phenazopyridine

Also known as NC-150, W-1655, 2,6-diamino-3-(phenylazo)pyridine, 2,6-diamino-3-phenylazopyridine

Phenazopyridine is a medication which, when excreted by the kidneys into the urine, has a local analgesic effect on the urinary tract. It is often used to help with the pain, irritation, or urgency caused by urinary tract infections, surgery, or injury to the urinary tract.

Chemical data

Formula: C11H11N5
Molecular weight: 213.24 g/mol
IUPAC name: 3-phenyldiazenylpyridine-2,6-diamine
SMILES: C1=CC=C(C=C1)N=NC2=C(N=C(C=C2)N)N
InChIKey: QPFYXYFORQJZEC-UHFFFAOYSA-N
XLogP: 1.9
Polar surface area: 89.7 Å²
H-bond donors: 2
H-bond acceptors: 5
Formal charge: 0

via PubChem

Research

383 papers

Phenazopyridine.2006
Phenazopyridine.2026
Phenazopyridine and phenazopyridine hydrochloride.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1980
Phenazopyridine-Induced Methaemoglobinaemia The Aftermath of Dysuria Treatment.European journal of case reports in internal medicine · 2022
Phenazopyridine-Induced Methemoglobinemia: A Case Report.Cureus · 2023

via PubMed

Wikidata facts

Mass: 213.101445

Show 6 more facts

chemical formula: C₁₁H₁₁N₅
isomeric SMILES: C1=CC=C(C=C1)/N=N/C2=CC=C(N=C2N)N
canonical SMILES: C1=CC=C(C=C1)N=NC2=C(N=C(C=C2)N)N
World Health Organisation international non-proprietary name: phenazopyridine
defined daily dose: 0.6
Commons category: Phenazopyridine

Sources (4)

via Wikidata · CC0

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