A sulfonamide antibiotic with antibacterial and anti-inflammatory activities
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Sulfapyridine

Item No. 28619

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-N-2-pyridinyl-benzenesulfonamide
CAS Number
144-83-2
Synonyms
  • NSC 41791
  • NSC 4753
  • Sulphapyridine
Molecular Formula
C11H11N3O2S
Formula Weight
249.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
λmax
270 nm
SMILES
NC1=CC=C(S(NC2=CC=CC=N2)(=O)=O)C=C1
InChi Code
InChI=1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14)
InChi Key
GECHUMIMRBOMGK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $36

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    10 g

    $53

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    25 g

    $77

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    50 g

    $135

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    Cayman Chemical
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    Product Description

    Sulfapyridine is a sulfonamide antibiotic with antibacterial and anti-inflammatory activities.1 It is also a metabolite of sulfasalazine (Item No. 15025) formed through bacterial conversion in the colon.2 It is active against strains of Y. enterocolitica and Salmonella (MICs = 3.1-25 and 25-100 μg/ml, respectively), as well as S. aureus (MBC = 0.8 μM).3,4 It is an inhibitor of recombinant P. carinii dihydropteroate synthetase (DHPS; IC50 = 0.18 μM).5 Sulfapyridine scavenges peroxyl radicals in an oxygen radical absorbance capacity (ORAC) assay.2 It inhibits histamine release induced by compound 48/80 (Item No. 22173) from isolated rat peritoneal mast cells in a dose-dependent manner.6 Sulfapyridine (1 μg/kg) also inhibits compound 48/80-induced systemic allergic reaction in rats. Formulations containing sulfapyridine have previously been used in the treatment of dermatological conditions and ulcerative colitis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lorincz, A.L., and Pearson, R.W. Sulfapyridine and sulfone type drugs in dermatology. Arch. Dermatol. 85(1), 42-56 (1962).

    2. Couto, D., Ribeiro, D., Freitas, M., et al. Scavenging of reactive oxygen and nitrogen species by the prodrug sulfasalazine and its metabolites 5-aminosalicylic acid and sulfapyridine. Redox Rep. 15(6), 259-267 (2010).

    3. Andreasen, J.J., Andersen, L.P., and Hartzen, S.H. In vitro susceptibility of diarrhoea producing gram negative enteric bacteria to sulfasalazine, 5-aminosalicylic acid, sulfapyridine and four quinolones. Brief report. APMIS 96(6), 568-570 (1988).

    4. Wood, W.B., and Austrian, R. Studies on the antibacterial action of the sulfonamide drugs: II. The possible relation of drug activity to substances other than p-aminobenzoic acid. J. Exp. Med. 75(4), 383-394 (1942).

    5. 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).

    6. Kim, H.-M., An, N.-H., Yi, B.-H., et al. Inhibitory effect of mast cell-mediated immediate-type allergic reactions by sulfapyridine. Immunopharmacol. Immunotoxicol. 22(2), 253-266 (2000).