Etonogestrel

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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18,19-Dinor-17α-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-11-methylene-;

13-Ethyl-17-hydroxy-11-methylene-18,19-dinor-17α-pregn-4-en-20-yn-3-one CAS RN^®: 54048-10-1; UNII: 304GTH6RNH.

1 DEFINITION

Etonogestrel contains NLT 97.5% and NMT 101.5% of etonogestrel (C₂₂H₂₈O₂), calculated on the dried basis.

2 IDENTIFICATION

A. SPECTROSCOPIC IDENTIFICATION TESTS (197), Infrared Spectroscopy: 197A or 197K

8. 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

PROCEDURE

Mobile phase: Methanol and water (67.5:32.5)

System suitability solution: 2 µg/mL each of USP Etonogestrel RS an and USP Etonogestrel Related Compound A RS in methanol

Standard solution: 200 µg/mL of USP Etonogestrel RS in methanol

Sample solution: 200 µg/mL of Etonogestrel in methanol

Chromatographic system

(See Chromatography (621) System Suitability)

Mode: LC

Detector: UV 244 nm

Column: 4-mm x 25-cm, 5-µm packing L Li

Column temperature: 40°

Flow rate: 1 mL/min

Injection volume: 10 µL

Run time: NLT 3 times the retention time of etonogestrel

System suitability

Samples: System suitability solution and Standard solution

[NOTE-See Table 1 for the relative retention times for etonogestrel related compound A and etonogestrel. These relative retention times are provided as information that could aid in peak assignment]

Suitability requirements

Resolution: NLT 1.5 between etonogestrel related compound A and etonogestrel, Systern suitability solution

Talling factor: 0.9-2.0 for etonogestrel, Standard solution

Relative standard deviation: NMT 0.73%, Standard solution

Analysis

Samples: Standard solution and Sample solution

Calculate the percentage of etonogestrel (C₂₂H₂₈O₂) in the portion of Etonogestrel taken:

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

r_U = peak response of etonogestrel from the Sample solution

r_S = peak response of etonogestrel the Standard solution

C_S = concentration of USP etonogestrel RS in the Standard solution (μg/mL)

C_U = concentration of etonogestrel in the Sample solution (μg/mL)

Acceptance criteria: 97.5%-101.5% on the dried basis.

4 IMPURITIES

Residue on Ignition (281): NMT 0.1%

Organic Impurities

Mobile phase, System suitability solution, and Sample solution: Prepare as directed in the Assay.

Standard solution 1: 2 μg/mL of USP Etonogestrel RS in methanol

Standard solution A: 2 μg/mL of USP Etonogestrel Related Compound A RS in methanol

Standard solution B: 2 μg/mL of USP Etonogestrel Related Compound B RS in methanol

Standard solution C: 2 μg/mL of USP Etonogestrel Related Compound C RS in methanol

Standard solution D: 2 μg/mL of USP Etonogestrel Related Compound D RS in methanol

Standard solution E: 4 μg/mL of USP Etonogestrel Related Compound E RS in methanol

Sensitivity solution: 0.1 μg/mL of USP Etonogestrel RS and 0.2 μg/mL of USP Etonogestrel Related Compound E RS in methanol

Blank solution: Methanol

Chromatographic system

(See Chromatography (621), System Suitability.)

Mode: LC

Detector: UV 244 nm. For etonogestrel related compound E, use UV 205 nm.

Column: 4.0-mm × 25-cm; 5-μm packing L1

Column temperature: 40°

Flow rate: 1 mL/min

Injection volume: 10 μL

Run time: NLT 3 times the retention time of etonogestrel

System suitability

Samples: System surtabaty solution , Standard solution 7, and Sensitivity solution. [[Norte-The relative retention times in Zabi are provided as information that could aid in peak assignment.]

Suitability requiruments

Resolution: NLT 1.5 between etonogestrel related compound A and etorogestrel System surtabilty solution

Relative standard deviation: NMT 50%, Standland aclubion

Signal-to-noise ratio: NLT 10 for etonegestrel NLT 3 for etonogestrel related compound, Sensitivity solution

Analysis

Samples: Sample solution, Standard solution 7, Standard solution A, Standard solution, Standard solution C, Standard solution D, Standard solution E and Blank solution

No-Cimect the pesk armas of the lample solution, Standard action A Standant solution, Standard acution C. Standard solution and Standard solution for the black peek aree cbserved in the Blank solution if necessary

Calculate the percentage of stonogeistrel related compound A, etonogestrel related compound B, atonogestrel related compound C etonogestrel related compound 2 and etonogestrel related campound E in the portion of Elorogestrel taken:

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

r_U = peak area of etonogestrel relined compound A, etonagectrel related compound B, etonogestes related compound C etonogestrel related compound D, or etonogestrel related compound E from the Sample solution

r_S = peak area of etonogestrel related compound A, etonogestrel related compound B, etonogestrel related compound C, etonogestrel related compound D, or etonogestrel related compound E from Standard solution A, Standard solution B, Standard solution C, Standard solution D, or Standard solution E

C_S = concentration of USP Etonogestrel Related Compound A RS, USP Etonogestrel Related Compound B RS, USP Etonogestrel Related Compound C RS, USP Etonogestrel Related Compound D RS, or USP Etonogestrel Related Compound E RS in Standard solution A, Standard solution B, Standard solution C, Standard solution D, or Standard solution E (μg/mL)

C_U = concentration of Etonogestrel in the Sample solution (μg/mL)

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

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

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

r_S = peak response of Etonogestrel from the Standard solution

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

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

Acceptance criteria: See Table 2. The reporting threshold is 0.1% for etonogestrel related compound E and 0.05% for other impurities.

5 SPECIFIC TESTS

Optical Rotate (781S), Press Specific Rotation

Sample solution 10 mg/ml of Etonogestrel in alaute bel

Acceptance criteria: +84° to +91° at 25° on the dried hasis

Analysis: Dry under vacuum over silica gel desiccant at 40 to a constant weight.

Acceptance criteria: NMT 0.5%

6 ADDITIONAL REQUIREMENTS

 Packaging and Storage: Preserve in well-closed containers. Store at controlled room temperature.