A metabolite of omeprazole
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Omeprazole N-oxide

Item No. 35430

Technical Information
Formal Name
6-methoxy-2-[[(4-methoxy-3,5-dimethyl-1-oxido-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole
CAS Number
176219-04-8
Synonyms
  • OMEP N-oxide
  • OMP N-oxide
  • OMZ N-oxide
Molecular Formula
C17H19N3O4S
Formula Weight
Purity
≥98%
A solid
λmax
272, 303 nm
SMILES
O=S(C1=NC2=CC=C(C=C2N1)OC)CC3=C(C)C(OC)=C(C)C=[N+]3[O-]
InChi Code
InChI=1S/C17H19N3O4S/c1-10-8-20(21)15(11(2)16(10)24-4)9-25(22)17-18-13-6-5-12(23-3)7-14(13)19-17/h5-8H,9H2,1-4H3,(H,18,19)
InChi Key
QZVDQETYNOBUPJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Omeprazole N-oxide is a metabolite of the gastric proton pump inhibitor omeprazole (Item No. 14880).1 It is also a potential impurity found in commercial preparations of omeprazole.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seshadri, R.K., Raghavaraju, T.V., and Chakravarthy, I.E. A single gradient stability-indicating reversed-phase LC method for the estimation of impurities in omeprazole and domperidone capsules. Sci. Pharm. 81(2), 437-438 (2013).

    2. Shirasaka, Y., Sager, J.E., Lutz, J.D., et alInhibition of CYP2C19 and CYP3A4 by omeprazole metabolites and their contribution to drug-drug interactions. Drug Metab. Dispos. 41(7), 1414-1424 (2013).