An internal standard for the quantification of sulfadiazine
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Unlabeled Version(s)
23719Sulfadiazine
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Sulfadiazine-d4

Item No. 33605

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-N-2-pyrimidinyl-benzene-2,3,5,6-d4-sulfonamide
CAS Number
1020719-78-1
Molecular Formula
C10H6D4N4O2S
Formula Weight
254.3
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
O=S(NC1=NC=CC=N1)(C2=C([2H])C([2H])=C(C([2H])=C2[2H])N)=O
InChi Code
InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)/i2D,3D,4D,5D
InChi Key
SEEPANYCNGTZFQ-QFFDRWTDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $237

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    5 mg

    $1,065

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    Product Description

    Sulfadiazine-d4 is intended for use as an internal standard for the quantification of sulfadiazine (Item No. 23719) by GC- or LC-MS. Sulfadiazine is a sulfonamide antibiotic that inhibits the growth of Gram-positive and Gram-negative bacteria.1,2,3,4 It inhibits dihydropteroate synthase (DHPS), which converts a pteridine and 4-aminobenzoic acid (PABA; Item No. 18659) to dihydropteroate, an intermediate in folate biosynthesis.1 Sulfadiazine inhibits recombinant P. carinii DHPS (IC50 = 0.19 μM). It is active against clinical isolates of M. tuberculosis (MIC90 = 10 mg/L) and of N. meningitidis (MICs = 5-2,000 mg/L).2,3 Sulfadiazine is also active against A. pleuropneumoniae, S. choleraesuis, S. typhimurium, P. multocida, S. equi, and S. suis (MIC90s = <0.5 mg/ml for all) when used in combination with trimethoprim (Item No. 16473).4 In vivo, sulfadiazine (40 mg/kg per day) increases survival in a mouse model of lethal T. gondii infection when administered in combination with pyrimethamine (Item No. 16472).5 Formulations containing sulfadiazine have been used in the treatment of rheumatic fever and various infections, and, in a dual treatment with pyrimethamine, to treat toxoplasmosis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hong, Y.-L., Hossler, P.A., Calhoun, D.H., et al. Inhibition of recombinant Pneumocystis carinii dihydropteroate synthetase by sulfa drugs. Antimicrob. Agents Chemother. 39(8), 1756-1763 (1995).

    2. Ameen, S.M., and Drancourt, M. In Vitro Susceptibility of Mycobacterium tuberculosis to Trimethoprim and Sulfonamides in France. Antimicrob. Agents Chemother. 57(12), 6370-6371 (2013).

    3. Wiggins, G.L., McLaughlin, J.V., Bickham, S.T., et al. Susceptibility of Neisseria meningitidis strains from the civilian population to sulfadiazine, penicillin, and rifampin. Appl. Microbiol. 20(6), 893-898 (1970).

    4. 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).

    5. Martins-Duarte, É.S., de Souza, W., and Vommaro, R.C. Toxoplasma gondii: The effect of fluconazole combined with sulfadiazine and pyrimethamine against acute toxoplasmosis in murine model. Exp. Parasitol. 133(3), 294-299 (2013).