3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE Chemical Properties

Melting point:

136-137°

Boiling point:

343.23°C (rough estimate)

Density 

1.2597 (rough estimate)

refractive index 

1.6880 (estimate)

storage temp. 

Amber Vial, -20°C Freezer, Under inert atmosphere

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

pKa 5.15(H2O,t =25) (Uncertain)

color 

Red crystals

Water Solubility 

904.20g/L(25 ºC)

BCS Class

2

Stability:

Light Sensitive

InChIKey

QPFYXYFORQJZEC-FOCLMDBBSA-N

EPA Substance Registry System

Phenazopyridine (94-78-0)

Safety Information

Hazardous Substances Data

94-78-0(Hazardous Substances Data)

Toxicity

LD50 ipr-rat: 560 mg/kg JPETAB 51,200,34

3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE Usage And Synthesis

Chemical Properties

Phenazopyridine is a red crystalline compound. Slightly soluble in water.

Originator

Phenazopyridine ,AroKor Holdings Inc.

Uses

An azo dye used in treatment of urinary tract infections. Used as an analgesic (urinary tract).

Uses

An azo dye used in treatment of urinary tract infections. 3-(Phenylazo)-2,6-pyridinediamine is used as an analgesic (urinary tract).

Definition

ChEBI: 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 disorder ) and potential carcinogenicity.

Manufacturing Process

Phenyldiazene chloride reacted with 2,6-diaminopyridine and in the result 2,6diamino-3-(phenylazo)pyridine was obtained.
In practice it is usually used as monohydrochloride.

brand name

Pyridium (Parke-Davis);Azo gantrisin;Azodine;Phenazo;Pyridiate;Pyronium;Sedural.

Therapeutic Function

Urinary analgesic, Antiseptic, Diagnostic aid

World Health Organization (WHO)

Phenazopyridine, an azo dye, was introduced in the 1950s as a urinary antiseptic. It was withdrawn in Greece in 1984 on grounds that it has a carcinogenic potential but it remains available in other countries, most frequently as a constituent of combination products.

Safety Profile

Moderately toxic by intraperitoneal route. Questionable carcinogen with experimental neoplastigenic data. Used as a local anesthetic. When heated to decomposition it emits toxic fumes of NOx.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE(94-78-0)Related Product Information

• Astemizole
• 3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE
• 3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE, MONOHYDROCHLORIDE,3-(phenylazo)-2,6-pyridinediamine,hydrochlorid
• 2,6-Diaminopyridine
• PYRIDINE-2,3,6-TRIAMINE