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N0630

Sigma-Aldrich

Niflumic acid

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Synonym(s):
2-(α,α,α-Trifluoro-m-toluidino)nicotinic acid, 2-[3-(Trifluoromethyl)anilino]nicotinic acid
Empirical Formula (Hill Notation):
C13H9F3N2O2
CAS Number:
Molecular Weight:
282.22
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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)

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1 of 4

This Item
193356T6580Y0000824
Niflumic acid

N0630

Niflumic acid

Sigma-Aldrich

T6580

Triflusal

Niflumic acid European Pharmacopoeia (EP) Reference Standard

Y0000824

Niflumic acid

assay

≥98% (HPLC)

assay

97%

assay

≥98% (HPLC)

assay

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

-

solubility

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

solubility

-

solubility

DMSO: >30 mg/mL

solubility

-

biological source

synthetic (organic)

biological source

-

biological source

-

biological source

-

mp

203-204 °C

mp

76-79 °C (lit.)

mp

-

mp

-

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

signalword

Danger

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_germany

WGK 3

ppe

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


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