CAS No. 723-46-6

Batch: Purity:99.92
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Sulfamethoxazole Chemical Structure
Chemical Structure
Check the Sulfamethoxazole product page for in-depth specifications, including solubility, stock solutions, MOA, and working concentrations.

Chemical Information

IUPAC Name 4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
CAS Number 723-46-6
Molecular Formula

C10H11N3O3S
Molecular Weight (MW) 253.28
SMILES CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)N
InChIKey JLKIGFTWXXRPMT-UHFFFAOYSA-N

Biological Activity

Sulfamethoxazole is a synthetic sulfonamide bacteriostatic antibiotic that functions as a competitive antagonist of para-aminobenzoic acid to inhibit bacterial dihydropteroate synthase. By blocking the folic acid biosynthesis pathway, it depletes cellular tetrahydrofolate essential for purine, pyrimidine, and methionine production. This metabolic inhibition ultimately suppresses bacterial DNA synthesis and arrests cell growth. [1]

How to Prepare Stock Solution?

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Solubility

Batch:
All in vitro solubility values are batch-tested experimental data (non-literature values).
Solvent Solubility & Note
DMSO 51 mg/mL (201.35 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO. The recommended stock concentration is 10 mM in DMSO.)
Ethanol 12 mg/mL
Water Insoluble
FAQ
Q: Why does a DMSO stock precipitate in media/saline?
A: It is caused by unheated aqueous media (supersaturation), local solvent shock, or incorrect mixing sequence.
How to fix it?
  • Preheat media/saline to 37°C.
  • Mix rapidly (pipette/vortex) upon addition.
  • For complex mixes, always add the aqueous phase last.
  • Re-dissolve minor precipitates with a 37°C water bath and sonication (≤30 min).
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Reference

[1] Achari A, et al. Nat Struct Biol. 1997;4(6):490-7.

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Note: Technical data last updated: Sep 1, 2026.