| Identification | Back Directory | [Name]
N-[2-Methoxy-4-(4-morpholinyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide | [CAS]
1042672-97-8 | [Synonyms]
CS-647
CS-2482
IRAK inhibitor 6
N-[2-methoxy-4-(4-morpholinyl)phenyl]-2-(3-pyridinyl)-
N-(2-Methoxy-4-Morpholinophenyl)-2-(pyridin-3-yl)thiazole-4-carboxaMide
N-[2-Methoxy-4-(4-morpholinyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide
4-ThiazolecarboxaMide, N-[2-Methoxy-4-(4-Morpholinyl)phenyl]-2-(3-pyridinyl)- | [Molecular Formula]
C20H20N4O3S | [MDL Number]
MFCD22124485 | [MOL File]
1042672-97-8.mol | [Molecular Weight]
396.46 |
| Chemical Properties | Back Directory | [density ]
1.335 | [storage temp. ]
Sealed in dry,Store in freezer, under -20°C | [solubility ]
insoluble in EtOH; insoluble in H2O; ≥9.9 mg/mL in DMSO | [form ]
solid | [pka]
10.19±0.70(Predicted) | [color ]
Light brown to brown |
| Hazard Information | Back Directory | [Uses]
IRAK inhibitor 6 is an inhibitor of interleukin-1 receptor associated kinase 4 (IRAK-4) with IC50 of 160 nM. | [Biological Activity]
irak inhibitor 6 is an interleukin-1 receptor associated kinase 4 (irak-4) inhibitor.the interleukin-1 receptor associated kinases (iraks) are a family of serine/threonine kinases related with regulating cellular signalling downstream of the il-18, il-1 and various toll-like receptors. irak-4 is reported to be essential for the activation of the intracellular signalling cascades including nfкb and mapk pathways, which are critical for the production of inflammatory cytokines. | [in vitro]
a quantitative structure–activity relationship (qsar) study of irak inhibitor 6 and its analogs were conducted by using the genetic algorithm and multiple linear regression (ga-mlr) method [1]. in vitro study showed that compared with its unsubstituted phenyl amide analog, the ortho-substitution with chloro, methoxy and difluoromethoxy analogs of irak inhibitor 6 improved potency against irak-4 significantly. these potency effects were additive, with the most active example in the set being irak inhibitor 6, in which the presence of nitrogen-linked substituents at the para position had a beneficial effect on the rate of turnover by human microsomes (20 μl/min/mg protein) [2]. | [IC 50]
0.16 μm for irak-4 | [storage]
Store at -20°C | [References]
[1] pourbasheer e, riahi s, ganjali mr, norouzi p. quantitative structure-activity relationship (qsar) study of interleukin-1 receptor associated kinase 4 (irak-4) inhibitor activity by the genetic algorithm and multiple linear regression (ga-mlr) method. j enzyme inhib med chem. 2010 dec;25(6):844-53.
[2] buckley gm, gowers l, higueruelo ap, jenkins k, mack sr, morgan t, parry dm, pitt wr, rausch o, richard md, sabin v, fraser jl. irak-4 inhibitors. part 1: a series of amides. bioorg med chem lett. 2008 jun 1;18(11):3211-4. |
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