An internal standard for the quantification of sulfamethazine
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Unlabeled Version(s)
20976Sulfamethazine
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Sulfamethazine-d4

Item No. 36575

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-N-(4,6-dimethyl-2-pyrimidinyl)-benzene-2,3,5,6-d4-sulfonamide
CAS Number
1020719-82-7
Synonyms
  • Sulfadimethyldiazine-d4
  • Sulfadimidine-d4
Molecular Formula
C12H10D4N4O2S
Formula Weight
282.4
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly solubleMethanol: Slightly soluble when heated
SMILES
CC1=NC(NS(=O)(C2=C([2H])C([2H])=C(C([2H])=C2[2H])N)=O)=NC(C)=C1
InChi Code
InChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)/i3D,4D,5D,6D
InChi Key
ASWVTGNCAZCNNR-LNFUJOGGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Sulfamethazine-d4 is intended for use as an internal standard for the quantification of sulfamethazine (Item No. 20976) by GC- or LC-MS. Sulfamethazine is a sulfonamide antibiotic.1,2 It inhibits dihydropteroate synthase (DHPS; IC50 = 5.7 µM for the T. gondii enzyme). Sulfamethazine is active against A. pleuropneumoniae (MIC = 32 µg/ml) and enhances the antibacterial activity of trimethoprim (Item No. 16473) against E. coli.3,4 It has been detected in environmental water samples.5,6 Formulations containing sulfamethazine have been used in the treatment of bacterial infections in livestock.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Allegra, C.J., Boarman, D., Kovacs, J.A., et al. Interaction of sulfonamide and sulfone compounds with Toxoplasma gondii dihydropteroate synthase. J. Clin. Invest. 85(2), 371-379 (1990).

    2. Salmon, S.A., Watts, J.L., Case, C.A., et al. Comparison of MICs of ceftiofur and other antimicrobial agents against bacterial pathogens of swine from the United States, Canada, and Denmark. J. Clin. Microbiol. 33(9), 2435-2444 (1995).

    3. Mengelers, M.J., Hougee, P.E., Janssen, L.H., et al. Structure-activity relationships between antibacterial activities and physicochemical properties of sulfonamides. J. Vet. Pharmacol. Ther. 20(4), 276-283 (1997).

    4. Peng, F.-J., Ying, G.-G., Liu, Y.-S., et al. Joint antibacterial activity of soil-adsorbed antibiotics trimethoprim and sulfamethazine. Sci. Total Environ. 506-507, 58-65 (2015).

    5. Washington, M.T., Moorman, T.B., Soupir, M.L., et al. Monitoring tylosin and sulfamethazine in a tile-drained agricultural watershed using polar organic chemical integrative sampler (POCIS). Sci. Total. Environ. 612, 358-367 (2017).

    6. López-Serna, R., Petrović, M., and Barceló, D. Direct analysis of pharmaceuticals, their metabolites and transformation products in environmental waters using on-line TurboFlow™ chromatography-liquid chromatography-tandem mass spectrometry. J. Chomatogr. A. 1252, 115-129 (2012).