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

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:35358
Label unavailable CHEBI:39447
sulfonamide antibiotic 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

cas:651-06-9
gmelin:2615207
lincs.smallmolecule:LSM-6683
reaxys:621130

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

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

antimicrobial agent CHEBI:33281
leprostatic drug 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

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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