AntibioticMech

sulfamethoxydiazine

CHEBI:53727 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

A sulfonamide consisting of pyrimidine having a methoxy substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 2-position. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:35358 CHEBI:35358
• CHEBI:39447 CHEBI:39447
• CHEBI:87228 CHEBI:87228

Chemical structure

Computed structure properties

Molecular formula	C11H12N4O3S
Charge	0
Average mass	280.309 Da
Monoisotopic mass	280.06301 Da
Source	ChEBI
InChIKey	GPTONYMQFTZPKC-UHFFFAOYSA-N

SMILES

COc1cnc(NS(=O)(=O)c2ccc(N)cc2)nc1

InChI

InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)

Also called

• sulfametoxidiazina (INN)— chebi
• sulfametoxydiazine (INN)— chebi
• sulfametoxydiazinum (INN)— chebi
• 4-amino-N-(5-methoxypyrimidin-2-yl)benzenesulfonamide (EXACT_SYNONYM)— chebi
• 2-(4-Aminobenzenesulfonamido)-5-methoxypyrimidine (EXACT_SYNONYM)— chebi
• 2-Sulfanilamido-5-methoxypyrimidin (EXACT_SYNONYM)— chebi
• 2-Sulfanilamido-5-methoxypyrimidine (EXACT_SYNONYM)— chebi
• 4-Amino-N-(5-methoxy-2-pyrimidinyl)benzenesulfonamide (EXACT_SYNONYM)— chebi
• 5-Methoxy-2-sulfanilamidopyrimidine (EXACT_SYNONYM)— chebi
• 5-Methoxysulfadiazine (EXACT_SYNONYM)— chebi
• N1-(5-Methoxy-2-pyrimidinyl)sulfanilamide (EXACT_SYNONYM)— chebi
• Solfametossidiazina (EXACT_SYNONYM)— chebi
• Sulfa-5-methoxypyrimidine (EXACT_SYNONYM)— chebi
• Sulfameter (EXACT_SYNONYM)— chebi
• Sulfamethoxine (EXACT_SYNONYM)— chebi
• Sulfamethoxypyrimidine (EXACT_SYNONYM)— chebi
• Sulphameter (EXACT_SYNONYM)— chebi
• Sulphamethoxydiazine (EXACT_SYNONYM)— chebi
• sulfamethoxidiazine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:651-06-9
• drugcentral:2511
• gmelin:2615207
• kegg.drug:D02517
• lincs.smallmolecule:LSM-6683
• patent:BE633513
• patent:DE1101428
• patent:US3214335
• reaxys:621130
• wikipedia.en:Sulfameter

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:33281 CHEBI:33281
• CHEBI:35816 CHEBI:35816

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record

Source	Native ID	Label	Minted CURIE	Version
CHEBI	CHEBI:53727	sulfamethoxydiazine	antibioticmech:chebi-59b71c2c4f	2026-08-30

Mechanism summary

Clinical status

APPROVED

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.