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Niflumic acid

CAS No.4394-00-7
Chemical Name:Niflumic acid
CBNumber:CB3307557
Molecular Formula:C13H9F3N2O2
Formula Weight:282.22
MOL File:4394-00-7.mol

Niflumic acid Property

Melting point 203-204 °C
Boiling point 378.0±42.0 °C(Predicted)
Density 1.3935 (estimate)
storage temp. 2-8°C
solubility Soluble in ethanol (~50 mg/ml), acetone (50 mg/ml, Clear to Slightly Hazy, Yellow), methanol (~50 mg/ml), DMSO (56 mg/ml at 25°C), and acetonitrile (~50 mg/ml).
pka pKa 2.26 ± 0.08;4.44± 0.03(H2O,t =25±0.1,I=0.01(NaCl))(Approximate)
form Solid
color Light orange to Yellow to Green
biological source synthetic (organic)
Water Solubility 19mg/L(room temperature)
Sensitive Light Sensitive
Merck 14,6531
Stability Stable, but may discolour in light. Incompatible with strong oxidizing agents. Hygroscopic.
InChIKey JZFPYUNJRRFVQU-UHFFFAOYSA-N
EWG's Food Scores 1
FDA UNII 4U5MP5IUD8
ATC code M01AX02,M02AA17
NIST Chemistry Reference Niflumic acid(4394-00-7)
EPA Substance Registry System 3-Pyridinecarboxylic acid, 2-[[3-(trifluoromethyl)phenyl]amino]- (4394-00-7)
UNSPSC Code 41116107
NACRES NA.77

Safety

Hazard Codes :Xn
Risk Statements :20/21/22-36/37/38
Safety Statements :26-36-36/37/39
RIDADR :UN 2811 6.1/PG 3
WGK Germany :3
RTECS :QT2999100
HazardClass :6.1
PackingGroup :Ⅲ
HS Code :29333999
Toxicity :LD50 in rats (mg/kg): 370 orally; 155 i.p. (Sorenson)

NFPA 704:

	0
3		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H301-H413
Precautionary statements P264-P270-P273-P301+P310-P405-P501

Niflumic acid Price More Price(3)

Brand: Sigma-Aldrich(India)
Product number: N0630
Product name : Niflumic acid
Purity:
Packaging: 10G
Price: ₹7133.68
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: N0630
Product name : Niflumic acid
Purity:
Packaging: 25G
Price: ₹13271.45
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: T2353
Product name : Niflumic Acid
Purity:
Packaging: 25G
Price: ₹6800
Updated: 2022/05/26
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Niflumic acid Chemical Properties,Usage,Production

Chemical Properties Crystalline Solid
Originator Nifluril,U.P.S.A.,France,1968
Uses analgesic, antiinflammatory
Uses Anti-inflammatory. Selective cyclooxygenase-2 (COX-2) inhibitor
Uses Niflumic acid is used for the exact same indications as the drugs described above. Synonyms for this drug are actol, flunir, nifluril, and others.
Definition ChEBI: Niflumic acid is an aromatic carboxylic acid and a member of pyridines.
Manufacturing Process Niflumic acid is prepared as follows: Nicotinic acid, m-trifluoromethylaniline, and potassium iodide are intimately mixed and heated on an oil bath at 140°C. The mixture melts to give a dark red liquid. The temperature of the oil bath is allowed to fall to 100°C and is maintained at this temperature for an hour and a half. The mixture puffs up and forms a yellow crystalline mass. After cooling to ordinary temperature, this mass is ground up in a mortar and extracted several times with small volumes of ether to remove excess mtrifluoromethylaniline. The residue is then washed twice with 10 ml of distilled water to remove m-trifluoromethylaniline hydrochloride and potassium iodide, and finally twice with 10 ml of 95% alcohol to remove colored resinous contaminants. After drying at 100°C, 2-(m-trifluoromethylanilino)nicotinic acid is obtained as pale yellow needles (from 70% ethanol) melting at 204°C (Kofler block).
Therapeutic Function Antiinflammatory
Trade name Actol (Mayrhofer, Austria; Upsamedica, Spain), Donalgin (Gedeon Richter, Hungary), Livornex (Genepharm, Greece), Ni- flam (Upsamedica, Italy), Nifluril (UPSA, France; Upsamedica, Belgium, Switzerland, Portugal).
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.
Side effects Niflumic acid has been used effectively to treat rheumatoid arthritis, psoriatic arthritis, and hypertrophic osteoarthritis of the hip and knee. Gastric complications are the chief adverse effects of this drug.
Synthesis Niflumic acid, 2-3-(trifluoromethyl)anilino nicotinic acid (3.2.21), is synthesized either by the reaction of 2-chloronicotinic acid with 3-trifluoromethylaniline [84¨C86], or 2-aminonicotinic acid with 1-bromo-3-trifluoromethylbenzene [87].