Molecular structure of Omeprazole Sulfide, CAS Number: 73590-85-9
Omeprazole Sulfide (CAS 73590-85-9)
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Alternate Names:
6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfanyl]-1H-benzimidazole
Application:
Omeprazole Sulfide is an Omeprazole metabolite
CAS Number:
73590-85-9
Purity:
≥98%
Molecular Weight:
329.42
Molecular Formula:
C17H19N3O2S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Omeprazole sulfide is a structural analog of omeprazole, a proton pump inhibitor. Omeprazole Sulfide modulates the activity of several enzymes and receptors, such as the c-Jun N-terminal kinase (JNK), the nuclear factor-kappa B (NF-κB), and the cyclooxygenase-2 (COX-2). Furthermore, Omeprazole Sulfide has demonstrated inhibition of pro-inflammatory cytokine production and induction of apoptosis. Compounds like omeprazole sulfide are valuable for studying structure-activity relationships (SAR), as slight modifications to the molecular structure can significantly change the compound′s activity, solubility, stability, and other kinetic parameters. In the realm of synthetic chemistry, omeprazole sulfide serves as an intermediate in the synthesis of omeprazole and related analogs.
Omeprazole Sulfide (CAS 73590-85-9) References
- Role of CYP3A4 in the regulation of the aryl hydrocarbon receptor by omeprazole sulphide. | Gerbal-Chaloin, S., et al. 2006. Cell Signal. 18: 740-50. PMID: 16109480
- Whole-cell oxidation of omeprazole sulfide to enantiopure esomeprazole with Lysinibacillus sp. B71. | Babiak, P., et al. 2011. Bioresour Technol. 102: 7621-6. PMID: 21683578
- Investigating the presence of omeprazole in waters by liquid chromatography coupled to low and high resolution mass spectrometry: degradation experiments. | Boix, C., et al. 2013. J Mass Spectrom. 48: 1091-100. PMID: 24130012
- Solubility of Omeprazole Sulfide in Different Solvents at the Range of 280.35-319.65 K. | Li, Y., et al. 2013. J Solution Chem. 42: 2342-2353. PMID: 24319302
- Simultaneous determination of omeprazole and their main metabolites in human urine samples by capillary electrophoresis using electrospray ionization-mass spectrometry detection. | Nevado, JJ., et al. 2014. J Pharm Biomed Anal. 92: 211-9. PMID: 24530982
- Regioselective C-H hydroxylation of omeprazole sulfide by Bacillus megaterium CYP102A1 to produce a human metabolite. | Jang, HH., et al. 2017. Biotechnol Lett. 39: 105-112. PMID: 27640009
- Omeprazole, a specific inhibitor of gastric (H+-K+)-ATPase, is a H+-activated oxidizing agent of sulfhydryl groups. | Im, WB., et al. 1985. J Biol Chem. 260: 4591-7. PMID: 2985559
- Sulfide and sulfoxide derivatives of substituted benzimidazoles inhibit acid formation in isolated gastric glands by different mechanisms. | Fryklund, J. and Wallmark, B. 1986. J Pharmacol Exp Ther. 236: 248-53. PMID: 3001289
- Identification two key residues at the intersection of domains of a thioether monooxygenase for improving its sulfoxidation performance. | Ren, SM., et al. 2021. Biotechnol Bioeng. 118: 737-744. PMID: 33073356
- 'Nonpolarity paving' in substrate tunnel of a Limnobacter sp. Phenylacetone monooxygenase for efficient single whole-cell synthesis of esomeprazole. | Xu, X., et al. 2022. Bioorg Chem. 125: 105867. PMID: 35576739
- Engineering of a Baeyer-Villiger monooxygenase reveals key residues for the asymmetric oxidation of omeprazole sulfide. | Wei, S., et al. 2022. Chem Commun (Camb). 58: 13246-13249. PMID: 36354966
- Pharmacokinetics of [14C]omeprazole in patients with impaired renal function. | Naesdal, J., et al. 1986. Clin Pharmacol Ther. 40: 344-51. PMID: 3742939
- Development and preliminary application of a high-performance liquid chromatographic assay for omeprazole metabolism in human liver microsomes. | Kobayashi, K., et al. 1994. J Pharm Biomed Anal. 12: 839-44. PMID: 7918787
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Omeprazole Sulfide, 25 mg | sc-215632 | 25 mg | $191.00 |