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Omeprazole Sulfone (CAS 88546-55-8)

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Alternate Names:
5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfonyl]-1H-benzimidazole
Application:
Omeprazole Sulfone is A metabolite of Omeprazole
CAS Number:
88546-55-8
Purity:
≥94%
Molecular Weight:
361.42
Molecular Formula:
C17H19N3O4S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Omeprazole sulfone serves as an organic compound of significance, particularly as an intermediate in the synthesis of the widely used proton pump inhibitor, omeprazole. It represents a sulfonamide derivative derived from the benzimidazole nucleus, playing a pivotal role as a key intermediate for the synthesis of omeprazole and its analogues. Notably, omeprazole sulfone acts as an intermediary during the production process of the proton pump inhibitor omeprazole. As a proton pump inhibitor, omeprazole functions by inhibiting the activity of the H+/K+-ATPase enzyme responsible for gastric acid production. By impeding the function of this enzyme, omeprazole effectively diminishes the secretion of gastric acid, resulting in a reduction in the overall acidity of stomach contents.


Omeprazole Sulfone (CAS 88546-55-8) References

  1. Assay of omeprazole and omeprazole sulfone by semi-microcolumn liquid chromatography with mixed-function precolumn.  |  Yim, DS., et al. 2001. J Chromatogr B Biomed Sci Appl. 754: 487-93. PMID: 11339292
  2. CYP2C19- and CYP3A4-dependent omeprazole metabolism in West Mexicans.  |  Gonzalez, HM., et al. 2003. J Clin Pharmacol. 43: 1211-5. PMID: 14551175
  3. Disposition kinetics and metabolism of omeprazole in extensive and poor metabolizers of S-mephenytoin 4'-hydroxylation recruited from an Oriental population.  |  Sohn, DR., et al. 1992. J Pharmacol Exp Ther. 262: 1195-202. PMID: 1527724
  4. Determination of omeprazole, hydroxyomeprazole and omeprazole sulfone using automated solid phase extraction and micellar electrokinetic capillary chromatography.  |  Pérez-Ruiz, T., et al. 2006. J Pharm Biomed Anal. 42: 100-6. PMID: 16280228
  5. Sensitive quantification of omeprazole and its metabolites in human plasma by liquid chromatography-mass spectrometry.  |  Hofmann, U., et al. 2006. J Chromatogr B Analyt Technol Biomed Life Sci. 831: 85-90. PMID: 16338182
  6. Use of omeprazole sulfone in a single plasma sample as a probe for CYP3A4.  |  Böttiger, Y. 2006. Eur J Clin Pharmacol. 62: 621-5. PMID: 16791583
  7. Effects of the CYP3A5 genotype on omeprazole sulfoxidation in CYP2C19 PMs.  |  Sugimoto, K., et al. 2008. Eur J Clin Pharmacol. 64: 583-7. PMID: 18214455
  8. The (R)-omeprazole hydroxylation index reflects CYP2C19 activity in healthy Japanese volunteers.  |  Yamada, S., et al. 2013. Eur J Clin Pharmacol. 69: 1423-8. PMID: 23435615
  9. Inhibition of CYP2C19 and CYP3A4 by omeprazole metabolites and their contribution to drug-drug interactions.  |  Shirasaka, Y., et al. 2013. Drug Metab Dispos. 41: 1414-24. PMID: 23620487
  10. Stereoselective Metabolism of Omeprazole by Cytochrome P450 2C19 and 3A4: Mechanistic Insights from DFT Study.  |  Jana, K., et al. 2018. J Phys Chem B. 122: 5765-5775. PMID: 29741901
  11. Effects of elagolix on the pharmacokinetics of omeprazole and its metabolites in healthy premenopausal women.  |  Nader, A., et al. 2022. Clin Transl Sci. 15: 1269-1280. PMID: 35137535
  12. Inhibition of the sulfoxidation of omeprazole by ketoconazole in poor and extensive metabolizers of S-mephenytoin.  |  Böttiger, Y., et al. 1997. Clin Pharmacol Ther. 62: 384-91. PMID: 9357389
  13. Artemisinin induces omeprazole metabolism in human beings.  |  Svensson, US., et al. 1998. Clin Pharmacol Ther. 64: 160-7. PMID: 9728896

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Omeprazole Sulfone, 10 mg

sc-212477
10 mg
$352.00