N0630
Niflumic acid
synthetic (organic), ≥98% (HPLC), COX-2 inhibitor, GABAARs antagonist and CaCC inhibitor, powder
Synonyme(s) :
2-(α,α,α-Trifluoro-m-toluidino)nicotinic acid, 2-[3-(Trifluoromethyl)anilino]nicotinic acid
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A propos de cet article
Formule empirique (notation de Hill) :
C13H9F3N2O2
Numéro CAS:
Poids moléculaire :
282.22
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
224-516-2
MDL number:
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Niflumic acid,
biological source
synthetic (organic)
Quality Level
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)
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Chronic 4
Classe de stockage
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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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
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