A metabolite of ranitidine
Related Products
Parent Compound(s)
16939Ranitidine (hydrochloride)
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Ranitidine S-oxide

Item No. 35412

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N′-[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]sulfinyl]ethyl]-N-methyl-2-nitro-1,1-ethenediamine
CAS Number
73851-70-4
Molecular Formula
C13H22N4O4S
Formula Weight
330.4
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
λmax
235, 327 nm
SMILES
O=S(CC1=CC=C(CN(C)C)O1)CCN/C(NC)=C/[N+]([O-])=O
InChi Code
InChI=1S/C13H22N4O4S/c1-14-13(9-17(18)19)15-6-7-22(20)10-12-5-4-11(21-12)8-16(2)3/h4-5,9,14-15H,6-8,10H2,1-3H3/b13-9+
InChi Key
SKHXRNHSZTXSLP-UKTHLTGXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $44

    Add

    5 mg

    $208

    Add

    10 mg

    $329

    Add

    25 mg

    $657

    Add
    Product Description

    Ranitidine S-oxide is a metabolite of the histamine H2 receptor antagonist ranitidine (Item No. 16939).1 It is formed via S-oxidation of ranitidine by flavin-containing monooxygenase 3 (FMO3) and FMO5.2 Ranitidine S-oxide is acutely cytotoxic to the aquatic species B. calyciflorus and C. dubia (LC50s = 4.51 and 7.85 mg/L, respectively), and it inhibits the reproduction of B. calyciflorus and C. dubia with chronic exposure (EC50s = 0.83 and 0.51 mg/L, respectively).3 It is mutagenic to S. typhimurium and genotoxic to E. coli when used at concentrations ranging from 0.312 to 0.625 µg/ml and 0.312 to 5 µg/ml, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Smith, M.S., Oxford, J., and Evans, M.B. Improved method for the separation of ranitidine and its metabolites based on supercritical fluid chromatography. J. Chromatogr. A. 683(2), (1994).

    2. Chung, W.-G., Park, C.-S., Roh, H.-K., et al. Oxidation of ranitidine by isozymes of flavin-containing monooxygenase and cytochrome P450. Jpn. J. Pharmacol. 84(2), 213-220 (2000).

    3. Isidori, M., Parrella, A., Pistillo, P., et al. Effects of ranitidine and its photoderivatives in the aquatic environment. Environ. Int. 35(5), 821-825 (2009).