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Merck
CN

N0630

Niflumic acid

synthetic (organic), ≥98% (HPLC), COX-2 inhibitor, GABAARs antagonist and CaCC inhibitor, powder

Synonym(s):

2-(α,α,α-Trifluoro-m-toluidino)nicotinic acid, 2-[3-(Trifluoromethyl)anilino]nicotinic acid

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About This Item

Empirical Formula (Hill Notation):
C13H9F3N2O2
CAS Number:
4394-00-7
Molecular Weight:
282.22
NACRES:
NA.77
PubChem Substance ID:
24278582
UNSPSC Code:
12352106
EC Number:
224-516-2
MDL number:
MFCD00010569
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

Niflumic acid,

biological source

synthetic (organic)

Quality Level

100

assay

≥98% (HPLC)

form

powder

mp

203-204 °C

solubility

acetone: 50 mg/mL, clear to slightly hazy, yellow

SMILES string

O=C(O)C1=CC=CN=C1NC2=CC(C(F)(F)F)=CC=C2

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)

InChI key

JZFPYUNJRRFVQU-UHFFFAOYSA-N

Gene Information

human ... PTGS1(5742)

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Application

Niflumic acid has been used:
  • as a chloride channel blocker in mouse olfactory epithelium for odor-induced electroolfactograms (EOGs) measurements, to test its analgesic effect on rat dorsal root ganglion neurons post γ-aminobutyric acid induction
  • as a calcium-activated chloride channel (CaCC) inhibitor in C2C12 myoblasts and also to test its effect on volume-regulated anion channel (VRAC)
  • as an inhibitor of voltage-dependent potassium channel in human embryonic kidney (HEK 293) phoenix cells

Biochem/physiol Actions

Niflumic acid (NFA), a γ-aminobutyric acid type A receptor (GABAARs) antagonist is a non-steroidal anti-inflammatory drug (NSAID) and it belongs to the fenamate class. It is also a blocker of chloride ion channel and a calcium-activated chloride channel (CaCC) inhibitor. NFA possesses anti-inflammatory property and is useful in treating rheumatic disorders. It is also an inhibitor of N-methyl-D-aspartate receptor and glycine receptor. NFA also inhibits enzymes associated with the prostaglandins synthesis.
Selective cyclooxygenase-2 (COX-2) inhibitor.

Features and Benefits

This compound is featured on the Chloride Channels and Potassium Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H413

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD9366
099K1513V
099K1513
BCBQ1458V
BCBF9548V

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Juraj Rievaj et al.
Pflugers Archiv : European journal of physiology, 463(3), 497-509 (2011-12-16)
Protease-activated receptor 2 (PAR-2) is a G protein-coupled receptor possibly involved in the pathogenesis of asthma. PAR-2 also modulates ion transport in cultured epithelial cells, but these effects in native airways are controversial. The influence of allergic inflammation on PAR-2-induced
Luis Alvarez et al.
The Journal of cell biology, 196(5), 653-663 (2012-03-01)
During chemotaxis and phototaxis, sperm, algae, marine zooplankton, and other microswimmers move on helical paths or drifting circles by rhythmically bending cell protrusions called motile cilia or flagella. Sperm of marine invertebrates navigate in a chemoattractant gradient by adjusting the
Michele Dibattista et al.
The Journal of general physiology, 140(1), 3-15 (2012-06-27)
The rodent vomeronasal organ plays a crucial role in several social behaviors. Detection of pheromones or other emitted signaling molecules occurs in the dendritic microvilli of vomeronasal sensory neurons, where the binding of molecules to vomeronasal receptors leads to the
Tero M Viitanen et al.
Journal of cellular physiology, 228(4), 814-823 (2012-09-29)
The initial step in a synthesis of thyroid hormones is the uptake of iodide from the circulation. Iodide (I(-)) is transported into thyroid cells via a Na(+)/I(-) symporter (NIS), which is electrogenic and thus sensitive to alterations in membrane potential
Lingye Chen et al.
The Journal of biological chemistry, 294(39), 14279-14288 (2019-08-08)
Skeletal muscle myoblast differentiation involves elaborate signaling networks, including the activity of various ion channels and transporters. Several K+ and Ca2+ channels have been shown to affect myogenesis, but little is known about roles of Cl- channels in the associated
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Global Trade Item Number

SKUGTIN
N0630-25G04061834092940
N0630-10G04061834092933

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