ChemicalBook > CAS DataBase List > AS-2444697

AS-2444697

Product Name: AS-2444697
CAS No.: 1287665-60-4
Chemical Name: AS-2444697
Synonyms: AS-244469;AS-2444697;AS-2444697 HC;AS-2444697 HCl;AS2444697 >=98% (HPLC);AS-2444697, 10 mM in DMSO;AS-2444697 (hydrochloride);FGNHLIIFEDYNFZ-UHFFFAOYSA-N;N-(3-CARBAMOYL-1-(TETRAHYDRO-2H-PYRAN-4-YL)-1H-PYRAZOL-4-YL)-2-(2-METHYLPYRIDIN-4-YL)OXAZOLE-4-CARBOXAMIDE HCL;N-(3-carbamoyl-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl)-2-(2-methylpyridin-4-yl)oxazole-4-carboxamide hydrochloride
CBNumber: CB93133027
Molecular Formula: C19H21ClN6O4
Formula Weight: 432.86084
MOL File: 1287665-60-4.mol

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AS-2444697 Property

storage temp.: 2-8°C
solubility: DMSO:16.83(Max Conc. mg/mL);38.88(Max Conc. mM)
form: powder
color: white to beige
InChIKey: FGNHLIIFEDYNFZ-UHFFFAOYSA-N
SMILES: O1C=C(C(NC2=CN(C3CCOCC3)N=C2C(=O)N)=O)N=C1C1C=CN=C(C)C=1.[H]Cl

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1643
Product name: AS2444697
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $111.15
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML1643
Product name: AS2444697
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $361
Updated: 2025/07/31

Cayman Chemical

Product number: 29505
Product name: AS-2444697 (hydrochloride)
Packaging: 1mg
Price: $34
Updated: 2024/03/01

Cayman Chemical

Product number: 29505
Product name: AS-2444697 (hydrochloride)
Packaging: 10mg
Price: $249
Updated: 2024/03/01

Cayman Chemical

Product number: 29505
Product name: AS-2444697 (hydrochloride)
Packaging: 5mg
Price: $133
Updated: 2024/03/01

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AS-2444697 Chemical Properties,Usage,Production

Description

AS-2444697 is an inhibitor of interleukin-1 receptor-associated kinase 4 (IRAK4; IC₅₀ = 21 nM). It is greater than 30-fold selective for IRAK4 over a panel of 146 kinases, but is less than 10-fold selective over PDGFRα, PDGFRβ, TrkA, TrkC, CLK1, Itk, and FLT3. AS-2444697 inhibits IL-1β-induced IL-6 production and LPS-induced TNF-α production in cellular assays (IC₅₀s = 250 and 47 nM, respectively). It is efficacious in rat models of adjuvant- and collagen-induced arthritis (ED₅₀s = 2.7 and 1.6 mg/kg, respectively). AS-2444697 (0.3-3 mg/kg, twice daily) reduces urinary protein excretion, the development of interstitial fibrosis and glomerulosclerosis, and renal mRNA expression of genes encoding IL-1β, IL-6, TNF-α, and chemokine (C-C motif) ligand 2 (CCL2) without affecting blood pressure in the 5/6 nephrectomized rat model of chronic kidney disease.

Uses

AS2444697 has been used as an interleukin-1R-associated kinase 4 (IRAK4) inhibitor to study the role of interleukin (IL)-1/IL-33 signaling in the development of endometriosis using a mouse model of endometriosis. It has also been used to study its dose-dependent effect on the C-X-C motif chemokine ligand 8 (CXCL8) gene expression

Biochem/physiol Actions

AS2444697 is a potent and selective inhibitor of interleukin-1 receptor-associated kinase 4 (IRAK-4) that suppresses the progression of chronic renal failure via anti-inflammatory action.

in vivo

AS2444697 is efficacious in the rat adjuvant-induced arthritis (ED₅₀ 2.7 mg/kg, BID, PO) and the rat collagen-induced arthritis (ED₅₀ 1.6 mg/kg, BID, PO) disease models. Good bioavailability was seen in rat (F% 50) and dog (F% 78) pharmacokinetic studies^[1].
AS2444697 (0.3-3 mg/kg) significantly increases the plasma levels of IL-1β, IL-6, TNF-α, MCP-1, and aminotransferases (ALT and AST) in LPS/GalN-treated mice. Single administration of AS2444697 (0.3-3 mg/kg) dose-dependently decreases plasma levels of these all parameters, and these effects were significant at doses of 1 mg/kg or higher^[2].
After oral administration of AS2444697 (3 mg/kg) to 5/6 Nx rats, plasma, and tissue (liver and kidney) concentrations of the unchanged drug peaked at 1 h and then gradually decreased, with a terminal half-life of 2.7-2.9 h^[2].

Animal Model:	Male 6-week-old Wistar rats and Balb/c mice^[2]
Dosage:	0.3-3 mg/kg
Administration:	Single administration; orally
Result:	The plasma levels of IL-1β, IL-6, TNF-α, MCP-1, and aminotransferases (ALT and AST) were significantly increased.

IC 50

IRAK4: 21 nM (IC₅₀)

storage

Desiccate at RT

References

[1] J. HYNES S N. Chapter Nine - Advances in the Discovery of Small-Molecule IRAK4 Inhibitors[J]. Annual Reports in Medicinal Chemistry, 2014, 49 1: 117-133. DOI: 10.1016/b978-0-12-800167-7.00009-2
[2] MITSUHIRO KONDO. Renoprotective effects of novel interleukin-1 receptor-associated kinase 4 inhibitor AS2444697 through anti-inflammatory action in 5/6 nephrectomized rats.[J]. Naunyn-Schmiedeberg’s archives of pharmacology, 2014, 387 10: 909-919. DOI: 10.1007/s00210-014-1023-z

AS-2444697 Preparation Products And Raw materials

Raw materials

Preparation Products

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AS-2444697 Suppliers

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1287665-60-4, AS-2444697Related Search:

AS-2444697

N-(3-carbamoyl-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl)-2-(2-methylpyridin-4-yl)oxazole-4-carboxamide hydrochloride

AS-244469

N-(3-CARBAMOYL-1-(TETRAHYDRO-2H-PYRAN-4-YL)-1H-PYRAZOL-4-YL)-2-(2-METHYLPYRIDIN-4-YL)OXAZOLE-4-CARBOXAMIDE HCL

4-Oxazolecarboxamide, N-[3-(aminocarbonyl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl]-2-(2-methyl-4-pyridinyl)-, hydrochloride (1:1)

AS-2444697 HCl

FGNHLIIFEDYNFZ-UHFFFAOYSA-N

N-[3-Aminocarbonyl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl]-2-(2-methyl-4-pyridinyl)-4-oxazolecarboxamide hydrochloride

AS-2444697 (hydrochloride)

AS2444697 >=98% (HPLC)

AS-2444697 HC

IL-1R associated kinase,IRAK-4,anti-inflammatory,IRAK,AS-2444697,inhibit,AS2444697,AS 2444697,renoprotective,Inhibitor,Interleukin-1 receptor associated kinase

AS-2444697, 10 mM in DMSO

1287665-60-4