Niflumic acid

Alias:
Cat No.:V1064 Purity: ≥98%
Niflumic acid (Flunir, Donalgin,Niflactol, Niflugel, Nifluril) is a potent inhibitor of cyclooxygenase-2 (COX-2) enzyme with potential anti-inflammatory and analgesic activity.
Niflumic acid Chemical Structure CAS No.: 4394-00-7
Product category: COX
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
10g
25g
50g
Other Sizes

Other Forms of Niflumic acid:

  • Niflumic Acid-d5 (niflumic acid d5)
  • Niflumic acid-13C6
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Niflumic acid (Flunir, Donalgin, Niflactol, Niflugel, Nifluril) is a potent inhibitor of cyclooxygenase-2 (COX-2) enzyme with potential anti-inflammatory and analgesic activity. It is an approved medication used for joint and muscular pain as well as rheumatoid arthritis. Niflumic acid acts an inhibitor of COX (cyclooxygenase-2) enzyme, also a Ca2+-activated Cl- channel blocker. In experimental biology, it has been employed to inhibit chloride channels. Niflumic acid has also been reported to act on GABA-A and NMDA channels and to block T-type calcium channels.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
The combination of Ciglitazone with Niflumic acid (100 and 200 μM; 48 hours) was hazardous to A549, H460, and H1299 cells [5]. In A549, H460, and H1299 cells, nifummic acid (0-300 μM; 36 hours) in combination with ciglitazone causes apoptosis [5]. In lung cancer cells, nifummic acid (100 μM; 30 hours) plus ciglitazone activates the caspase-8/Bid/Bax pathway [5].
ln Vivo
In a pig asthma model, nifummic acid (30 mg/kg; breathed twice within 10 minutes) suppresses mucus granule secretory response [8].
Cell Assay
Cell Viability Assay[5]
Cell Types: A549, H460, and H1299 cells
Tested Concentrations: 0 μM, 100 μM, 200 μM, 300 μM
Incubation Duration: 48 h
Experimental Results: demonstrated a marked synergistic decrease in cell viability with Ciglitazone.

Apoptosis Analysis[5]
Cell Types: A549, H460, and H1299 cells
Tested Concentrations: 100 μM, 200 μM
Incubation Duration: 48 h
Experimental Results: demonstrated a marked synergistic increase apoptosis with Ciglitazone.

Cell Viability Assay[5]
Cell Types: A549, H460, and H1299 cells
Tested Concentrations: 100 μM
Incubation Duration: 30 h
Experimental Results: demonstrated a marked synergistic increase of protein level of caspase-8, Bid, and Bax with Ciglitazone.
Animal Protocol
Animal/Disease Models: Pig with asthma [8]
Doses: 30 mg/kg
Route of Administration: Inhalation
Experimental Results: demonstrated Dramatically inhibiting the decrease in mucus area.
References
[1]. Criddle, D.N., et al., Inhibitory action of niflumic acid on noradrenaline- and 5-hydroxytryptamine-induced pressor responses in the isolated mesenteric vascular bed of the rat. Br J Pharmacol, 1997. 120(5): p. 813-8.
[2]. Jabeen, T., et al., Non-steroidal anti-inflammatory drugs as potent inhibitors of phospholipase A2: structure of the complex of phospholipase A2 with niflumic acid at 2.5 Angstroms resolution. Acta Crystallogr D Biol Crystallogr, 2005. 61(Pt 12): p. 1579-86.
[3]. Picollo, A., et al., Mechanism of interaction of niflumic acid with heterologously expressed kidney CLC-K chloride channels. J Membr Biol, 2007. 216(2-3): p. 73-82.
[4]. Yuliya V Kucherenko, et al. Niflumic Acid Affects Store-Operated Ca2+-Permeable (SOC) and Ca2+-Dependent K+ and Cl2 Ion Channels and Induces Apoptosis in K562 Cells. J Membr Biol. 2014 Jul;247(7):627-38.
[5]. Byeong Mo Kim, et al. Combined treatment with the Cox-2 inhibitor niflumic acid and PPARc ligand ciglitazone induces ER stress/caspase-8-mediated apoptosis in human lung cancer cells. Cancer Lett. 2011 Jan 28;300(2):134-44.
[6]. Shengqun Luo , et al. Niflumic acid exhibits anti-tumor activity in nasopharyngeal carcinoma cells through affecting the expression of ERK1/2 and the activity of MMP2 and MMP9. Int J Clin Exp Pathol
[7]. I Florentin , et al. MODULATION OF IMMUNE RESPONSES IN MICE BY ORAL ADMINISTRATION OF NIFLUMIC ACID. Int J Immunopharmacol. 1989;11(2):173-83.
[8]. Mitsuko Kondo , et al. Niflumic Acid Inhibits Goblet Cell Degranulation in a Guinea Pig Asthma Model. Allergol Int. 2012 Mar;61(1):133-42.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C13H9F3N2O2
Molecular Weight
282.22
CAS #
4394-00-7
Related CAS #
Niflumic Acid-d5;1794811-58-7;Niflumic acid-13C6;1325559-33-8
SMILES
FC(C1C([H])=C([H])C([H])=C(C=1[H])N([H])C1=C(C(=O)O[H])C([H])=C([H])C([H])=N1)(F)F
InChi Key
JZFPYUNJRRFVQU-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H9F3N2O2/c14-13(15,16)8-3-1-4-9(7-8)18-11-10(12(19)20)5-2-6-17-11/h1-7H,(H,17,18)(H,19,20)
Chemical Name
2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylic acid
Synonyms

Flunir, Niflactol, Niflugel,Niflumic Acid, Donalgin, Nifluril

Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

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: 56 mg/mL (198.4 mM)
Water:<1 mg/mL
Ethanol:<1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.86 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 (8.86 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5433 mL 17.7167 mL 35.4333 mL
5 mM 0.7087 mL 3.5433 mL 7.0867 mL
10 mM 0.3543 mL 1.7717 mL 3.5433 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
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  • The answer appears in the Volume (to add to vial) box
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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