sulfamerazine

CHEBI:102130 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A sulfonamide consisting of pyrimidine with a methyl substituent at the 4-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

sulfonamide antibioticARO:3000282

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:35358 CHEBI:35358
CHEBI:39447 CHEBI:39447
CHEBI:87228 CHEBI:87228
ARO:3000282 ARO:3000282

Chemical structure

Computed structure properties
Molecular formula	C11H12N4O2S
Charge	0
Average mass	264.31 Da
Monoisotopic mass	264.0681 Da
Source	ChEBI
InChIKey	QPPBRPIAZZHUNT-UHFFFAOYSA-N

SMILES

Cc1ccnc(NS(=O)(=O)c2ccc(N)cc2)n1

InChI

InChI=1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)

Also called

sulfamerazina (INN)— chebi
sulfamerazinum (INN)— chebi
4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide (EXACT_SYNONYM)— chebi
(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin (EXACT_SYNONYM)— chebi
2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine (EXACT_SYNONYM)— chebi
2-(Sulfanilamido)-4-methylpyrimidine (EXACT_SYNONYM)— chebi
2-(p-Aminobenzolsulfonamido)-4-methylpyrimidine (EXACT_SYNONYM)— chebi
2-Sulfa-4-methylpyrimidine (EXACT_SYNONYM)— chebi
4-Amino-N-(4-methyl-2-pyrimidinyl)-benzenesulfonamide (EXACT_SYNONYM)— chebi
N-(4-Methyl-2-pyrimidyl)sulfanilamide (EXACT_SYNONYM)— chebi
N1-(4-Methyl-2-pyrimidinyl)sulfanilamide (EXACT_SYNONYM)— chebi
Sulfamethyldiazine (EXACT_SYNONYM)— chebi
Sulphamerazine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3007469
beilstein:249133
cas:127-79-7
drugbank:DB01581
drugcentral:2510
gmelin:219949
kegg.drug:D02435
lincs.smallmolecule:LSM-5979
patent:US2407966
wikipedia.en:Sulfamerazine
chembl:CHEMBL438
pubchem.compound:5325

Activity roles

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

CHEBI:33281 CHEBI:33281

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
ARO	`ARO:3007469`	sulfamerazine	`antibioticmech:aro-55f0ececec`	2026-08-30
CHEBI	`CHEBI:102130`	sulfamerazine	`antibioticmech:chebi-e038db9cae`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, 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

Provenance

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