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Niflumic acid

SIGMA/N0630

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

CAS Number: 4394-00-7
Empirical Formula (Hill Notation): C13H9F3N2O2
Molecular Weight: 282.22
EC Number: 224-516-2
MDL Number: MFCD00010569
Linear Formula: C13H9F3N2O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-N0630-10G 10 g
$78.80
1/EA
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45-N0630-25G 25 g
$176.00
1/EA
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assay ≥98% (HPLC)
biological source synthetic (organic)
form powder
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
mp 203-204 °C
Quality Level 100 
SMILES string O=C(O)C1=CC=CN=C1NC2=CC(C(F)(F)F)=CC=C2
solubility acetone: 50 mg/mL, clear to slightly hazy, yellow
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.
Biochem/physiol Actions: 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 .
Purity ≥98% (HPLC)
mp 203-204 °C
UNSPSC 12352106

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