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O0151000

Omeprazole impurity D

Name: Omeprazole impurity D
Brand: SIAL

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):

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

Empirical Formula (Hill Notation):

C₁₇H₁₉N₃O₄S

CAS Number:

88546-55-8

Molecular Weight:

361.42

Beilstein:

8347309

MDL number:

MFCD00869772

PubChem Substance ID:

329818824

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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Analytical Reference Standards

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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

GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Artemisinin induces omeprazole metabolism in human beings.

U S Svensson et al.

Clinical pharmacology and therapeutics, 64(2), 160-167 (1998-09-05)

This study investigated whether time-dependent artemisinin pharmacokinetics correlated to CYP3A4 or CYP2C19 activity in vivo. Artemisinin (two oral doses per day of 250 mg) was given to nine healthy Vietnamese subjects for 7 days (day 1 to day 7). Single

Assay of omeprazole and omeprazole sulfone by semi-microcolumn liquid chromatography with mixed-function precolumn.

D S Yim et al.

Journal of chromatography. B, Biomedical sciences and applications, 754(2), 487-493 (2001-05-08)

A column-switching system based on semi-microcolumns was used for direct analysis of omeprazole and omeprazole sulfone in human plasma samples. Plasma samples were injected into a mixed-function (MF Ph-1) column (35 mmx4.6 mm I.D.) to remove proteins and other non-specific

5-hydroxylation of omeprazole by human liver microsomal fractions from Chinese populations related to CYP2C19 gene dose and individual ethnicity.

Y Shu et al.

The Journal of pharmacology and experimental therapeutics, 295(2), 844-851 (2000-10-25)

It has been previously reported that omeprazole (OP) oxidation is mediated by CYP2C19 and CYP3A4 in human livers. In this study, we assessed their relative contributions with human liver microsomal fractions from Chinese populations that were genotyped by CYP2C19 and

Formation of omeprazole sulphone but not 5-hydroxyomeprazole is inhibited by grapefruit juice.

W Tassaneeyakul et al.

British journal of clinical pharmacology, 49(2), 139-144 (2000-02-15)

To determine the effect of grapefruit juice on omeprazole metabolism in vivo. This was a randomized crossover study with a 2 week washout period. Omeprazole (20 mg) was taken orally by 13 healthy volunteers after an overnight fast with either

Validation of an automated liquid chromatographic method for omeprazole in human plasma using on-line solid-phase extraction.

G García-Encina et al.

Journal of pharmaceutical and biomedical analysis, 21(2), 371-382 (2000-03-07)

An automated system using on-line solid-phase extraction and HPLC with UV detection has been validated in order to determine omeprazole in human plasma. The extraction was carried out using C18 cartridges. After washing, omeprazole was eluted from the cartridge with

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