Omeprazole

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Cat.No. 2583 - Omeprazole | C17H19N3O3S | CAS No. 73590-58-6
Description: H+,K+-ATPase inhibitor
Chemical Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole
Purity: ≥99% (HPLC)
Datasheet
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Literature

Biological Activity

H+,K+-ATPase inhibitor (IC50 = 5.8 μM) that displays antisecretory and antiulcer activity. Inhibits gastric acid secretion (IC50 = 0.16 μM for histamine-induced acid formation) and reduces gastric lesion formation induced by a variety of ulcerative stimuli. Antibacteral against Helicobacter pylori in vitro. Also inhibits CYP2C19, CYP2C9 and CYP3A (Ki values are 3.1, 40.1 and 84.4 μM respectively) and blocks swelling-dependent chloride channels (ICIswell).

Technical Data

M. Wt 345.42
Formula C17H19N3O3S
Storage Desiccate at +4°C
Purity ≥99% (HPLC)
CAS Number 73590-58-6
PubChem ID 4594
InChI Key SUBDBMMJDZJVOS-UHFFFAOYSA-N
Smiles COC1=CC=C2N=C(NC2=C1)S(=O)CC1=C(C)C(OC)=C(C)C=N1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
1eq. HCl 17.27 50
DMSO 34.54 100
ethanol 8.64 25

Preparing Stock Solutions

The following data is based on the product molecular weight 345.42. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.9 mL 14.48 mL 28.95 mL
5 mM 0.58 mL 2.9 mL 5.79 mL
10 mM 0.29 mL 1.45 mL 2.9 mL
50 mM 0.06 mL 0.29 mL 0.58 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Satoh et al (1989) Antisecretory and anitulcer activities of a novel proton pump inhibitor AG-1749 in dogs and rats. J.Pharmacol.Exp.Ther. 248 806 PMID: 2537418

Richardson et al (1998) Proton pump inhibitors. Drugs 56 307 PMID: 9777309

Schmarda et al (2000) The gastric H,K-ATPase blocker lansoprazole is an inhibitor of chloride channels. Br.J.Pharmacol. 129 598 PMID: 10711360


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Keywords: Omeprazole, supplier, H+K+-ATPase, inhibitors, inhibits, Hydrogen, Potassium-ATPase, Ion, Transporters, Pumps, ATPases, cytochrome, p450, CYP2C19, CYP2C9, CYP3A, H+,K+-ATPase, Cytochrome, P450, H+,K+-ATPase, Tocris Bioscience

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