sulfaphenazole

CHEBI:77780 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A sulfonamide that is sulfanilamide in which the sulfonamide nitrogen is substituted by a 1-phenyl-1H-pyrazol-5-yl group. It is a selective inhibitor of cytochrome P450 (CYP) 2C9 isozyme, and antibacterial agent. — 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.

CHEBI:26410 CHEBI:26410
CHEBI:35358 CHEBI:35358
CHEBI:48975 CHEBI:48975
CHEBI:50994 CHEBI:50994
CHEBI:87228 CHEBI:87228

Chemical structure

Computed structure properties
Molecular formula	C15H14N4O2S
Charge	0
Average mass	314.37 Da
Monoisotopic mass	314.08375 Da
Source	ChEBI
InChIKey	QWCJHSGMANYXCW-UHFFFAOYSA-N

SMILES

Nc1ccc(S(=O)(=O)Nc2ccnn2-c2ccccc2)cc1

InChI

InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2

Also called

Sulfabid (BRAND_NAME)— chebi
sulfafenazol (INN)— chebi
sulfaphenazolum (INN)— chebi
sulfaphénazol (INN)— chebi
4-amino-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide (EXACT_SYNONYM)— chebi
1-phenyl-5-sulfanilamidopyrazole (EXACT_SYNONYM)— chebi
3-(p-aminobenzenesulfonamido)-2-phenylpyrazole (EXACT_SYNONYM)— chebi
5-sulfanilamido-1-phenylpyrazole (EXACT_SYNONYM)— chebi
N'-(1-phenylpyrazol-5-yl)sulfanilamide (EXACT_SYNONYM)— chebi
N1-(1-phenylpyrazol-5-yl)sulfanilamide (EXACT_SYNONYM)— chebi
sulphaphenazole (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:526-08-9
drugbank:DB06729
drugcentral:2523
hmdb:HMDB0015667
kegg.drug:D01954
lincs.smallmolecule:LSM-5279
patent:US2858309
reaxys:308518
wikipedia.en:Sulfaphenazole

Activity roles

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

CHEBI:33281 CHEBI:33281
CHEBI:36047 CHEBI:36047

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:77780`	sulfaphenazole	`antibioticmech:chebi-27aa791a4d`	2026-08-30

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

Provenance

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