N0630

Niflumic acid

• Synonym(s): 2-(α,α,α-Trifluoro-m-toluidino)nicotinic acid, 2-[3-(Trifluoromethyl)anilino]nicotinic acid
• Empirical Formula (Hill Notation): C₁₃H₉F₃N₂O₂
• CAS Number: 4394-00-7
• Molecular Weight: 282.22
• EC Number: 224-516-2
• MDL number: MFCD00010569
• UNSPSC Code: 12352106
• PubChem Substance ID: 24278582
• NACRES: NA.77

Properties

• biological source: synthetic (organic)
• Quality Level: 100
• 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)

Description

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.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301,H413
• Precautionary Statements: P264 - P270 - P273 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Chronic 4
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves