3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE

3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE Basic information
Product Name:3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE
Synonyms:2,6-diamino-3-(phenylazo)-pyridin;2,6-Diamino-3-(phenylazo)pyridine;2,6-diamino-3-phenylazopyridine;3-(phenylazo)-6-pyridinediamine;3-[(E)-Phenyldiazenyl]-2,6-pyridinediamine;Gastracid;Gastrotest;Phenazopryidine
CAS:94-78-0
MF:C11H11N5
MW:213.24
EINECS:202-363-2
Product Categories:Aromatics;Bases & Related Reagents;Heterocycles;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals
Mol File:94-78-0.mol
3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE Structure
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)
pkapKa 5.15(H2O,t =25) (Uncertain)
form Solid
color Red crystals
Water Solubility 904.20g/L(25 ºC)
BCS Class2
Stability:Light Sensitive
InChIKeyQPFYXYFORQJZEC-FOCLMDBBSA-N
EPA Substance Registry SystemPhenazopyridine (94-78-0)
Safety Information
Hazardous Substances Data94-78-0(Hazardous Substances Data)
ToxicityLD50 ipr-rat: 560 mg/kg JPETAB 51,200,34
MSDS Information
3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE Usage And Synthesis
Chemical PropertiesPhenazopyridine is a red crystalline compound. Slightly soluble in water.
OriginatorPhenazopyridine ,AroKor Holdings Inc.
UsesAn azo dye used in treatment of urinary tract infections. 3-(Phenylazo)-2,6-pyridinediamine is used as an analgesic (urinary tract).
UsesAn azo dye used in treatment of urinary tract infections. Used as an analgesic (urinary tract).
DefinitionChEBI: 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 ProcessPhenyldiazene 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 namePyridium (Parke-Davis);Azo gantrisin;Azodine;Phenazo;Pyridiate;Pyronium;Sedural.
Therapeutic FunctionUrinary 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 It was withdrawn in Greece in 1984 on grounds that it has a carcinogenic potential but it remains available in other countries, most frequently as a constituent of combination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 ProfileModerately 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.
ShippingUN2811 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.
IncompatibilitiesIncompatible 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 Preparation Products And Raw materials
Raw materialsphenyldiazene-->2,6-Diaminopyridine
Astemizole 2,6-Diaminopyridine 3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE, MONOHYDROCHLORIDE,3-(phenylazo)-2,6-pyridinediamine,hydrochlorid 3-(PHENYLAZO)-2,6-PYRIDINEDIAMINE PYRIDINE-2,3,6-TRIAMINE

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