Flurbiprofen

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

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

DOWNLOAD PDF HERE

C₁₅H₁₃FO₂           244.27 _{(USP 1-Dec-2023)}

[1,1′-Biphenyl]-4-acetic acid, 2-uoro-α-methyl-, (±)-;

(RS)-2-(2-Fluoro-[1,1'-biphenyl]-4-yl)propanoic acid (USP 1-Dec-2023) CAS RN®: 5104-49-4; UNII: 5GRO578KLP.

Change to read:

1 DEFINITION

Flurbiprofen contains NLT 98.0% and NMT 102.0% (USP 1-Dec-2023) of flurbiprofen (C₁₅H₁₃FO₂), calculated on the dried basis. 

2 IDENTIFICATION

Change to read:

A. Spectroscopic Identification Tests 〈197〉, Infrared Spectroscopy: 197A or _{(USP 1-Dec-2023)} 197K

Delete the following:

B. Spectroscopic Identification Tests 〈197〉, Ultraviolet-Visible Spectroscopy _{(USP 1-Dec-2023)}

Add the following:

B. The retention time of the major peak of the Sample solution corresponds to that of the Standard solution, as obtained in the Assay. _{(USP 1-Dec-2023)}

3 ASSAY

Change to read:

Procedure

Solution A: Dissolve 1.26 g of ammonium formate in 1000 mL of water. Adjust with formic acid to a pH of 3.0.

Solution B: Acetonitrile and methanol (50:50)

Mobile phase: See Table 1.

Table 1

Diluent: Acetonitrile and water (45:55)

Standard solution: 0.2 mg/mL of USP Flurbiprofen RS in Diluent

Sample solution: 0.2 mg/mL of Flurbiprofen in Diluent

3.1 Chromatographic system

(See Chromatography 〈621〉, System Suitability.)

Mode: LC

Detector: UV 254 nm

Column: 4.6-mm × 25-cm; 5-µm packing L1

Flow rate: 1 mL/min

Injection volume: 10 µL

3.2 System suitability

Sample: Standard solution

Suitability requirements

Tailing factor: NMT 1.5

Relative standard deviation: NMT 0.73%

3.3 Analysis

Samples: Standard solution and Sample solution

Calculate the percentage of flurbiprofen (C₁₅H₁₃FO₂) in the portion of Flurbiprofen taken:

Result = (r_U /r_S ) × (C_S /C_U) × 100

r_U = peak response of flurbiprofen from the Sample solution

r_S = peak response of urbiprofen from the Standard solution

C_S = concentration of USP Flurbiprofen RS in the Standard solution (mg/mL)

C_U = concentration of Flurbiprofen in the Sample solution (mg/mL)

Acceptance criteria: 98.0%–102.0% on the dried basis (USP 1-Dec-2023)

4 IMPURITIES

Residue on Ignition 〈281〉: NMT 0.1%

Change to read:

Organic Impurities

Solution A, Solution B, Mobile phase, Diluent, and Chromatographic system: Proceed as directed in the Assay. Sensitivity solution: 0.5 µg/mL of USP Flurbiprofen RS in Diluent

System suitability solution: 1.0 mg/mL of USP Flurbiprofen RS and 5 µg/mL of USP Flurbiprofen Related Compound A RS in Diluent Standard solution: 1.0 µg/mL each of USP Flurbiprofen RS and USP Flurbiprofen Related Compound A RS in Diluent Sample solution: 1.0 mg/mL of Flurbiprofen in Diluent

4.1 System suitability

Samples: Sensitivity solution, System suitability solution, and Standard solution

[Note—The relative retention times for urbiprofen related compound A and urbiprofen are 0.95 and 1.0, respectively. These relative retention times are provided as information that could aid in peak assignment.]

Suitability requirements

Resolution: NLT 1.5 between urbiprofen related compound A and urbiprofen, System suitability solution

Relative standard deviation: NMT 5.0% for flurbiprofen related compound A and urbiprofen, Standard solution Signal-to-noise ratio: NLT 10, Sensitivity solution

4.2 Analysis

Samples: Standard solution and Sample solution

Calculate the percentage of flurbiprofen related compound A in the portion of Flurbiprofen taken:

Result = (r_U /r_S ) × (C_S /C_U) × 100

r_U = peak response of flurbiprofen related compound A from the Sample solution

r_S = peak response of flurbiprofen related compound A from the Standard solution

C_S = concentration of USP Flurbiprofen Related Compound A RS in the Standard solution (mg/mL)

C_U = concentration of Flurbiprofen in the Sample solution (mg/mL)

Calculate the percentage of any unspecified impurity in the portion of Flurbiprofen taken:

Result = (r_U /r_S ) × (C_S /C_U) × 100

r_U = peak response of any unspecified impurity from the Sample solution

r_S = peak response of urbiprofen from the Standard solution

C_S = concentration of USP Flurbiprofen RS in the Standard solution (mg/mL)

C_U = concentration of Flurbiprofen in the Sample solution (mg/mL)

Acceptance criteria: See Table 2. The reporting threshold is 0.05%.

Table 2

5 SPECIFIC TESTS

Melting Range or Temperature 〈741〉: 114°–117°

Loss on Drying 〈731〉

Analysis: Dry in vacuum at 60° to constant weight.

Acceptance criteria: NMT 0.5%

6 ADDITIONAL REQUIREMENTS

Packaging and Storage: Preserve in tight containers.

Change to read:

USP Reference Standards 〈11〉

USP Flurbiprofen RS

USP Flurbiprofen Related Compound A RS

2-(Biphenyl-4-yl)propanoic acid. (USP 1-Dec-2023)

C₁₅H₁₄O₂                    226.28