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O0150000

Omeprazole

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole, Antra, Losec

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About This Item

Empirical Formula (Hill Notation):
C17H19N3O3S
CAS Number:
73590-58-6
Molecular Weight:
345.42
MDL number:
MFCD00083192
UNSPSC Code:
41116107
PubChem Substance ID:
329818823
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

omeprazole

manufacturer/tradename

EDQM

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

COc1ccc2[nH]c(nc2c1)S(=O)Cc3ncc(C)c(OC)c3C

InChI

1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)

InChI key

SUBDBMMJDZJVOS-UHFFFAOYSA-N

Gene Information

human ... ATP4A(495) , ATP4B(496)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Omeprazole EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Related product

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Omeprazole Related Compound F and G mixture, United States Pharmacopeia (USP) Reference Standard

1478516

Omeprazole Related Compound A, United States Pharmacopeia (USP) Reference Standard

1478561

Omeprazole Related Compound I, United States Pharmacopeia (USP) Reference Standard

1478527

Omeprazole Related Compound E, United States Pharmacopeia (USP) Reference Standard

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Omeprazole magnesium, United States Pharmacopeia (USP) Reference Standard

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PHR1649

Omeprazole Related Compound E, Pharmaceutical Secondary Standard; Certified Reference Material

PHR1650

Omeprazole Related Compound I, Pharmaceutical Secondary Standard; Certified Reference Material

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Omeprazole Related Compound B, United States Pharmacopeia (USP) Reference Standard

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Omeprazole, British Pharmacopoeia (BP) Reference Standard

PHR1988

Omeprazole Impurity C, Pharmaceutical Secondary Standard; Certified Reference Material

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Omeprazole Impurity B, Pharmaceutical Secondary Standard; Certified Reference Material

PHR1989

Omeprazole Impurity H, Pharmaceutical Secondary Standard; Certified Reference Material

PHR1954

N′-Methyl Omeprazole, Pharmaceutical Secondary Standard; Certified Reference Material

Y0002075

Esomeprazole sodium, European Pharmacopoeia (EP) Reference Standard

PHR9054

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pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Omeprazole Related Compound A United States Pharmacopeia (USP) Reference Standard

USP

1478516

Omeprazole Related Compound A

Aydin Seref Köksal et al.
Acta gastro-enterologica Belgica, 76(1), 34-37 (2013-05-09)
Bismuth-containing quadruple therapy given four times a day is effective in the first-line treatment of Helicobacter pylori. We aimed to investigate whether twice daily posology could eradicate H. pylori at a comparable rate in an area with a high prevalence
R P Myers et al.
The American journal of gastroenterology, 96(12), 3428-3431 (2002-01-05)
Omeprazole is a proton pump inhibitor that is used commonly in the treatment of acid-peptic disorders. Although omeprazole is generally well tolerated, serious adverse effects such as renal failure have been reported. Thus far, 17 cases of acute interstitial nephritis
Anju Nohria et al.
Journal of the American Heart Association, 3(1), e000609-e000609 (2014-01-07)
Inflammation is fundamental to the development of atherosclerosis. We examined the effect of anti-inflammatory doses of salicylate on endothelium-dependent vasodilation, a biomarker of cardiovascular risk, in a broad range of subjects. We performed a randomized, double-blind, placebo-controlled crossover trial evaluating
A proton-pump inhibitor expedition: the case histories of omeprazole and esomeprazole.
Lars Olbe et al.
Nature reviews. Drug discovery, 2(2), 132-139 (2003-02-04)
Kazuhiro Shiizaki et al.
Molecular pharmacology, 85(2), 279-289 (2013-11-23)
Omeprazole (OME) induces the expression of genes encoding drug-metabolizing enzymes, such as CYP1A1, via activation of the aryl hydrocarbon receptor (AhR) both in vivo and in vitro. However, the precise mechanism of OME-mediated AhR activation is still under investigation. While
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