Synonym: 4,6-Dimethylsulfadiazine; 4-Amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide; Sulfadimethyldiazine; Sulfadimidine
CAS Number: 57-68-1
Empirical Formula (Hill Notation): C12H14N4O2S
Molecular Weight: 278.33
EC Number: 200-346-4
MDL Number: MFCD00006066
Linear Formula: C12H14N4O2S
Product Type: Chemical
| antibiotic activity spectrum |
Gram-negative bacteria |
| |
Gram-positive bacteria |
| assay |
99.0-101.0% (on dried basis) |
| color |
white to off-white |
| form |
powder or crystals |
| 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) |
| InChI key |
ASWVTGNCAZCNNR-UHFFFAOYSA-N |
| mode of action |
DNA synthesis | interferes |
| |
enzyme | inhibits |
| Quality Level |
200  |
| SMILES string |
Cc1cc(C)nc(NS(=O)(=O)c2ccc(N)cc2)n1 |
| storage condition |
(Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.) |
| storage temp. |
2-8°C |
| Application: |
Sulfamethazine is an antibiotic used to 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: |
An antimicrobial sulfur drug. Induces CYP3A4 expression and acetylated by N-acetyltransferase. Exhibits sex dependent pharmacokinetics, metabolized by the male specific isoform CYP2C11. |
| 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. |
| General description: |
Chemical structure: sulfonamide |
| Other Notes: |
Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place. |
| Packaging: |
25G,100G |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 2 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
99.0-101.0% (on dried basis) |
| Storage Temp. |
2-8°C |
| UNSPSC |
51284910 |