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Substance Name: Phenazopyridine [INN:BAN]
RN: 94-78-0
UNII: K2J09EMJ52
InChIKey: QPFYXYFORQJZEC-FOCLMDBBSA-N

Note

  • A local anesthetic that has been used in urinary tract disorders. Its use is limited by problems with toxicity (primarily blood disorders) and potential carcinogenicity.

Molecular Formula

  • C11-H11-N5

Molecular Weight

  • 213.2429
 

Classification Codes

  • Drug / Therapeutic Agent
  • Tumor Data

Names and Synonyms

Name of Substance

  • Phenazopyridine
  • Phenazopyridine [INN:BAN]

MeSH Heading

  • Phenazopyridine

Synonyms

  • 2,6-Diamino-3-phenylazopyridine
  • 2,6-Pyridinediamine, 3-(phenylazo)-
  • 3-(Phenylazo)-2,6-pyridinediamine
  • 5-22-14-00711 (Beilstein Handbook Reference)
  • Baridium
  • BRN 0184497
  • EINECS 202-363-2
  • Eridium
  • Fenazopiridina
  • Fenazopiridina [INN-Spanish]
  • Gastracid
  • Gastrotest
  • Geridium
  • HSDB 3153
  • NSC 145895
  • Phenazopyridine
  • Phenazopyridinum
  • Phenazopyridinum [INN-Latin]
  • Pyrazofen
  • Pyridiate
  • UNII-K2J09EMJ52
  • Urogesic
  • Viridium

Systematic Names

  • 2,6-Pyridinediamine, 3-(phenylazo)-
  • 2,6-Pyridinediamine, 3-(phenylazo)- (9CI)
  • Phenazopyridine
  • Pyridine, 2,6-diamino-3-(phenylazo)-

Superlist Names

  • 2,6-Pyridinediamine, 3-(phenylazo)-
  • Phenazopyridine

Registry Numbers

CAS Registry Number

  • 94-78-0

FDA UNII

  • K2J09EMJ52

System Generated Number

  • 0000094780

Structure Descriptors

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)/b16-15+

InChIKey

QPFYXYFORQJZEC-FOCLMDBBSA-N

Smiles

c1ccc(cc1)/N=N/c2ccc(nc2N)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 4693mg/kg/3Y- (4693mg/kg) BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION

SKIN AND APPENDAGES (SKIN): NAILS: OTHER
Annals of Internal Medicine. Vol. 127, Pg. 1137, 1997.
mouse LD50 oral 580mg/kg (580mg/kg)   Pharmaceutica Acta Helvetiae. Vol. 35, Pg. 423, 1960.
rat LD50 intraperitoneal 560mg/kg (560mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 51, Pg. 200, 1934.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 139 deg C   EXP
log P (octanol-water) 2.770 (none)   EST
Water Solubility 388 mg/L 25 EST
Vapor Pressure 9.60E-07 mm Hg 25 EST
Henry's Law Constant 3.30E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.00E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.