A sulfonamide antibiotic
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Labeled Version(s)
33605Sulfadiazine-d4
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Sulfadiazine

Item No. 23719

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-N-2-pyrimidinyl-benzenesulfonamide
CAS Number
68-35-9
Synonyms
  • NSC 35600
Molecular Formula
C10H10N4O2S
Formula Weight
250.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 0.3 mg/ml
λmax
214, 271 nm
SMILES
NC1=CC=C(S(NC2=NC=CC=N2)(=O)=O)C=C1
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)
InChi Key
SEEPANYCNGTZFQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 g

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    Cayman Chemical
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    Product Description

    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).