Phenazopyridine hydrochloride (136-40-3),Phenazopyridine hydrochloride (136-40-3) Manufacturers & Suppliers,Synthesis,MSDS

Basic information

Name:
Phenazopyridine hydrochloride
CAS No.:
136-40-3
Molecular Structure:
Formula:
C₁₁H₁₁N₅^.HCl
Molecular Weight:
249.6995
Synonyms:
Phenazopyridine hydrochloride [USAN];2,6-Diamino-3-(phenylazo)pyridine monohydrochloride;Bisteril;Phenyl-idium;Pyridium;Pyrazodine;Azo-Mandelamine;2,6-Pyridinediamine, 3- (phenylazo)-, monohydrochloride;Phenylazo tablets;Urobiotic-250;Urazium;Thiosulfil-A;3-(Phenylazo)-2,6-pyridinediamine, hydrochloride;2,6-Diamino-3-phenylazopyridine hydrochloride;component of Azo Gantrisin;Azo Gantanol;component of Azo-Mandelamine;Azomine;2,6-Pyridinediamine,3-(phenylazo)-,monohydrochloride;Di-Azo;Azodyne;
EINECS:
205-243-8
Melting Point:
139 ºC
Boiling Point:
442.3 ºC at 760 mmHg
Flash Point:
221.3 ºC
Solubility:
0.01-0.1 g/100 mL at 20 ºC in water
Appearance:
brick-red crystals
Hazard Symbols:
Xn,C
Risk Codes:
22-36/37/38-40-34
Safety Description:
26-36/37-45-36/37/39-27 Details

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Chemistry

IUPAC Name: 3-Phenyldiazenylpyridine-2,6-diamine
Molecular Formula: C₁₁H₁₂ClN₅
Molecular Weight: 249.70 g/mol
Canonical SMILES: c1(c(nc(N)cc1)N)\N=N/c1ccccc1.Cl
InChI: InChI=1/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-;
EINECS: 205-243-8
Classification Code: Analgesic; Drug / Therapeutic Agent; Human Data; Mutation data; Tumor data
Product Categories: Intermediates & Fine Chemicals; Pharmaceuticals
H-Bond Donor: 3
H-Bond Acceptor: 5
Rotatable Bond Count: 2
Tautomer Count: 12
Exact Mass: 249.078123
MonoIsotopic Mass: 249.078123
Topological Polar Surface Area: 89.6
Heavy Atom Count: 17
Complexity: 237
Flash Point: 221.3 °C
Enthalpy of Vaporization: 69.97 kJ/mol
Boiling Point: 442.3 °C at 760 mmHg
Melting Point: 139 °C
Water Solubility: 0.01-0.1 g/100 mL at 20 °C
Vapour Pressure of Phenazopyridine hydrochloride (CAS NO.136-40-3): 5.1E-08 mmHg at 25 °C

Uses

Phenazopyridine hydrochloride (CAS NO.136-40-3) is used as 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.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
child	TDLo	oral	35mg/kg (35mg/kg)	VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION KIDNEY, URETER, AND BLADDER: HEMATURIA BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	American Journal of Diseases of Children. Vol. 117, Pg. 369, 1969.
child	TDLo	oral	125mg/kg (125mg/kg)	LUNGS, THORAX, OR RESPIRATION: CYANOSIS BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA	Clinical Pediatrics Vol. 10, Pg. 537, 1971.
child	TDLo	oral	400mg/kg (400mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS	American Journal of Diseases of Children. Vol. 110, Pg. 105, 1965.
man	TDLo	oral	86mg/kg/10D-I (86mg/kg)	SPINAL CORD: INFLAMMATORY CHANGES	Annals of Internal Medicine. Vol. 106, Pg. 164, 1987.
man	TDLo	oral	114mg/kg (114mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED	Human Toxicology. Vol. 2, Pg. 539, 1983.
mouse	LD50	intravenous	180mg/kg (180mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04014,
rat	LD50	oral	472mg/kg (472mg/kg)		Toxicology and Applied Pharmacology. Vol. 1, Pg. 42, 1959.
rat	LDLo	intraperitoneal	200mg/kg (200mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI	Journal of Pharmacology and Experimental Therapeutics. Vol. 51, Pg. 200, 1934.
women	TDLo	oral	34mg/kg (34mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED	Annals of Internal Medicine. Vol. 72, Pg. 89, 1970.
women	TDLo	oral	140mg/kg (140mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING BLOOD: NORMOCYTIC ANEMIA	Canadian Medical Association Journal. Vol. 91, Pg. 756, 1964.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and tumorigenic data. A poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion. Human systemic effects by ingestion: somnolence, cyanosis, diarrhea, nausea or vomiting, anuria or decreased urine volume, normocytic anemia, methemoglobinemia-carboxyhemoglobinemia, dehydration, changes in blood sodium levels. Mutation data reported. When heated to decomposition it emits very toxic fumes of NO_x and HCl.
Hazard Codes: Harmful Xn, Corrosive C
Risk Statements: 22-36/37/38-40-34
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R34: Causes burns.
R40: Limited evidence of a carcinogenic effect.
Safety Statements of Phenazopyridine hydrochloride (CAS NO.136-40-3): 26-36/37-45-36/37/39-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37: Wear suitable protective clothing and gloves.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S27: Take off immediately all contaminated clothing.

Specification

Phenazopyridine hydrochloride (CAS NO.136-40-3), its Synonyms are 2,6-Diamino-3-(phenylazo)pyridine monohydrochloride ; 2,6-Diamino-3-phenylazopyridine hydrochloride ; 2,6-Pyridinediamine, 3-(phenylazo)-, monohydrochloride ; 3-(Phenylazo)-2,6-pyridinediamine, hydrochloride ; 3-Phenylazo-2,6-diaminopyridine hydrochloride ; Azo-Standard ; Azodyne ; Azomine ; Azosulfisox ; Bisteril ; Phenazodine ; Phenazopyridine HCl ; Phenazopyridinium chloride ; Phenyl-idium ; Pyridine, 2,6-diamino-3-(phenylazo)-, hydrochloride and so on. It is brick-red crystals.