S5637
Sulfamethazine sodium salt
≥98%
Synonym(s):
4-Amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide
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About This Item
Linear Formula:
C12H13N4O2SNa
CAS Number:
Molecular Weight:
300.31
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51284910
EC Number:
217-840-0
MDL number:
Quality Level
assay
≥98%
form
powder
storage condition
(Keep container tightly closed in a dry and well-ventilated place.)
color
white to off-white
solubility
H2O: soluble 50 mg/mL
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria
mode of action
DNA synthesis | interferes, enzyme | inhibits
storage temp.
2-8°C
SMILES string
[Na].Cc1cc(C)nc(NS(=O)(=O)c2ccc(N)cc2)n1
InChI
1S/C12H14N4O2S.Na.H/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);;
InChI key
WIVZAHIZHZEEOX-UHFFFAOYSA-N
General description
Chemical structure: sulfonamide
Application
Sulfamethazine is an antibiotic used to clinically treat bronchitis, prostatitis and urinary tract infections. It is used in disposition and depletion kinetic studies. It is used to develop detection techniques for quantification in fluids such as cows′ milk, honey and swine urine.
Biochem/physiol Actions
Sulfamethazine is an antimicrobial sulfur drug that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfamethazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. It induces CYP3A4 expression and is acetylated by N-acetyltransferase. It exhibits sex dependent pharmacokinetics, metabolized by the male specific isoform CYP2C11. Sulfamethazine is bacteriostatic.
Packaging
25G,100G
Other Notes
Keep container tightly closed in a dry and well-ventilated place.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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C J Chapron et al.
Journal of clinical pharmacology, 16(7), 338-344 (1976-07-01)
The relationship between sulfamethazine disposition kinetics and acetylation phenotype was studied in man. Sulfamethazine pharmacokinetic parameters were determined after the administration of the drug as an oral suspension. When the half-life, acetylation rate constant, or per cent available dose excreted
A D Mitchell et al.
Drug metabolism and disposition: the biological fate of chemicals, 14(2), 161-165 (1986-03-01)
Swine weighing 60-70 kg were orally administered 14C-sulfamethazine [4-amino-N-(4,6-dimethyl-2-pyrimidinyl)benzene[U-14C]sulfonamide] at 12-hr intervals for 7 days (165 mg/dose; 0.126-5.04 mCi/mmol). The animals were sacrificed at 8 hr or 2, 5, or 10 days after the last dose was given and tissues
Tangbin Yang et al.
Hybridoma (2005), 29(5), 403-407 (2010-11-06)
A specific monoclonal antibody (MAb) against sulfamethazine was produced with hybridoma technology. This assay shows very high sensitivity with IC50 of 0.4 ng/mL and LOD of 0.05 ng/mL when it was run in 0.02 mol/L PBS (pH 7.5). This MAb has shown high
Global Trade Item Number
| SKU | GTIN |
|---|---|
| S5637-25G | 04061836954673 |
| S5637-100G | 04061836954666 |