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O104

Omeprazole

Name: Omeprazole
Brand: SIGMA

≥98% (HPLC), solid, gastric secretion inhibitor

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

UNSPSC Code:

12352200

PubChem Substance ID:

24897870

NACRES:

NA.77

MDL number:

MFCD00083192

Form:

solid

Quality level:

100

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Properties

Product Name

Omeprazole, solid

form

solid

Quality Level

100

color

white

solubility

H₂O: 0.5 mg/mL, DMSO: >19 mg/mL, ethanol: 4.5 mg/mL

originator

AstraZeneca

storage temp.

2-8°C

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 ... ABCB1(5243), ATP4A(495), ATP4B(496), CYP1A2(1544)

Description

General description

Omeprazole is a benzimidazole derivative, a weak base and is lipophilic in nature. This compound is pH sensitive and does not exists in its original form at low pH.

Application

Omeprazole has been used as an atypical cytochrome P450 (CYP) 1A2 inducer in Dulbecco′s modified eagle′s medium (serum free) to study the effects of inducers on CYP activities in human hepatocytes and also to compare with other classical aryl hydrocarbon receptor ligands.

Biochem/physiol Actions

Omeprazole binds covalently to proton pump (H⁺, K⁺-ATPase) and inhibits gastric secretion. It is useful in ameliorating the effects of peptic oesophagitis, duodenal and gastric ulcer. Omeprazole is preferred over antagonists of histamine H2-receptor and ranitidine for its higher efficiency. It is also useful in treating Zollinger-Ellison syndrome.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Disclaimer

Hygroscopic, photosensitive

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pictograms

GHS07,GHS09

signalword

Warning

hcodes

H302,H317,H411

pcodes

P261 - P264 - P273 - P280 - P301 + P312 - P302 + P352

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Global Trade Item Number

SKU	GTIN
O104-100MG	04061835374786
O104-500MG	04061835374793