Structure via PubChem · Public domain (PubChem)
sulfamethazine
Sign in to saveAlso known as Smz-Med 454, 2-Sulfanilamido-4,6-dimethylpyrimidine, Sulfametazyny, 4-Amino-N-(2,6-dimethyl-4-pyrimidinyl)benzenesulfonamide, (P-Aminobenzolsulfonyl)-2-amino-4,6-dimethylpyrimidin, Sulfadimidina, Sulphadimethylpyrimidine, N(1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide
Sulfadimidine or sulfamethazine is a sulfonamide antibacterial.
Chemical data
- Formula
- C12H14N4O2S
- Molecular weight
- 278.33 g/mol
- IUPAC name
- 4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide
- SMILES
- CC1=CC(=NC(=N1)NS(=O)(=O)C2=CC=C(C=C2)N)C
- InChIKey
- ASWVTGNCAZCNNR-UHFFFAOYSA-N
- XLogP
- 0.3
- Polar surface area
- 106 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1949
- Admin. routes
- oral
- Indications
- bacterial disease
via ChEMBL · EBI
Research
2,990 papers- [Effects of Sulfamethazine in Soil on Rice Growth].Huan jing ke xue= Huanjing kexue · 2023
- A decade of research effort in synthesis, biological activity assessments, and mechanistic investigations of sulfamethazine-incorporating molecules.Archiv der Pharmazie · 2025
- Sulfamethazine residues in swine.Journal of veterinary pharmacology and therapeutics · 1981
- Sulfamethazine tolerance reduced.Journal of the American Veterinary Medical Association · 1990
- Effect of acetaminophen on sulfamethazine acetylation in male volunteers.International journal of immunopathology and pharmacology · 2016
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 278.084
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₂H₁₄N₄O₂S
- subject has role
- bactericide
- canonical SMILES
- CC1=CC(=NC(=N1)NS(=O)(=O)C2=CC=C(C=C2)N)C
- World Health Organisation international non-proprietary name
- sulfadimidine
- defined daily dose
- 4
- melting point
- 200
- Commons category
- Sulfadimidine
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- Further reading
Sulfadimidine or sulfamethazine is a sulfonamide antibacterial.
There are non-standardized abbreviations for it as "sulfadimidine" (abbreviated SDI and more commonly but less reliably SDD) and as "sulfamethazine" (abbreviated SMT and more commonly but less reliably SMZ). Other names include sulfadimerazine, sulfadimezine, and sulphadimethylpyrimidine.
Excerpted from Wikipedia’s “sulfamethazine” article, available under the CC BY-SA 4.0 licence.