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.

Label unavailable CHEBI:48959
Label unavailable 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

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.

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.

anticoronaviral agent 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
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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