2-((3-(Trifluormethyl)phenyl)-amino)-3-pyridin-carbonsäure

Bezeichnung:2-((3-(Trifluormethyl)phenyl)-amino)-3-pyridin-carbonsäure

CAS-Nr4394-00-7

Englisch Name:Niflumic acid

CBNumberCB3307557

SummenformelC13H9F3N2O2

Molgewicht282.22

MOL-Datei4394-00-7.mol

Synonyma

Nifluminsure

2-((3-(Trifluormethyl)phenyl)-amino)-3-pyridin-carbonsäure

2-((3-(Trifluormethyl)phenyl)-amino)-3-pyridin-carbonsäure physikalisch-chemischer Eigenschaften

Schmelzpunkt	203-204 °C
Siedepunkt	378.0±42.0 °C(Predicted)
Dichte	1.3935 (estimate)
storage temp.	2-8°C
Löslichkeit	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)
Aggregatzustand	Solid
Farbe	Light orange to Yellow to Green
Wasserlöslichkeit	19mg/L(room temperature)
Sensitive	Light Sensitive
Merck	14,6531
Stabilität	Stable, but may discolour in light. Incompatible with strong oxidizing agents. Hygroscopic.
InChIKey	JZFPYUNJRRFVQU-UHFFFAOYSA-N
NIST chemische Informationen	Niflumic acid(4394-00-7)
EPA chemische Informationen	3-Pyridinecarboxylic acid, 2-[[3-(trifluoromethyl)phenyl]amino]- (4394-00-7)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	20/21/22-36/37/38
S-Sätze:	26-36-36/37/39
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	QT2999100
HazardClass	6.1
PackingGroup	Ⅲ
HS Code	29333999
Toxizität	LD50 in rats (mg/kg): 370 orally; 155 i.p. (Sorenson)

Gefahreninformationscode (GHS)

Niflumic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
Crystalline Solid
Originator
Nifluril,U.P.S.A.,France,1968
Verwenden
Niflumic acid is used for the exact same indications as the drugs described above. Synonyms for this drug are actol, flunir, nifluril, and others.
Verwenden
analgesic, antiinflammatory
Verwenden
Anti-inflammatory. Selective cyclooxygenase-2 (COX-2) inhibitor
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
Handelsname
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.
Nebenwirkungen
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.
Synthese
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].

Niflumic acid Upstream-Materialien And Downstream Produkte

2-((3-(Trifluormethyl)phenyl)-amino)-3-pyridin-carbonsäure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

4394-00-7, Niflumic acid Verwandte Suche:

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