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509093-47-4

509093-47-4 Structure

509093-47-4 Structure
IdentificationBack Directory
[Name]

IRAK-1/4 INHIBITOR I
[CAS]

509093-47-4
[Synonyms]

CS-1991
IRAK-1/4 Inhibitor
IRAK-1/4 INHIBITOR I
IIRAK-1-4 Inhibitor I
Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor
N-(2-Morpholinylethyl)-2-(3-nitrobenzoylamido)-benzimidazole
N-[1-(2-morpholin-4-ylethyl)benzimidazol-2-yl]-3-nitrobenzamide
1-(2-(4-Morpholinyl)ethyl)-2-(3-nitrobenzoylamino)benzimidazole
InSolution? Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor
3-Nitro-N-(1-(2-morpholin-4-ylethyl)-1H-benzimidazol-2-yl)benzamide
N-(1-(2-morpholinoethyl)-1H-benzo[d]imidazol-2-yl)-3-nitrobenzamide
N-[1-[2-(4-Morpholinyl)ethyl]-1H-benzimidazol-2-yl]-3-nitrobenzamide
BenzaMide, N-[1-[2-(4-Morpholinyl)ethyl]-1H-benziMidazol-2-yl]-3-nitro-
IRAK-1-4 INHIBITOR I ;INTERLEUKIN-1 RECEPTOR-ASSOCIATED-KINASE-1/4 INHIBITOR
Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor - CAS 509093-47-4 - Calbiochem
InSolution Interleukin-1 Receptor-Associated-Kinase-1/4 Inhibitor - CAS 509093-47-4 - Calbiochem
N-(2-Morpholinylethyl)-2-(3-nitrobenzoylamido)-benzimidazole, 1-(2-(4-Morpholinyl)ethyl)-2-(3-nitrobenzoylamino)benzimidazole
[Molecular Formula]

C20H21N5O4
[MDL Number]

MFCD09752602
[MOL File]

509093-47-4.mol
[Molecular Weight]

395.41
Chemical PropertiesBack Directory
[density ]

1.40
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥5mg/mL
[form ]

Yellow crystalline solid
[pka]

11.54±0.43(Predicted)
[color ]

off-white to light yellow
[InChI]

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)
[InChIKey]

QTCFYQHZJIIHBS-UHFFFAOYSA-N
[SMILES]

C(NC1N(CCN2CCOCC2)C2=CC=CC=C2N=1)(=O)C1=CC=CC([N+]([O-])=O)=C1
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25-36/37/38
[Safety Statements ]

26-36/37-45
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

IRAK-1/4 Inhibitor (interleukin-1 receptor-associated kinases) are important mediators in signal transduction of TIR family members. This regulation protects against the development of cancers and other diseases.
[Biological Activity]

irak-1-4 inhibitor i is an inhibitor of both irak-1 and irak-4 with ic50 values of 0.3μm and 0.2μm , respectively [1].il-1 receptor-associated kinases play important roles in signal transduction. there are totally four members of the iraks, they are irak-1, irak-2, irak-m and irak-4. irak-4 can activate nf-κb and mapk pathways and it is shown that the inhibition of irak-4 can be an anti-inflammatory therapy. irak-1-4 inhibitor i is an analog of an initial irak-4 inhibitor hit, which is screened out from a small molecule li brary against irak-4. with the less basic n-ethylenemorpholine moiety, irak-1-4 inhibitor i has a higher potency than other analogs. additionally, it does not show any cytotoxicity in a 72 h proliferation assay in hela cells(ed50 >30μm) [1].
[Biochem/physiol Actions]

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.
[storage]

Store at -20°C
[References]

[1] jay p. powers, shyun li, juan c. jaen, jinqian liu, nigel p. c. walker, zhulun wang and holger wesche. discovery and initial sar of inhibitors of interleukin-1 receptor-associated kinase-4. bioorganic & medicinal chemistry letters. 2006, 16: 2842–2845.
Spectrum DetailBack Directory
[Spectrum Detail]

IRAK-1/4 INHIBITOR I(509093-47-4)1HNMR
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