Chemical substance record

Sulfamethazine

57-68-1C₁₂H₁₄N₄O₂S278.337 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A sulfonamide consisting of pyrimidine with methyl substituents at the 4- and 6-positions and a 4-aminobenzenesulfonamido group at the 2-position. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	57-68-1	ChEBI ↗
Molecular formula	C₁₂H₁₄N₄O₂S	ChEBI ↗
Molar mass	278.337 g/mol	ChEBI ↗
Monoisotopic mass	278.08375 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:102265	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	278.33 g/mol	PubChem ↗
Exact mass	278.08374688 Da	PubChem ↗
Computed XLogP	0.3	PubChem ↗
Topological polar surface area (Å²)	106	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	6	PubChem ↗
Rotatable bonds	3	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

sulfamethazine

IUPAC name

4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide

InChIKey

ASWVTGNCAZCNNR-UHFFFAOYSA-N

SMILES

Cc1cc(C)nc(NS(=O)(=O)c2ccc(N)cc2)n1

InChI

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)

Names & synonyms

4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamidesulfadimidinasulfadimidinesulfadimidinum

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

sulfonamideChEBI parent class · 35358 ↗pyrimidinesChEBI parent class · 39447 ↗sulfonamide antibioticChEBI parent class · 87228 ↗

organosulfur compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antimicrobial agentantibacterial agentantiinfective agentxenobioticantibacterial drugEC 2.5.1.15 (dihydropteroate synthase) inhibitorcarcinogenic agentligandenvironmental contaminantdrug allergen

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00359277 mol

Uses 278.337 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 12 atoms

51.78%

N

Nitrogen · 4 atoms

20.13%

S

Sulfur · 1 atom

11.52%

O

Oxygen · 2 atoms

11.50%

H

Hydrogen · 14 atoms

5.07%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Degeneracy and additional alloreactivity of drug-specific human alpha beta(+) T cell clones. ↗International immunology · 2001 Jul · PMID 11431418

QSAR study on antibacterial activity of sulphonamides and derived Mannich bases. ↗Bioorganic & medicinal chemistry letters · 2003 Nov 3 · PMID 14552772

EP1861101 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

GB546158 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

GB552887 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:102265

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 5327 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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