Nabumetone

This article is compiled based on the United States Pharmacopeia (USP) – 2025 Edition

Issued and maintained by the United States Pharmacopeial Convention (USP)

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C₁₅H₁₆O₂ 228.29

2-Butanone, 4-(6-methoxy-2-naphthalenyl)-;

4-(6-Methoxy-2-naphthyl)-2-butanone  CAS RN®: 42924-53-8; UNII: LW0TIW155Z.

1 DEFINITION

Nabumetone contains NLT 98.0% and NMT 101.0% of nabumetone (C₁₅H₁₆O₂), calculated on the anhydrous basis.

2 IDENTIFICATION

Change to read:

A. Spectroscopic Identification Tests 〈197〉, Infrared Spectroscopy: 197K

B. The retention time of the major peak of the Sample solution corresponds to that of the Standard solution, as obtained in the Assay.

3 ASSAY

3.1 Procedure

Solution A: Water and glacial acetic acid (999:1), filtered and degassed

Solution B: Acetonitrile and tetrahydrofuran (700:300), filtered and degassed

Mobile phase: See Table 1.

Table 1

Standard solution: 1.0 mg/mL of USP Nabumetone RS in acetonitrile

Sample solution: 1.0 mg/mL of Nabumetone in acetonitrile

Chromatographic system

• (See Chromatography 〈621〉, System Suitability.)
• Mode: LC
• Detector: UV 254 nm
• Column: 4.6-mm × 15-cm; 4-µm packing L1
• Flow rate: 1.3 mL/min
• Injection volume: 10 µL

System suitability

• Sample: Standard solution
• Suitability requirements
• Relative standard deviation: NMT 2.0%

Analysis

Samples: Standard solution and Sample solution

Calculate the percentage of nabumetone (C₁₅H₁₆O₂) in the portion of Nabumetone taken:

Result = (rᵤ/rₛ) × (Cₛ/Cᵤ) × 100

rᵤ = peak response from the Sample solution

rₛ = peak response from the Standard solution

Cₛ = concentration of USP Nabumetone RS in the Standard solution (mg/mL)

Cᵤ = concentration of Nabumetone in the Sample solution (mg/mL)

Acceptance criteria: 98.0%–101.0% on the anhydrous basis

4 IMPURITIES

4.1 Residue on Ignition 〈281〉

NMT 0.1%

4.2 Organic Impurities

Solution A, Solution B, Mobile phase, and Chromatographic system: Proceed as directed in the Assay.

System suitability solution: 1 mg/mL of USP Nabumetone RS and 1 µg/mL of USP Nabumetone Related Compound A RS in acetonitrile

Sample solution: Use the Sample solution from the Assay.

System suitability

Sample: System suitability solution

[Note-The relative retention times are about 0.9 for nabumetone related compound A and 1.0 for nabumetone; see Table 2.]

Suitability requirements

Resolution: NLT 1.5 between nabumetone related compound A and nabumetone

Column efficiency: NLT 3600 theoretical plates

Tailing factor: 0.8–2.0 for the nabumetone peak

Relative standard deviation: NMT 2.0%

Analysis

Sample: Sample solution

Calculate the percentage of each impurity in the portion of Nabumetone taken:

Result = (F × rᵤ) / {r_N + [Σ(F × rᵤ)]} × 100

F = relative response factor for each impurity (see Table 2)

rᵤ = peak area of each impurity from the Sample solution

r_N = peak area of nabumetone from the Sample solution

Acceptance criteria: See Table 2.

Table 2

5 SPECIFIC TESTS

Water Determination, Method Ic 〈921〉

Sample: 1 g

Acceptance criteria: NMT 0.2%

6 ADDITIONAL REQUIREMENTS

Packaging and Storage: Preserve in tight, light-resistant containers.

USP Reference Standards 〈11〉

USP Nabumetone RS

USP Nabumetone Related Compound A RS

1-(6′-Methoxy-2′-naphthyl)-but-1-en-3-one.

C₁₅H₁₄O₂    226.27