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O0151000

Omeprazole impurity D

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Omeprazole sulfone, 5-Methoxy-2-{[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfonyl}-1H-benzimidazole, Omeprazole sulphone

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About This Item

Empirical Formula (Hill Notation):
C17H19N3O4S
CAS Number:
Molecular Weight:
361.42
Beilstein:
8347309
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

omeprazole

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

O=S(C1=NC2=CC(OC)=CC=C2N1)(CC3=NC=C(C)C(OC)=C3C)=O

InChI

1S/C17H19N3O4S/c1-10-8-18-15(11(2)16(10)24-4)9-25(21,22)17-19-13-6-5-12(23-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)

InChI key

IXEQEYRTSRFZEO-UHFFFAOYSA-N

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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 impurity D 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.

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Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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A Abelö et al.
Drug metabolism and disposition: the biological fate of chemicals, 28(8), 966-972 (2000-07-20)
This study demonstrates the stereoselective metabolism of the optical isomers of omeprazole in human liver microsomes. The intrinsic clearance (CL(int)) of the formation of the hydroxy metabolite from S-omeprazole was 10-fold lower than that from R-omeprazole. However, the CL(int) value
Ylva Böttiger
European journal of clinical pharmacology, 62(8), 621-625 (2006-06-23)
The hydroxylation of omeprazole, measured as the ratio of omeprazole/5-hydroxyomeprazole in a plasma sample taken 3 h after an oral dose, is an established method to determine CYP2C19 activity, and the ratio of omeprazole AUC/omeprazole sulfone AUC has been used
Yanhua Zhang et al.
Journal of clinical pharmacology, 46(3), 345-352 (2006-02-24)
To determine the effects of sex and menstrual cycle phase on CYP3A activity and to characterize the intraindividual variability of CYP3A, 24 Caucasian adults were given a single dose of omeprazole every 14th day for 3 months (men) or during
Ia Hultman et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 848(2), 317-322 (2006-12-05)
A LC-MS/MS method was developed for quantitative determination of esomeprazole, and its two main metabolites 5-hydroxyesomeprazole and omeprazole sulphone in 25 microL human, rat or dog plasma. The analytes and their internal standards were extracted from plasma into methyl tert-butyl
Naser L Rezk et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 844(2), 314-321 (2006-08-22)
A simple, sensitive and specific reverse-phase high-performance liquid chromatography (HPLC) assay for the simultaneous quantitative determination of omeprazole and its three metabolites in human plasma was developed and validated. This method provides excellent chromatographic resolution and peak shape for the

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