{"id":25473,"date":"2025-11-04T15:10:35","date_gmt":"2025-11-04T08:10:35","guid":{"rendered":"https:\/\/nhathuocngocanh.com\/bp\/?p=25473"},"modified":"2025-11-04T15:10:35","modified_gmt":"2025-11-04T08:10:35","slug":"nimesulide","status":"publish","type":"post","link":"https:\/\/nhathuocngocanh.com\/bp\/nimesulide\/","title":{"rendered":"Nimesulide"},"content":{"rendered":"

(Ph. Eur. monograph 1548)<\/p>\n

C13<\/sub>H12<\/sub>N2<\/sub>O5<\/sub>S\u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0308.3\u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0 51803-78-2<\/p>\n

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

Cyclo-oxygenase inhibitor; analgesic; anti-inflammatory.<\/p>\n

DEFINITION<\/h2>\n

N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide.<\/p>\n

Content<\/h3>\n

98.5 per cent to 101.5 per cent (dried substance).<\/p>\n

CHARACTERS<\/h2>\n

Appearance<\/h3>\n

Yellowish, crystalline powder.<\/p>\n

Solubility<\/h3>\n

Practically insoluble in water, freely soluble in acetone, slightly soluble in anhydrous ethanol.<\/p>\n

mp<\/h3>\n

About 149 \u00b0C.<\/p>\n

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

IDENTIFICATION<\/h2>\n

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

Comparison: nimesulide CRS.<\/p>\n

If the spectra obtained show differences, dissolve the substance to be examined and the reference substance separately in acetone R, evaporate to dryness and record new spectra using the residues.<\/p>\n

TESTS<\/h2>\n

Absorbance (2.2.25)<\/h3>\n

Maximum 0.50 at 450 nm.<\/p>\n

Dissolve 1.0 g in acetone R and dilute to 10.0 mL with the same solvent.<\/p>\n

Related substances<\/h3>\n

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

Test solution: Dissolve 20 mg of the substance to be examined in 8 mL of acetonitrile R and dilute to 20.0 mL with water R.<\/p>\n

Reference solution (a): Dissolve 5 mg of 2-phenoxyaniline R (impurity C) in 10 mL of acetonitrile R and dilute to 25.0 mL with water R. Dilute 1.0 mL of the solution to 50.0 mL with the mobile phase. Mix 1.0 mL of this solution with the contents of a vial of nimesulide impurity D CRS previously dissolved in 1.0 mL of acetonitrile R.<\/p>\n

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

Reference solution (c): Dissolve 4 mg of nimesulide for peak identification CRS (containing impurities A, B, E and F) in 4.0 mL of acetonitrile R and dilute to 10.0 mL with the mobile phase.<\/p>\n

Column:<\/p>\n

\u2014 size: l = 0.125 m, \u00d8 = 4.0 mm;<\/p>\n

\u2014 stationary phase: octadecylsilyl silica gel for chromatography R (5 \u03bcm).<\/p>\n

Mobile phase: Mix 35 volumes of acetonitrile R and 65 volumes of a 1.15 g\/L solution of ammonium dihydrogen phosphate R previously adjusted to pH 7.0 with ammonia R.<\/p>\n

Flow rate: 1.3 mL\/min.<\/p>\n

Detection: Spectrophotometer at 230 nm.<\/p>\n

Injection: 20 \u03bcL.<\/p>\n

Run time: 7 times the retention time of nimesulide.<\/p>\n

Identification of impurities: Use the chromatogram supplied with nimesulide for peak identification CRS and the chromatogram obtained with reference solution (c) to identify the peaks due to impurities A, B, E and F; use the chromatogram obtained with reference solution (a) to identify the peaks due to impurities C and D.<\/p>\n

Relative retention: With reference to nimesulide (retention time = about 5 min): impurity A = about 0.3; impurity B = about 2.4; impurity C = about 3.2; impurity D = about 3.7; impurity E = about 4.2; impurity F = about 6.1.<\/p>\n

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

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

Limits:<\/p>\n

\u2014 correction factors: for the calculation of content, multiply the peak areas of the following impurities by the corresponding correction factor: impurity C = 0.7; impurity E = 1.4;<\/p>\n

\u2014 impurity E: not more than twice the area of the principal peak in the chromatogram obtained with reference solution (b) (0.2 per cent);<\/p>\n

\u2014 impurities A, B, C, D, F: for each impurity, not more than 1.5 times the area of the principal peak in the chromatogram obtained with reference solution (b) (0.15 per cent);<\/p>\n

\u2014 unspecified impurities: for each impurity, not more than the area of the principal peak in the chromatogram obtained with reference solution (b) (0.10 per cent);<\/p>\n

\u2014 total: not more than 5 times the area of the principal peak in the chromatogram obtained with reference solution (b) (0.5 per cent);<\/p>\n

\u2014 disregard limit: 0.5 times the area of the principal peak in the chromatogram obtained with reference solution (b) (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 for 4 h.<\/p>\n

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

Maximum 0.1 per cent, determined on 1.0 g.<\/p>\n

ASSAY<\/h2>\n

Dissolve 0.240 g in 30 mL of previously neutralised acetone R and add 20 mL of water R. Titrate with 0.1 M sodium hydroxide, determining the end-point potentiometrically (2.2.20).<\/p>\n

1 mL of 0.1 M sodium hydroxide is equivalent to 30.83 mg of C13<\/sub>H12<\/sub>N2<\/sub>O5<\/sub>S.<\/p>\n

IMPURITIES<\/h2>\n

Specified impurities A, B, C, D, E, F.<\/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) G.<\/p>\n

\"Nimesulide\"<\/p>\n

A. N-(2,4-dinitro-6-phenoxyphenyl)methanesulfonamide,<\/p>\n

\"Nimesulide\"<\/p>\n

B. N-(2-phenoxyphenyl)methanesulfonamide,<\/p>\n

\"Nimesulide\"<\/p>\n

C. 2-phenoxyaniline,<\/p>\n

\"Nimesulide\"<\/p>\n

D. 4-nitro-2-phenoxyaniline,<\/p>\n

\"Nimesulide\"<\/p>\n

E. N,N-bis(methylsulfonyl)-2-phenoxyaniline,<\/p>\n

\"Nimesulide\"<\/p>\n

F. N,N-bis(methylsulfonyl)-4-nitro-2-phenoxyaniline,<\/p>\n

\"Nimesulide\"<\/p>\n

G. 4-nitro-2-phenoxyphenol.<\/p>\n","protected":false},"excerpt":{"rendered":"

(Ph. Eur. monograph 1548) C13H12N2O5S\u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0308.3\u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0 51803-78-2 Action and use Cyclo-oxygenase inhibitor; analgesic; anti-inflammatory. DEFINITION N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide. Content 98.5 per cent to 101.5 per cent (dried substance). CHARACTERS Appearance Yellowish, crystalline powder. Solubility Practically insoluble in water, freely soluble in acetone, slightly soluble in anhydrous ethanol. mp…<\/p>\n","protected":false},"author":2,"featured_media":25499,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[174],"tags":[],"class_list":["post-25473","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\/25473","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\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/comments?post=25473"}],"version-history":[{"count":2,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/25473\/revisions"}],"predecessor-version":[{"id":25508,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/25473\/revisions\/25508"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media\/25499"}],"wp:attachment":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media?parent=25473"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/categories?post=25473"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/tags?post=25473"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}