1042672-97-8

Basic information

• Product Name: N-[2-Methoxy-4-(4-morpholinyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide
• Synonyms: N-(2-Methoxy-4-Morpholinophenyl)-2-(pyridin-3-yl)thiazole-4-carboxaMide;4-ThiazolecarboxaMide, N-[2-Methoxy-4-(4-Morpholinyl)phenyl]-2-(3-pyridinyl)-;IRAK inhibitor 6;N-[2-Methoxy-4-(4-morpholinyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide
• CAS NO: 1042672-97-8
• Molecular Formula: C₂₀H₂₀N₄O₃S
• Molecular Weight: 396.4628
• Mol File: 1042672-97-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• 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
• PKA: 10.19±0.70(Predicted)
• CAS DataBase Reference: N-[2-Methoxy-4-(4-morpholinyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-Methoxy-4-(4-morpholinyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide(1042672-97-8)
• EPA Substance Registry System: N-[2-Methoxy-4-(4-morpholinyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide(1042672-97-8)

Safety Data

• Hazardous Substances Data: 1042672-97-8(Hazardous Substances Data)

Usage

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

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.

Upstream product

• 209960-91-8 2-methoxy-4-morpholinoaniline 
• 180992-31-8 2-(3-pyridinyl)-1,3-thiazole-4-carbonyl chloride 

Relevant articles and documents

IRAK-4 inhibitors. Part 1: A series of amides

The synthesis and profile of a series of amides are described. Some of these compounds were potent IRAK-4 inhibitors and two examples were evaluated in vivo.