SML2609
JH-I-25
≥98% (HPLC)
Synonym(s):
N-[2-Methoxy-4-(4-morpholinyl)phenyl]-6-(1H-pyrazol-3-yl)-2-pyridinecarboxamide
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About This Item
Empirical Formula (Hill Notation):
C20H21N5O3
CAS Number:
Molecular Weight:
379.41
UNSPSC Code:
12352200
NACRES:
NA.77
Assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear (warmed)
storage temp.
2-8°C
SMILES string
O=C(NC1=C(C=C(C=C1)N2CCOCC2)OC)C3=NC(C4=NNC=C4)=CC=C3
Biochem/physiol Actions
JH-I-25 is a potent and selective type I inhibitor of IRAK1 and IRAK4 (interleukin-1 receptor–associated kinase 1 and 4). JH-I-25 binds preferentially to the unphosphorylated the ATP-site of the kinase in its active, DFG-in, state.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Li Wang et al.
The Journal of biological chemistry, 294(12), 4511-4519 (2019-01-27)
Interleukin-1 receptor-associated kinase 4 (IRAK4) is a key player in innate immune and inflammatory responses, performing a critical role in signal transduction downstream of Toll-like receptors and interleukin-1 (IL-1) receptors. Upon ligand binding and via its N-terminal death domain, IRAK4
Li Wang et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(51), 13507-13512 (2017-12-07)
Interleukin 1 (IL-1) receptor-associated kinases (IRAKs) are serine/threonine kinases that play critical roles in initiating innate immune responses against foreign pathogens and other types of dangers through their role in Toll-like receptor (TLR) and interleukin 1 receptor (IL-1R) mediated signaling
George M Buckley et al.
Bioorganic & medicinal chemistry letters, 18(11), 3211-3214 (2008-05-14)
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.
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