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Phenazopyridine Hydrochloride

Alias: Urodine Phenazopyridine HCl Phenazopyridine Hydrochloride
Cat No.:V27441 Purity: ≥98%
Phenazopyridine HCl is alocal analgesic agent used in the urinary tract infections/UTIs to alleviate the pain, irritation, discomfort, or urgency.
Phenazopyridine Hydrochloride
Phenazopyridine Hydrochloride Chemical Structure CAS No.: 136-40-3
Product category: Sodium Channel
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
2g
5g
Other Sizes

Other Forms of Phenazopyridine Hydrochloride:

  • Phenazopyridine
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Phenazopyridine HCl is a local analgesic agent used in the urinary tract infections/UTIs to alleviate the pain, irritation, discomfort, or urgency.
Phenazopyridine Hydrochloride (CAS#: 136-40-3) is a urinary tract analgesic used for the relief of pain, burning, urgency, and frequency associated with urinary tract infections, surgery, or injury. With a molecular formula of C11H12ClN5 and a molecular weight of 249.70 g/mol, it is a local anesthetic that acts on the mucosa of the urinary tract. Phenazopyridine is not an antibiotic and does not treat the underlying infection; it is typically used in combination with antibiotics. It produces a characteristic orange-red discoloration of urine.
Biological Activity I Assay Protocols (From Reference)
Targets
Phenazopyridine does not have a specific molecular target. It acts as a local analgesic on the urinary tract mucosa, providing symptomatic relief of pain, burning, and irritation. Its mechanism of action is not fully understood but is thought to involve a local anesthetic effect on the urinary tract lining, similar to other topical anesthetics.
ln Vitro
Phenazopyridine is not evaluated for pharmacological activity in conventional cell-based assays. Its activity is assessed in vivo by its ability to provide symptomatic relief in models of urinary tract irritation. It is a well-established urinary tract analgesic with a long history of clinical use.
ln Vivo
Phenazopyridine is used clinically for the symptomatic relief of pain, burning, urgency, and frequency associated with urinary tract infections, surgery, or injury. It is not an antibiotic and does not treat the underlying infection. It is typically used in combination with antibiotics for the treatment of urinary tract infections. It is available over-the-counter in some countries.
Enzyme Assay
Phenazopyridine does not have established receptor binding or enzyme inhibition assay protocols. Its identity and purity are confirmed by standard analytical methods including HPLC and UV-Vis spectroscopy. Physical properties: molecular weight 249.70 g/mol; molecular formula C11H12ClN5; appearance: red to dark red crystalline powder; solubility: slightly soluble in water, soluble in alcohol. No specific biochemical assay protocols are applicable.
Cell Assay
Cellular studies with Phenazopyridine are not typically conducted as it is a urinary tract analgesic. Its effects are evaluated in vivo through symptomatic relief. No specific cellular activity has been reported. Standard cell culture protocols would apply if cellular effects were to be evaluated.
Animal Protocol
In vivo studies with Phenazopyridine are conducted in animal models of urinary tract irritation or infection. The compound is administered orally. Analgesic effects are assessed by measuring pain responses (e.g., writhing) or by monitoring urinary frequency and urgency. Clinical studies have been conducted for the symptomatic relief of urinary tract infections.
ADME/Pharmacokinetics
Phenazopyridine has a molecular weight of 249.70 g/mol and a molecular formula of C11H12ClN5. It is a red to dark red crystalline powder. Solubility: slightly soluble in water, soluble in alcohol. Storage: typically at room temperature, protected from light. It is orally administered and excreted renally. It produces a characteristic orange-red discoloration of urine.
Toxicity/Toxicokinetics
Effects During Pregnancy and Lactation
◉ Overview of Use During Lactation
The safety of phenapyridine in infants or breastfeeding women has not been established. Because it can cause methemoglobinemia, sulfohmoglobinemia, and hemolytic anemia, it should be avoided in breastfeeding women, especially infants under 1 month of age or infants with glucose-6-phosphate dehydrogenase (G6PD) deficiency.
◉ Effects on Breastfed Infants
No published information found as of the revision date.
◉ Effects on Lactation and Breast Milk
No published information found as of the revision date.
Phenazopyridine is generally well-tolerated at therapeutic doses. Common adverse effects may include headache, dizziness, and gastrointestinal disturbances. It may cause a harmless orange-red discoloration of urine and sometimes skin. Serious adverse effects are rare but may include methemoglobinemia, hemolytic anemia, and hepatotoxicity at high doses or with prolonged use. It is contraindicated in patients with renal insufficiency and G6PD deficiency.
References

[1]. Identification of the first noncompetitive SARM1 inhibitors. Bioorganic & Medicinal Chemistry, 2020, 28(18): 115644.

[2]. Phenazopyridine promotes RPS23RG1/Rps23rg1 transcription and ameliorates Alzheimer-associated phenotypes in mice. Neuropsychopharmacology, 2022, 47(12): 2042-2050.

[3]. Effects of phenazopyridine on rat bladder primary afferent activity, and comparison with lidocaine and acetaminophen. Neurourology and Urodynamics, 2010, 29(8): 1445-1450.

[4]. Inhibition of TRPM8 by the urinary tract analgesic drug phenazopyridine. European Journal of Pharmacology, 2023, 942: 175512.

[5]. Phenazopyridine hydrochlorideinduces and synchronizes neuronal differentiation of embryonic stem cells. Journal of cellular and molecular medicine vol. 13,9B (2009): 3517-27.

Additional Infomation
According to an independent committee of scientific and health experts, phenapyridine may be carcinogenic. Phenapyridine is a diaminopyridine, a 2,6-diaminopyridine with a phenyl azo group substituted at the 3-position. It is a local anesthetic with local analgesic effects on the mucous membranes of the urinary tract. Its use is limited due to its toxicity (primarily blood disorders) and potential carcinogenicity concerns. It is used as a local anesthetic, a non-narcotic analgesic, a carcinogen, and an anti-coronavirus drug. It is a diaminopyridine and monoazo compound, the conjugate base of phenapyridine (1+). It is a local anesthetic used to treat urinary tract disorders. Its use is limited due to its toxicity (primarily blood disorders) and potential carcinogenicity concerns. See also: Phenapyridine (note moved to).
Phenazopyridine is also known as Phenazopyridine HCl, Pyridium, and Urodine. It is a urinary tract analgesic used for the relief of pain, burning, and urgency associated with urinary tract infections, surgery, or injury. It is available over-the-counter in some countries and by prescription in others. It is approved for clinical use in many countries.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H12CLN5
Molecular Weight
249.7
Exact Mass
249.078
CAS #
136-40-3
Related CAS #
Phenazopyridine;94-78-0
PubChem CID
4756
Appearance
Pink to red solid powder
Boiling Point
442.3ºC at 760 mmHg
Melting Point
139°C
Flash Point
221.3ºC
Vapour Pressure
5.66E-09mmHg at 25°C
LogP
4.625
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
16
Complexity
237
Defined Atom Stereocenter Count
0
InChi Key
QPFYXYFORQJZEC-UHFFFAOYSA-N
InChi Code
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)
Chemical Name
3-phenyldiazenylpyridine-2,6-diamine
Synonyms
Urodine Phenazopyridine HCl Phenazopyridine Hydrochloride
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~25 mg/mL (~100.12 mM)
H2O : ~1 mg/mL (~4.00 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.01 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (10.01 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0048 mL 20.0240 mL 40.0481 mL
5 mM 0.8010 mL 4.0048 mL 8.0096 mL
10 mM 0.4005 mL 2.0024 mL 4.0048 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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