Chemical substance record

Phenazopyridine

94-78-0C₁₁H₁₁N₅213.244 g/mol

Organic/Inorganic Small MoleculeChEBI source record

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

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	94-78-0	ChEBI ↗
Molecular formula	C₁₁H₁₁N₅	ChEBI ↗
Molar mass	213.244 g/mol	ChEBI ↗
Monoisotopic mass	213.10145 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:71416	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	213.24 g/mol	PubChem ↗
Exact mass	213.10144537 Da	PubChem ↗
Computed XLogP	1.9	PubChem ↗
Topological polar surface area (Å²)	89.7	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	5	PubChem ↗
Rotatable bonds	2	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

phenazopyridine

IUPAC name

3-(phenyldiazenyl)pyridine-2,6-diamine

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)

Names & synonyms

3-(phenyldiazenyl)pyridine-2,6-diaminefenazopiridinaphenazopyridinum

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

monoazo compoundChEBI parent class · 48959 ↗diaminopyridineChEBI parent class · 51598 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

anticoronaviral agentnon-narcotic analgesiclocal anaestheticcarcinogenic agent

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00468946 mol

Uses 213.244 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 11 atoms

61.96%

N

Nitrogen · 5 atoms

32.84%

H

Hydrogen · 11 atoms

5.20%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Acrocyanosis from phenazopyridine-induced sulfhemoglobinemia mistaken for Raynaud phenomenon. ↗Journal of clinical rheumatology : practical reports on rheumatic & musculoskeletal diseases · 2009 Apr · PMID 19300288

CdS-sensitized TiO2 in phenazopyridine photo-degradation: catalyst efficiency, stability and feasibility assessment. ↗Journal of hazardous materials · 2010 Jan 15 · PMID 19744778

US2009247628 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

WO2008033466 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

WO2010071878 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:71416

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 4756 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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