{"id":11279,"date":"2025-10-09T15:04:08","date_gmt":"2025-10-09T08:04:08","guid":{"rendered":"https:\/\/nhathuocngocanh.com\/bp\/?p=11279"},"modified":"2025-10-09T15:04:08","modified_gmt":"2025-10-09T08:04:08","slug":"etonogestrel","status":"publish","type":"post","link":"https:\/\/nhathuocngocanh.com\/bp\/etonogestrel\/","title":{"rendered":"Etonogestrel"},"content":{"rendered":"

(Ph. Eur. monograph 3049)<\/p>\n

C22<\/sub>H28<\/sub>O2<\/sub>\u00a0 \u00a0 324.5\u00a0 \u00a054048-10-1<\/p>\n

Action and use<\/strong><\/p>\n

Progestogen.<\/p>\n

DEFINITION<\/h2>\n

13-Ethyl-17-hydroxy-11-methylidene-18,19-dinor-17\u03b1-pregn-4-en-20-yn-3-one.<\/p>\n

Content<\/h3>\n

98.0 per cent to 102.0 per cent (dried substance).<\/p>\n

CHARACTERS<\/h2>\n

Appearance<\/h3>\n

White or almost white crystalline powder.<\/p>\n

Solubility<\/h3>\n

Practically insoluble in water, soluble in ethanol (96.0 per cent), soluble in ethyl acetate, practically insoluble in heptane.<\/p>\n

It shows polymorphism (5.9).<\/p>\n

IDENTIFICATION<\/h2>\n

A. Infrared absorption spectrophotometry (2.2.24).<\/p>\n

Comparison etonogestrel CRS.<\/p>\n

If the spectra obtained in the solid state show differences, dissolve the substance to be examined and the reference substance separately in the minimum volume of anhydrous ethanol R, evaporate to dryness and record new spectra using the residues.<\/p>\n

B. Specific optical rotation (see Tests).<\/p>\n

TESTS<\/h2>\n

Specific optical rotation (2.2.7)<\/h3>\n

+ 84 to + 91 (dried substance).<\/p>\n

Dissolve 0.250 g in anhydrous ethanol R and dilute to 25.0 mL with the same solvent.<\/p>\n

Related substances<\/h3>\n

Liquid chromatography (2.2.29).<\/p>\n

Solvent mixture water R, acetonitrile R (20:80 V\/V).<\/p>\n

Test solution (a): Dissolve 20.0 mg of the substance to be examined in the solvent mixture and dilute to 20.0 mL with the solvent mixture.<\/p>\n

Test solution (b): Dilute 1.0 mL of test solution (a) to 10.0 mL with the solvent mixture.<\/p>\n

Reference solution (a): Dissolve the contents of a vial of etonogestrel impurity mixture CRS (impurities D and E) in 1 mL of the test solution (a).<\/p>\n

Reference solution (b): Dilute 1.0 mL of test solution (a) to 100.0 mL with the solvent mixture. Dilute 1.0 mL of this solution to 10.0 mL with the solvent mixture.<\/p>\n

Reference solution (c): Dissolve 20.0 mg of etonogestrel CRS in the solvent mixture and dilute to 20.0 mL with the solvent mixture. Dilute 1.0 mL of the solution to 10.0 mL with the solvent mixture.<\/p>\n

Column:<\/p>\n

\u2014 size: l = 0.15 m, \u00d8 = 4.6 mm;<\/p>\n

\u2014 stationary phase: end-capped solid core octadecylsilyl silica gel for chromatography R (2.7 \u03bcm);<\/p>\n

\u2014 temperature: 30 \u00b0C.<\/p>\n

Mobile phase:<\/p>\n

\u2014 mobile phase A: methanol R2, water for chromatography R (15:85 V\/V);<\/p>\n

\u2014 mobile phase B: acetonitrile R1;<\/p>\n\n\n\n\n\n
Time
\n(min)<\/td>\n		Mobile phase A
\n(per cent V\/V)<\/td>\n		Mobile phase B
\n(per cent V\/V)<\/td>\n<\/tr>\n
0 – 30<\/td>\n\u00a075 \u2192 60<\/td>\n\u00a025 \u2192 40<\/td>\n<\/tr>\n
30 – 68<\/td>\n60 \u2192 10<\/td>\n40 \u2192 90<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n

Flow rate 1.0 mL\/min.<\/p>\n

Detection Spectrophotometer at 210 nm.<\/p>\n

Injection 10 \u03bcL of test solution (a) and reference solutions (a) and (b).<\/p>\n

Identification of impurities: Use the chromatogram supplied with etonogestrel impurity mixture CRS and the
\nchromatogram obtained with reference solution (a) to identify the peaks due to impurities D and E.<\/p>\n

Relative retention: With reference to etonogestrel (retention time = about 24 min): impurity D = about 0.96;
\nimpurity E = about 1.3.<\/p>\n

System suitability Reference solution (a):<\/p>\n

\u2014 resolution: minimum 2.0 between the peaks due to impurity D and etonogestrel.<\/p>\n

Calculation of percentage contents:<\/p>\n

\u2014 correction factor: multiply the peak area of impurity E by 1.6;<\/p>\n

\u2014 for each impurity, use the concentration of etonogestrel in reference solution (b).<\/p>\n

Limits:<\/p>\n

\u2014 impurity E: maximum 0.4 per cent;<\/p>\n

\u2014 unspecified impurities: for each impurity, maximum 0.10 per cent;<\/p>\n

\u2014 total: maximum 0.8 per cent;<\/p>\n

\u2014 reporting threshold: 0.05 per cent.<\/p>\n

Loss on drying (2.2.32)<\/h4>\n

Maximum 0.5 per cent, determined on 1.000 g by drying in an oven at 105 \u00b0C.<\/p>\n

Sulfated ash (2.4.14)<\/h4>\n

Maximum 0.1 per cent, determined on 2.0 g.<\/p>\n

ASSAY<\/h2>\n

Liquid chromatography (2.2.29) as described in the test for related substances with the following modifications.<\/p>\n

Injection Test solution (b) and reference solution (c).<\/p>\n

Calculate the percentage content of C22<\/sub>H28<\/sub>O2<\/sub> taking into account the assigned content of etonogestrel CRS.<\/p>\n

IMPURITIES<\/h2>\n

Specified impurities E.<\/p>\n

Other detectable impurities (the following substances would, if present at a sufficient level, be detected by one or other of the tests in the monograph. They are limited by the general acceptance criterion for other\/unspecified impurities and\/or by the general monograph Substances for pharmaceutical use (2034). It is therefore not necessary to identify these impurities for demonstration of compliance. See also 5.10. Control of impurities in substances for pharmaceutical use) A, B, C, D, F, G, H, I.<\/p>\n

\"Etonogestrel-1\"<\/p>\n

A. 13-ethyl-6\u03b2,17-dihydroxy-11-methylidene-18,19-dinor-17\u03b1-pregn-4-en-20-yn-3-one,<\/p>\n

\"Etonogestrel-2\"<\/p>\n

B. 13-ethyl-17-hydroxy-11-methylidene-18,19-dinor-17\u03b1-pregn-4-en-20-yne-3,6-dione,<\/p>\n

\"Etonogestrel-3\"<\/p>\n

C. 17-hydroxy-11-methylidene-19-nor-17\u03b1-pregn-4-en-20-yn-3-one,<\/p>\n

\"Etonogestrel-4\"<\/p>\n

D. 13-ethyl-11-methylidene-18-norestr-4-ene-3,17-dione,<\/p>\n

\"Etonogestrel-5\"<\/p>\n

E. 13-ethyl-17-hydroxy-11-methylidene-18,19-dinor-17\u03b1-pregn-5-en-20-yn-3-one,<\/p>\n

\"Etonogestrel-6\"<\/p>\n

F. 13-ethyl-6\u03b1,17-dihydroxy-11-methylidene-18,19-dinor-17\u03b1-pregn-4-en-20-yn-3-one,<\/p>\n

\"Etonogestrel-7\"<\/p>\n

G. 13-ethyl-17-hydroxy-18,19-dinor-17\u03b1-pregn-4-en-20-yn-3-one,<\/p>\n

\"Etonogestrel-8\"<\/p>\n

H. 13-ethyl-17-hydroxy-11-methylidene-18,19-dinor-17\u03b1-pregna-4,6-dien-20-yn-3-one,<\/p>\n

\"Etonogestrel-9\"<\/p>\n

I. 13-ethyl-11,17-dimethylidene-18-norestr-4-en-3-one.<\/p>\n","protected":false},"excerpt":{"rendered":"

(Ph. Eur. monograph 3049) C22H28O2\u00a0 \u00a0 324.5\u00a0 \u00a054048-10-1 Action and use Progestogen. DEFINITION 13-Ethyl-17-hydroxy-11-methylidene-18,19-dinor-17\u03b1-pregn-4-en-20-yn-3-one. Content 98.0 per cent to 102.0 per cent (dried substance). CHARACTERS Appearance White or almost white crystalline powder. Solubility Practically insoluble in water, soluble in ethanol (96.0 per cent), soluble in ethyl acetate, practically insoluble in heptane. It shows polymorphism (5.9)….<\/p>\n","protected":false},"author":3,"featured_media":11457,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[174],"tags":[],"class_list":["post-11279","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-medicinal-substances"],"acf":[],"_links":{"self":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/11279","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/users\/3"}],"replies":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/comments?post=11279"}],"version-history":[{"count":3,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/11279\/revisions"}],"predecessor-version":[{"id":11463,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/11279\/revisions\/11463"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media\/11457"}],"wp:attachment":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media?parent=11279"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/categories?post=11279"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/tags?post=11279"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}