≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
IRAK inhibitor 4 is an interleukin-1 receptor associated kinase 4( IRAK4 ) inhibitor.
In Vitro
Lack of IRAK-4 impairs the production of proinflammatory mediators by macrophages and DCs in response to M. bovis and M. tuberculosis . IRAK-4 -/- cells stimulated with E. coli LPS display delayed activation kinetics of all signaling proteins analyzed, and exhibit dramatically reduced p65 phosphorylation. IRAK1/4 (20 μM) has an inhibitory effect on LPS mediated IL-6 production. IRAK1/4 inhibitor do not decrease p38 phosphorylation in AMs. Combination of IRAK1/4 and Rip2 inhibitors inhibits TLR2-mediated cytokine production in sarcoidosis PBMCs and AMs. IRAK4 is overexpressed and activated in T-ALL. IRAK4 mRNA level is elevated in T-ALL cells from patients compared with the levels detected in thymic T cells or T cells from peripheral blood. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
IRAK-4 -/- mice exhibit a greatly reduced survival rate following aerosol infection compared with IRAK-4 +/+ or IRAK-4 +/- mice. IRAK-4 -/- mice show increased bacterial burden in all organs at 15, 30, and 60 d postinfection . MCL1, but not BCL-xL, overrides the therapeutic effects of combinatorial IRAK1/4 inhibitor and ABT-737 therapy in vivo. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Form:Solid
| Canonical Smiles | CC(C)CCNC(=O)C1=CC2=C(C=C1)N(C(=N2)NC3=NNC4=C3C=C(C=C4)C5=CC=CC=C5OC(F)(F)F)C6CCC(CC6)O |
|---|---|
| IUPAC Name | 1-(4-hydroxycyclohexyl)-N-(3-methylbutyl)-2-[[5-[2-(trifluoromethoxy)phenyl]-1H-indazol-3-yl]amino]benzimidazole-5-carboxamide |
| InChIKey | QZMAOGLWCNTFCG-UHFFFAOYSA-N |
| INCHI | 1S/C33H35F3N6O3/c1-19(2)15-16-37-31(44)21-8-14-28-27(18-21)38-32(42(28)22-9-11-23(43)12-10-22)39-30-25-17-20(7-13-26(25)40-41-30)24-5-3-4-6-29(24)45-33(34,35)36/h3-8,13-14,17-19,22-23,43H,9-12,15-16H2,1-2H3,(H,37,44)(H2,38,39,40,41) |
| Isomeric SMILES | CC(C)CCNC(=O)C1=CC2=C(C=C1)N(C(=N2)NC3=NNC4=C3C=C(C=C4)C5=CC=CC=C5OC(F)(F)F)C6CCC(CC6)O |
| Alternate CAS | 1012104-68-5 |
| PubChem CID | 24797387 |
| Molecular Weight | 620.66 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Benzimidazoles |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzimidazoles |
| Alternative Parents | Indazoles Phenol ethers Phenoxy compounds Cyclohexanols N-substituted imidazoles Imidolactams Aminoimidazoles Heteroaromatic compounds Pyrazoles Secondary carboxylic acid amides Trihalomethanes Cyclic alcohols and derivatives Amino acids and derivatives Secondary amines Azacyclic compounds Organopnictogen compounds Organofluorides Organic oxides Hydrocarbon derivatives Alkyl fluorides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Benzimidazole - Benzopyrazole - Indazole - Phenoxy compound - Phenol ether - Cyclohexanol - Aminoimidazole - Monocyclic benzene moiety - N-substituted imidazole - Benzenoid - Imidolactam - Heteroaromatic compound - Pyrazole - Azole - Cyclic alcohol - Imidazole - Secondary carboxylic acid amide - Secondary alcohol - Trihalomethane - Amino acid or derivatives - Carboxamide group - Secondary amine - Azacycle - Carboxylic acid derivative - Halomethane - Organopnictogen compound - Organic oxide - Alkyl halide - Organohalogen compound - Organic oxygen compound - Organic nitrogen compound - Alkyl fluoride - Organofluoride - Alcohol - Organonitrogen compound - Organooxygen compound - Amine - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds). |
| External Descriptors | Not available |
| Solubility | DMSO : 12.5 mg/mL (20.14 mM; Need ultrasonic) |
|---|---|
| Molecular Weight | 620.700 g/mol |
| XLogP3 | 7.600 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 9 |
| Exact Mass | 620.272 Da |
| Monoisotopic Mass | 620.272 Da |
| Topological Polar Surface Area | 117.000 Ų |
| Heavy Atom Count | 45 |
| Formal Charge | 0 |
| Complexity | 982.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
