-(4-Morpholinyl)ethyl)-2-(3-nitrobenzoylamino)benzimidazole, 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:

51111800

PubChem Substance ID:

329815384

NACRES:

NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

off-white to light yellow

solubility

DMSO: ≥5 mg/mL

storage temp.

2-8°C

SMILES string

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)

InChI key

QTCFYQHZJIIHBS-UHFFFAOYSA-N

Related Categories

Bioactive Small Molecule Inhibitors

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Show Differences

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This Item	407601	407602	C3742
Sigma-Aldrich I5409 IRAK-1/4 Inhibitor I	Sigma-Aldrich 407601 Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor	Sigma-Aldrich 407602 Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor	Sigma-Aldrich C3742 Chk2 Inhibitor II hydrate
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form solid	form crystalline solid	form liquid	form solid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. −20°C	storage temp. −70°C	storage temp. 2-8°C
solubility DMSO: ≥5 mg/mL	solubility DMSO: 10 mg/mL	solubility -	solubility DMSO: ≥2 mg/mL (warmed)
color off-white to light yellow	color yellow	color -	color off-white to tan

Application

IRAK-1/4 inhibitor I has been used in various studies to inhibit IRAK1 in hepatoma cell lines[1] and head and neck squamous cell carcinoma (HNSCC) cell lines.[2]

Biochem/physiol Actions

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.

IRAK-1/4 Inhibitor I is a potent inhibitor of interleukin-1 receptor-associated kinases 1/4 (IRAK 1/4, with IC₅₀ values of 300 nM and 200 nM for IRAK-1 and -4, respectively.

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.[2] 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.[3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Impact of Inflammation-Induced Tumor Plasticity during Myeloid Transformation.

Yeaton, et al.

Cancer Discovery, 12, 2392-2413 (2023)

A benzimidazole inhibitor attenuates sterile inflammation induced in a model of systemic autoinflammation in female mice.

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)

IRAK inhibitor can improve insulin sensitivity in insulin-resistant mice fed with a high-fat diet.

Mostafa Allahyari et al.

Asian biomedicine : research, reviews and news, 14(6), 253-260 (2020-12-31)

Obesity and the inflammation associated with it, play a key role in the development of insulin resistance through the release of inflammatory cytokines and free fatty acids and the stimulation of toll-like receptors (TLR). Interleukin-1 receptor-associated kinase (IRAK), which mediates

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)

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