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N0630

Sigma-Aldrich

Niflumic acid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C13H9F3N2O2
Numéro CAS:
4394-00-7
Poids moléculaire :
282.22
Numéro CE :
224-516-2
Numéro MDL:
MFCD00010569
Code UNSPSC :
12352106
ID de substance PubChem :
24278582
Nomenclature NACRES :
NA.77

Source biologique

synthetic (organic)

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Pf

203-204 °C

Solubilité

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

Chaîne SMILES 

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)

Clé InChI

JZFPYUNJRRFVQU-UHFFFAOYSA-N

Informations sur le gène

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301 - H413

Classification des risques

Acute Tox. 3 Oral - Aquatic Chronic 4

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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