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Merck

N0630

Niflumic acid

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C13H9F3N2O2
Número CAS:
4394-00-7
Peso molecular:
282.22
NACRES:
NA.77
PubChem Substance ID:
24278582
UNSPSC Code:
12352106
EC Number:
224-516-2
MDL number:
MFCD00010569

Nombre del producto

Niflumic acid,

InChI key

JZFPYUNJRRFVQU-UHFFFAOYSA-N

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)

SMILES string

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

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

powder

mp

203-204 °C

solubility

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

Quality Level

100

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

Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number
BCCD9366
099K1513V
099K1513
BCBQ1458V
BCBF9548V

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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
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
Franziska Neureither et al.
Physiological reports, 5(15) (2017-08-09)
Many animals follow odor trails to find food, nesting sites, or mates, and they require only faint olfactory cues to do so. The performance of a tracking dog, for instance, poses the question on how the animal is able to
Galyna Maleeva et al.
Frontiers in molecular neuroscience, 10, 125-125 (2017-06-01)
Niflumic acid (NFA) is a member of the fenamate class of nonsteroidal anti-inflammatory drugs. This compound and its derivatives are used worldwide clinically for the relief of chronic and acute pain. NFA is also a commonly used blocker of voltage-gated
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
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