N-(2-((2-(3-Methoxyphenoxy)phenyl)amino)-2-oxoethyl)-1-naphthalenecarboxamide

N-(2-((2-(3-Methoxyphenoxy)phenyl)amino)-2-oxoethyl)-1-naphthalenecarboxamide

Cat Number
INT2089314645
CAS Number
2089314-64-5

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CAS Number
2089314-64-5
EINECS
254-895-5
Synonyms
N-[2-[[2-(3-methoxyphenoxy)phenyl]amino]-2-oxoethyl]-;N-(2-((2-(3-Methoxyphenoxy)phenyl)amino)-2-oxoethyl)-1-naphthamide
Molecular Formula
C26H22N2O4
Molecular Weight
426.46
Smiles
C1(C(NCC(NC2=CC=CC=C2OC2=CC=CC(OC)=C2)=O)=O)=C2C(C=CC=C2)=CC=C1
Boiling Point
703.9℃
Relative Density
1.27
pKa
12.87
General Description
N-(2-((2-(3-Methoxyphenoxy)phenyl)amino)-2-oxoethyl)-1-naphthalenecarboxamide is a structurally complex amide featuring a naphthalene core linked through an acetamide spacer to a diphenyl ether anilide motif. This multi-aryl architecture is characteristic of advanced pharmaceutical intermediates in kinase inhibitor programs, particularly those targeting EGFR, HER2, and VEGFR, where the biphenyl ether and naphthoyl structural elements provide critical hydrophobic and hydrogen-bonding interactions at the target protein.
Mechanism of Action
This compound functions as a late-stage pharmaceutical intermediate in the synthesis of protein kinase inhibitors. The naphthalene moiety typically occupies the adenine pocket of the kinase hinge region, while the phenoxy phenyl amino acetamide chain extends into the phosphate-binding region and provides selectivity determinants. The amide bond is metabolically stable (non-hydrolyzable), and the methoxy group on the phenoxy ring is designed to minimize metabolic oxidation.
Application
This compound is used as an intermediate in the synthesis of naphthalene-based protein kinase inhibitors targeting oncology indications. The naphthalene-anilide scaffold is found in VEGFR inhibitors and multi-kinase inhibitors used in the treatment of renal cell carcinoma, gastrointestinal stromal tumors (GIST), and hepatocellular carcinoma. The specific substitution pattern determines target selectivity and pharmacokinetic properties.

What is the recommended storage condition for N-(2-((2-(3-Methoxyphenoxy)phenyl)amino)-2-oxoethyl)-1-naphthalenecarboxamide?

It should be stored at controlled room temperature in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

Can we obtain batch-specific analytical data for N-(2-((2-(3-Methoxyphenoxy)phenyl)amino)-2-oxoethyl)-1-naphthalenecarboxamide?

Batch-specific COA documents are standard with every shipment. Additional analytical reports, including HPLC chromatograms or spectral data, may be provided upon request.

Is N-(2-((2-(3-Methoxyphenoxy)phenyl)amino)-2-oxoethyl)-1-naphthalenecarboxamide available in high-chemical-purity grade for pharmaceutical synthesis?

Yes, it is supplied in high chemical purity grades suitable for demanding pharmaceutical intermediate applications. Specifications and analytical data are available upon request.

What analytical characterization data is available for N-(2-((2-(3-Methoxyphenoxy)phenyl)amino)-2-oxoethyl)-1-naphthalenecarboxamide?

Standard analytical data including HPLC purity profile, NMR confirmation, and physical specifications are included in the COA. Additional characterization data can be arranged upon request.

What quality standards govern the production of N-(2-((2-(3-Methoxyphenoxy)phenyl)amino)-2-oxoethyl)-1-naphthalenecarboxamide?

Production is carried out under GMP-aligned quality systems with full traceability and documented quality controls for each manufacturing run.
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