phenazopyridine

CHEBI:71416 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A diaminopyridine that is 2,6-diaminopyridine substituted at position 3 by a phenylazo group. A local anesthetic that has topical analgesic effect on mucosa lining of the urinary tract. Its use is limited by problems with toxicity (primarily blood disorders) and potential carcinogenicity. — 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:48959 CHEBI:48959
CHEBI:51598 CHEBI:51598

Chemical structure

Computed structure properties
Molecular formula	C11H11N5
Charge	0
Average mass	213.244 Da
Monoisotopic mass	213.10145 Da
Source	ChEBI
InChIKey	QPFYXYFORQJZEC-UHFFFAOYSA-N

SMILES

Nc1ccc(N=Nc2ccccc2)c(N)n1

InChI

InChI=1S/C11H11N5/c12-10-7-6-9(11(13)14-10)16-15-8-4-2-1-3-5-8/h1-7H,(H4,12,13,14)

Also called

fenazopiridina (INN)— chebi
phenazopyridinum (INN)— chebi
phénazopyridine (INN)— chebi
3-(phenyldiazenyl)pyridine-2,6-diamine (EXACT_SYNONYM)— chebi
2,6-Diamino-3-(phenylazo)pyridine (EXACT_SYNONYM)— chebi
2,6-Diamino-3-phenylazopyridine (EXACT_SYNONYM)— chebi
3-(Phenylazo)-2,6-pyridinediamine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:94-78-0
drugbank:DB01438
hmdb:HMDB0015506
kegg.compound:C07429
kegg.drug:D08346
lincs.smallmolecule:LSM-3705
patent:US2009247628
patent:WO2008033466
patent:WO2010071878
reaxys:184497
wikipedia.en:Phenazopyridine

Activity roles

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

CHEBI:149553 CHEBI:149553

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:71416`	phenazopyridine	`antibioticmech:chebi-618d31ecdb`	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.