Structure via PubChem · Public domain (PubChem)
phenazopyridine
Sign in to saveAlso 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 Ų
- 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
~5 min read
Encyclopedic overview
7 sectionsContents
- Medical uses
- Side effects
- Pregnancy
- Pharmacokinetics
- Mechanism of action
- Brand names
- References
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.
In 2023, it was the 275th most commonly prescribed medication in the United States, with more than 800,000 prescriptions.
Excerpted from Wikipedia’s “phenazopyridine” article, available under the CC BY-SA 4.0 licence.