Niflumic acid

Modify Date: 2024-01-03 15:02:07

Niflumic acid structure	Common Name	Niflumic acid
	CAS Number	4394-00-7	Molecular Weight	282.218
	Density	1.4±0.1 g/cm3	Boiling Point	378.0±42.0 °C at 760 mmHg
	Molecular Formula	C₁₃H₉F₃N₂O₂	Melting Point	203-204ºC
	MSDS	Chinese USA	Flash Point	182.4±27.9 °C
	Symbol	GHS07	Signal Word	Warning

Use of Niflumic acid

Niflumic acid, a Ca2+-activated Cl- channel blocker, is an analgesic and anti-inflammatory agent used in the treatment of rheumatoid arthritis.Target: Othersniflumic acid, an inhibitor of calcium-activated chloride currents. Niflumic acid does not block directly calcium channels or activate potassium channels. Niflumic acid selectively reduces a component of noradrenaline- and 5-HT-induced pressor responses by inhibiting a mechanism which leads to the opening of voltage-gated calcium channels [1]. Niflumic acid molecule is completely buried in the substrate-binding hydrophobic channel. The conformations of the binding site in PLA(2) as well as that of niflumic acid are not altered upon binding [2]. Niflumic acid (NFA) produces biphasic behavior on human CLC-K channels that suggests the presence of two functionally different binding sites: an activating site and a blocking site [3].

Name	Niflumic acid
Synonym	More Synonyms

Description	Niflumic acid, a Ca2+-activated Cl- channel blocker, is an analgesic and anti-inflammatory agent used in the treatment of rheumatoid arthritis.Target: Othersniflumic acid, an inhibitor of calcium-activated chloride currents. Niflumic acid does not block directly calcium channels or activate potassium channels. Niflumic acid selectively reduces a component of noradrenaline- and 5-HT-induced pressor responses by inhibiting a mechanism which leads to the opening of voltage-gated calcium channels [1]. Niflumic acid molecule is completely buried in the substrate-binding hydrophobic channel. The conformations of the binding site in PLA(2) as well as that of niflumic acid are not altered upon binding [2]. Niflumic acid (NFA) produces biphasic behavior on human CLC-K channels that suggests the presence of two functionally different binding sites: an activating site and a blocking site [3].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> Chloride Channel Research Areas >> Inflammation/Immunology
References	[1]. Criddle, D.N., et al., Inhibitory action of niflumic acid on noradrenaline- and 5-hydroxytryptamine-induced pressor responses in the isolated mesenteric vascular bed of the rat. Br J Pharmacol, 1997. 120(5): p. 813-8. [2]. Jabeen, T., et al., Non-steroidal anti-inflammatory drugs as potent inhibitors of phospholipase A2: structure of the complex of phospholipase A2 with niflumic acid at 2.5 Angstroms resolution. Acta Crystallogr D Biol Crystallogr, 2005. 61(Pt 12): p. 1579- [3]. Picollo, A., et al., Mechanism of interaction of niflumic acid with heterologously expressed kidney CLC-K chloride channels. J Membr Biol, 2007. 216(2-3): p. 73-82.

Description

Related Catalog

Signaling Pathways >> Membrane Transporter/Ion Channel >> Chloride Channel

Research Areas >> Inflammation/Immunology

References

[1]. Criddle, D.N., et al., Inhibitory action of niflumic acid on noradrenaline- and 5-hydroxytryptamine-induced pressor responses in the isolated mesenteric vascular bed of the rat. Br J Pharmacol, 1997. 120(5): p. 813-8.

[2]. Jabeen, T., et al., Non-steroidal anti-inflammatory drugs as potent inhibitors of phospholipase A2: structure of the complex of phospholipase A2 with niflumic acid at 2.5 Angstroms resolution. Acta Crystallogr D Biol Crystallogr, 2005. 61(Pt 12): p. 1579-

[3]. Picollo, A., et al., Mechanism of interaction of niflumic acid with heterologously expressed kidney CLC-K chloride channels. J Membr Biol, 2007. 216(2-3): p. 73-82.

Density	1.4±0.1 g/cm3
Boiling Point	378.0±42.0 °C at 760 mmHg
Melting Point	203-204ºC
Molecular Formula	C₁₃H₉F₃N₂O₂
Molecular Weight	282.218
Flash Point	182.4±27.9 °C
Exact Mass	282.061615
PSA	62.22000
LogP	4.94
Vapour Pressure	0.0±0.9 mmHg at 25°C
Index of Refraction	1.589
Storage condition	Store at RT
Water 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).

Niflumic acid MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QT2999100

CHEMICAL NAME :: Nicotinic acid, 2-(alpha,alpha,alpha-trifluoro-m-toluidino)-

CAS REGISTRY NUMBER :: 4394-00-7

BEILSTEIN REFERENCE NO. :: 0489360

LAST UPDATED :: 199612

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C13-H9-F3-N2-O2

MOLECULAR WEIGHT :: 282.24

WISWESSER LINE NOTATION :: T6NJ BMR CXFFF& CVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Behavioral - analgesia Biochemical - Metabolism (Intermediary) - effect on inflammation or mediation of inflammation

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 16,780,1973

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 155 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 19,135,1976

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 350 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4122202

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 196 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 68,683,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 152 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 22,157,1967 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 100 mg/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 38,238,1982

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302 + H312 + H332-H315-H319-H335
Precautionary Statements	P261-P280-P301 + P312 + P330-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes	Xn:Harmful;
Risk Phrases	R20/21/22;R36/37/38
Safety Phrases	S26-S36/37/39
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS	QT2999100
Packaging Group	Ⅲ
HS Code	2933399090

Precursor 6
CAS#:2942-59-8 2-Chloronicotin... CAS#:98-16-8 3-(Trifluoromet... CAS#:137488-50-7 1-(3'-trifluoro... CAS#:137488-49-4 1-(3'-trifluoro...
CAS#:137488-48-3 1-(3'-trifluoro... CAS#:735318-84-0 2-(3-trifluorom...
DownStream 2
CAS#:66898-62-2 Talniflumate CAS#:70458-49-0 2-[3-(trifluoro...

HS Code	2933399090
Summary	2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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EINECS 224-516-2

MFCD00010569

2-(3-Trifluoromethyl-phenylamino)-; nicotinic acid

3-Pyridinecarboxylic acid, 2-[[3-(trifluoromethyl)phenyl]amino]-

Niflumic acid

2-(a,a,a-Trifluoro-m-toluidino)nicotinic Acid

2-{[3-(Trifluoromethyl)phenyl]amino}nicotinic acid

2-[[3-(Trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic Acid

2-(3-TrifluoroMethylanilino)nicotinic Acid

2-((3-(Trifluoromethyl)phenyl)amino)nicotinic acid

2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylic acid

2-[(3-Trifluoromethylphenyl)amino]nicotinic Acid

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Niflumic acid

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