Phenazopyridine hydrochlorideProduct ingredient for Phenazopyridine

Name
Phenazopyridine hydrochloride
Drug Entry
Phenazopyridine

Phenazopyridine, also known as Pyridium, is a urinary tract analgesic used for the short-term management of urinary tract irritation and its associated unpleasant symptoms such as burning and pain during urination. In the USA, this drug was previously marked by Roche but has been discontinued by the FDA.16 It is still used in various parts of the world. Ingestion of phenazopyridine is found to change the appearance of the urine by imparting an orange or red color, as it is considered an azo dye.15

Accession Number
DBSALT000915
Structure
Synonyms
Phenazopyridine HCl
UNII
0EWG668W17
CAS Number
136-40-3
Weight
Average: 249.7
Monoisotopic: 249.0781231
Chemical Formula
C11H12ClN5
InChI Key
QQBPIHBUCMDKFG-GEEYTBSJSA-N
InChI
InChI=1S/C11H11N5.ClH/c12-10-7-6-9(11(13)14-10)16-15-8-4-2-1-3-5-8;/h1-7H,(H4,12,13,14);1H/b16-15+;
IUPAC Name
6-imino-3-[(E)-2-phenyldiazen-1-yl]-1,6-dihydropyridin-2-amine hydrochloride
SMILES
Cl.NC1=C(C=CC(=N)N1)\N=N\C1=CC=CC=C1
KEGG Compound
C19290
PubChem Compound
8691
ChemSpider
8367
ChEBI
71419
ChEMBL
CHEMBL1201022
Wikipedia
Phenazopyridine
Predicted Properties
PropertyValueSource
Water Solubility0.0929 mg/mLALOGPS
logP1.9ALOGPS
logP1.52Chemaxon
logS-3.4ALOGPS
pKa (Strongest Acidic)13.15Chemaxon
pKa (Strongest Basic)4.27Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area86.62 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity85.67 m3·mol-1Chemaxon
Polarizability22.55 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon