OmeprazoleMonograph of Omeprazole

Omeprazole
Monograph of Omeprazole (British Pharmacopoeia 2009)Omeprazole
Chemical formula: C17H19N3O3SMolecular weight: 345.4
Action and use
Proton pump inhibitor; treatment of peptic ulcer disease.
Preparations
Gastro-resistant Omeprazole CapsulesGastro-resistant Omeprazole Tablets
Definition
5-Methoxy-2-[(RS )-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulphinyl]-1H - benzimidazole.
Content99.0 per cent to 101.0 per cent (dried substance).
CharacteristicsAppearance
White or almost white powder.
Solubility
Very slightly soluble in water, soluble in methylene chloride, sparingly soluble in ethanol (96 per cent) and in
methanol. It dissolves in dilute solutions of alkali hydroxides.It shows polymorphism.
IdentificationA.
Ultraviolet and visible absorption spectrophotometry.Test solutionDissolve 2.0 mg in 0.1 M sodium hydroxide
and dilute to 100.0 ml with thesame solvent.Spectral range230-350 nm.Absorption maximaAt 276 nm and 305
nm.Absorbance ratioA305 / A276 = 1.6 to 1.8.
B.
Infrared absorption spectrophotometry.Comparisonomeprazole CRS.1


OmeprazoleIf the spectra obtained in the solid state show differences, dissolve the substance to beexamined and
the reference substance separately in methanol R, evaporate to dryness andrecord new spectra using the residues.
C.Examine the chromatograms obtained in the test for impurity C.ResultsThe principal spot in the
chromatogram obtained with test solution (b) is similar in position and size to the principal spot in the
chromatogram obtained with reference solution(a). Place the plate in a tank saturated with vapour from acetic acid
R. The spots rapidly turn brown






OmeprazoleIf the spectra obtained in the solid state show differences, dissolve the substance to beexamined and
the reference substance separately in methanol R, evaporate to dryness andrecord new spectra using the residues.
C.
Examine the chromatograms obtained in the test for impurity C.ResultsThe principal spot in the chromatogram
obtained with test solution (b) is similar in position and size to the principal spot in the chromatogram obtained
with reference solution(a). Place the plate in a tank saturated with vapour from acetic acid R. The spots rapidly
turn brown.
Tests

Solution SDissolve 0.50 g in methylene chloride R and dilute to 25 ml with the same solvent.

Appearance of solutionSolution S is clear.

Impurities F and GMaximum 0.035 per cent for the sum of the contents.The absorbance of solution S measured at
440 nm is not greater than 0.10.Impurity C

Thin-layer chromatography.Solvent mixturemethanol R, methylene chloride R (50:50 V/V).Test solution
(a)Dissolve 0.10 g of the substance to be examined in 2.0 ml of the solventmixture.Test solution (b)Dilute 1.0 ml
of test solution (a) to 10 ml with methanol R.Reference solution (a)Dissolve 10 mg of omeprazole CRS in 2.0 ml
of methanol R.Reference solution (b)Dilute 1 ml of test solution (a) to 10 ml with the solvent mixture. Dilute1 ml
of this solution to 100 ml with the solvent mixture.Mobile phaseMix 20 volumes of 2-propanol R, 40 volumes of
methylene chloride R previously shaken with concentrated ammonia R (shake 100 ml of methylene chloride R
with30 ml of concentrated ammonia R in a separating funnel; allow the layers to separate and usethe lower layer)
and 40 volumes of methylene chloride R.Application10 l.DevelopmentOver a path of 15 cm.DryingIn
air.DetectionExamine in ultraviolet light at 254 nm