Flufenamic acid supplier | CasNO.530-78-9

Name
Flufenamic acid
EINECS 208-494-1
CAS No. 530-78-9
Article Data29
CAS DataBase
Density 1.396 g/cm³
Solubility 0.0265 g/L (37 ºC)
Melting Point 132-135 °C(lit.)
Formula C₁₄H₁₀F₃NO₂
Boiling Point 373.903 °C at 760 mmHg
Molecular Weight 281.234
Flash Point 179.93 °C
Transport Information UN 2811 6.1/PG 3
Appearance pale-yellow solid
Safety 26
Risk Codes 22-36/38
Molecular Structure
Hazard Symbols Xn
Synonyms Anthranilicacid, N-(a,a,a-trifluoro-m-tolyl)- (6CI,8CI);2-[[3-(Trifluoromethyl)phenyl]amino]benzoic acid;3'-Trifluoromethyldiphenylamine-2-carboxylic acid;Achless;Arlef;Fullsafe;Meralen;Movilizin;N-(a,a,a-Trifluoro-m-tolyl)anthranilic acid;N-[3-(Trifluoromethyl)phenyl]anthranilic acid;Pinox;
PSA 49.33000
LogP 4.22020

Synthetic route

: 2-(3-trifluoromethyl-phenylamino)-benzoic acid (diethylcarbamoylmethyl-methyl-carbamoyloxy)-methyl ester

A: 44897-15-6
sarcosine diethylamide

B: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With human plasma In phosphate buffer at 37℃; pH=7.4;	A n/a B 100%

: 2-(3-trifluoromethyl-phenylamino)-benzoic acid diethylcarbamoylmethylcarbamoyloxymethyl ester

A: 34105-57-2
2-amino-N,N-diethylacetamide

B: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With human plasma In phosphate buffer at 37℃; pH=7.4;	A n/a B 100%

: 2-diethylcarbamoyl-pyrrolidine-1-carboxylic acid 2-(3-trifluoromethyl-phenylamino)-benzoyloxymethyl ester

A: 530-78-9
flufenamic acid

B: 41721-01-1
(2S)-N',N'-diethylpyrrolidinecarboxamide

Conditions

Conditions	Yield
With human plasma In phosphate buffer at 37℃; pH=7.4;	A 100% B n/a

: 2-(3-trifluoromethyl-phenylamino)-benzoic acid 1-diethylcarbamoyl-2-phenyl-ethylcarbamoyloxymethyl ester

A: 530-78-9
flufenamic acid

B: 40847-09-4
N-(phenylalanyl)-N,N-diethylamine

Conditions

Conditions	Yield
With human plasma In phosphate buffer at 37℃; pH=7.4;	A 100% B n/a

: 2-(3-trifluoromethyl-phenylamino)-benzoic acid 1-benzyl-2-morpholin-4-yl-2-oxo-ethylcarbamoyloxymethyl ester

A: 530-78-9
flufenamic acid

B: 141834-13-1
N-(phenylalanyl)morpholine

Conditions

Conditions	Yield
With human plasma In phosphate buffer at 37℃; pH=7.4;	A 100% B n/a

: 2-(3-trifluoromethyl-phenylamino)-benzoic acid 1-benzyl-2-oxo-2-piperidin-1-yl-ethylcarbamoyloxymethyl ester

A: 530-78-9
flufenamic acid

B: 102292-89-7
(2S)-2-amino-3-phenyl-1-(piperidin-1-yl)propan-1-one

Conditions

Conditions	Yield
With human plasma In phosphate buffer at 37℃; pH=7.4;	A 100% B n/a

: 13481-62-4
2-((3-(trifluoromethyl)phenyl)amino)benzonitrile

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 95℃; for 20h;	98%

: 98-16-8
3-trifluoromethylaniline

: 118-91-2
ortho-chlorobenzoic acid

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With potassium carbonate; copper In N,N-dimethyl-formamide for 2h; Heating;	60%
With copper(l) iodide; copper; potassium carbonate In N,N-dimethyl-formamide for 0.333333h; Heating; ultrasonic irradiation;	24%
(i) aq. KOH, (ii) /BRN= 387672/, Cu; Multistep reaction;

: 2765-91-5
2-[[3-(trifluoromethyl)phenyl]amino]benzoic acid,methyl ester

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With water; potassium hydroxide In ethanol at 100℃; Inert atmosphere;	55%
Stage #1: 2-[[3-(trifluoromethyl)phenyl]amino]benzoic acid,methyl ester With potassium hydroxide In ethanol; water at 20 - 100℃; Inert atmosphere; Stage #2: With hydrogenchloride In water at 0℃; pH=2; Inert atmosphere;	55%
With water; potassium hydroxide In ethanol at 100℃;	55%
With hydrazine hydrate In methanol

: 88-67-5
2-Iodobenzoic acid

: 98-16-8
3-trifluoromethylaniline

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With water; copper; potassium carbonate
With 4-methyl-morpholine; copper(I) oxide In 1,4-dioxane at 100℃; for 3h; Ullmann Condensation; Inert atmosphere;

: 32509-03-8
1-(3'-trifluoromethyl-phenyl)-1,2-dihydro-3,1-benzoxazin-4-one

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With water In methanol at 20℃; Rate constant; pH from 2.0 to 8.0, half-live-time;

: 98-16-8
3-trifluoromethylaniline

: 16497-87-3
potassium 2-bromobenzoate

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With N-ethylmorpholine;; copper diacetate In N,N-dimethyl-formamide at 145℃; for 3h;

: 137488-39-2
1-(3'-trifluoromethyl-phenyl)-2-chloromethyl-1,2-dihydro-3,1-benzoxazin-4-one

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With water In methanol at 20℃; Rate constant; pH from 2.0 to 9.0, half-live-time;

: 137488-40-5
1-(3'-trifluoromethyl-phenyl)-2-methoxymethyl-1,2-dihydro-3,1-benzoxazin-4-one

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With water In methanol at 20℃; Rate constant; pH from 2.0 to 9.0, half-live-time;

: 137488-41-6
1-(3'-trifluoromethyl-phenyl)-2-ethoxycarbonyl-1,2-dihydro-3,1-benzoxazin-4-one

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With water In methanol at 37℃; Rate constant; pH from 2.0 to 9.0, half-live-time;

: 137138-25-1
2-<<3-(Trifluormethyl)phenyl>amino>benzoeaeure-2-oxopropylester

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With buffer pH 8.0 In 1,4-dioxane; acetonitrile at 57℃; half-life time of hydrolysis at different pH;

: 1977-00-0
sodium salt of {N-(α,α,α-trifluoro-m-tolyl)anthranilic acid}

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 39 percent / tetrabutylammonium bromide; Et3N / tetrahydrofuran / 24 h / 20 °C 2: 100 percent / human plasma / aq. phosphate buffer / 37 °C / pH 7.4 View Scheme

: 17763-70-1
methyl 2-(trifluoromethylsulfonyloxy)benzoate

: 98-16-8
3-trifluoromethylaniline

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 120 °C / Inert atmosphere 2: water; potassium hydroxide / ethanol / 100 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 20 - 120 °C / Inert atmosphere 2.1: potassium hydroxide / ethanol; water / 20 - 100 °C / Inert atmosphere 2.2: 0 °C / pH 2 / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 120 °C 2: water; potassium hydroxide / ethanol / 100 °C View Scheme

: 98-16-8
3-trifluoromethylaniline

: 88-65-3
2-bromobenzoic-acid

: 530-78-9
flufenamic acid

Conditions

Conditions	Yield
With 4-methyl-morpholine; copper(II) oxide In 1,4-dioxane Inert atmosphere; Reflux;

: 530-78-9
flufenamic acid

: 768-94-5
1-Adamantanamine

: C10H17N*C14H10F3NO2

Conditions

Conditions	Yield
In methanol at 20℃;	100%

: 530-78-9
flufenamic acid

: 2018-90-8
naphthalen-2-ylmethylamine

: C14H10F3NO2*C11H11N

Conditions

Conditions	Yield
In methanol at 20℃;	100%

: 61-54-1
tryptamine

: 530-78-9
flufenamic acid

: C14H10F3NO2*C10H12N2

Conditions

Conditions	Yield
In methanol at 20℃;	100%

: 530-78-9
flufenamic acid

: 534-03-2
serinol

: C14H10F3NO2*C3H9NO2

Conditions

Conditions	Yield
In methanol at 20℃;	100%

: 530-78-9
flufenamic acid

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: C14H10F3NO2*C10H15NO2

Conditions

Conditions	Yield
In methanol at 20℃;	100%

: 530-78-9
flufenamic acid

: 64-04-0
phenethylamine

: C14H10F3NO2*C8H11N

Conditions

Conditions	Yield
In methanol at 20℃;	100%

: 530-78-9
flufenamic acid

: 101-23-5
N-(3-trifluoromethylphenyl)aniline

Conditions

Conditions	Yield
With triethylsilane; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In toluene at 160℃; for 15h; chemoselective reaction;	97%

: 530-78-9
flufenamic acid

: 39492-79-0
2-(3-(trifluoromethyl)phenylamino)benzohydrazide

Conditions

Conditions	Yield
With hydrazine hydrate at 250℃; under 12929 Torr; for 0.0666667h; Microwave irradiation; Neat (no solvent);	96%
Multi-step reaction with 2 steps 1: sulfuric acid / Reflux 2: hydrazine hydrate / 15 h / Reflux View Scheme

: 530-78-9
flufenamic acid

: 762-04-9
phosphonic acid diethyl ester

: diethyl (2-((3-(trifluoromethyl)phenyl)amino)phenyl)phosphonate

Conditions

Conditions	Yield
With palladium diacetate; 2,2-dimethylpropanoic anhydride; triethylamine; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Inert atmosphere; Schlenk technique;	96%

: 50-00-0
formaldehyd

: 530-78-9
flufenamic acid

: 32509-03-8
1-(3'-trifluoromethyl-phenyl)-1,2-dihydro-3,1-benzoxazin-4-one

Conditions

Conditions	Yield
With zinc(II) chloride In dichloromethane for 2h; Ambient temperature;	93%
In ethanol; water for 1h; Heating;

: 530-78-9
flufenamic acid

: 95-53-4
o-toluidine

: 21240-02-8
3-Trifluormethyl-2'-(2-methyl-phenylcarbamoyl)-diphenylamin

Conditions

Conditions	Yield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane at 20 - 25℃; for 1h;	92%

: 123-90-0
Thiomorpholin

: 530-78-9
flufenamic acid

: thiomorpholino(2-((3-(trifluoromethyl)phenyl)amino)phenyl)methanone

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	92%

: 530-78-9
flufenamic acid

: 13481-61-3
2-<<3-(trifluoromethyl)phenyl>amino>benzamide

Conditions

Conditions	Yield
Stage #1: flufenamic acid With thionyl chloride In toluene for 1h; Reflux; Stage #2: With ammonium hydroxide	92%
Stage #1: flufenamic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 50℃; for 0.5h; Stage #2: With ammonium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 50℃; for 5h;	70.3%

: 528-43-8
Magnolol

: 530-78-9
flufenamic acid

: 5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-((3-(trifluoromethyl)phenyl)amino)benzoate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;	91%
With dmap In dichloromethane at 25 - 30℃;	91%

: 530-78-9
flufenamic acid

: 122-51-0
orthoformic acid triethyl ester

: 137488-38-1
1-(3'-trifluoromethyl-phenyl)-2-ethoxy-1,2-dihydro-3,1-benzoxazin-4-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 4h; Heating;	89%

: 530-78-9
flufenamic acid

: 149-73-5
trimethyl orthoformate

: 137488-37-0
1-(3'-trifluoromethyl-phenyl)-2-methoxy-1,2-dihydro-3,1-benzoxazin-4-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 4h; Heating;	89%

: 530-78-9
flufenamic acid

: 64-19-7
acetic acid

: 2-(dimethylamino)ethyl 2-[[3-trifluoromethylphenyl]amino]thiobenzoate acetate

Conditions

Conditions	Yield
Stage #1: captamine; flufenamic acid With dicyclohexyl-carbodiimide In chloroform at 20℃; for 3h; Stage #2: acetic acid In chloroform	88.5%

: 530-78-9
flufenamic acid

: 108-98-5
thiophenol

: S-phenyl 2-((3-(trifluoromethyl)phenyl)amino)benzothioate

Conditions

Conditions	Yield
Stage #1: flufenamic acid With oxalyl dichloride In dichloromethane Stage #2: thiophenol With triethylamine In dichloromethane	88%

: 530-78-9
flufenamic acid

: 134674-19-4
R,S-5-Brom-2,2-dimethyl-1,3-dioxolan-4-on

: 134674-24-1
2-<3-(Trifluormethyl)phenylamino>-benzoesaeure-(2,2-dimethyl-1,3-dioxolan-4-on-5-yl)ester

Conditions

Conditions	Yield
With triethylamine In acetone Ambient temperature;	87%

: 530-78-9
flufenamic acid

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: cinnamyl 2-(3-(trifluoromethyl)phenylamino)benzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide at 20℃; for 4h;	87%

: 67-56-1
methanol

: 530-78-9
flufenamic acid

: 2765-91-5
2-[[3-(trifluoromethyl)phenyl]amino]benzoic acid,methyl ester

Conditions

Conditions	Yield
With sulfuric acid for 12h; Heating;	86%
With sulfuric acid for 100h; Heating;
With sulfuric acid for 16h; Heating;
With sulfuric acid Reflux;

: 97-97-2
chloroacetaldehyde dimethyl acetal

: 530-78-9
flufenamic acid

: 137488-39-2
1-(3'-trifluoromethyl-phenyl)-2-chloromethyl-1,2-dihydro-3,1-benzoxazin-4-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 4h; Heating;	86%

: 530-78-9
flufenamic acid

: 6065-82-3
Ethyl diethoxyacetate

: 137488-41-6
1-(3'-trifluoromethyl-phenyl)-2-ethoxycarbonyl-1,2-dihydro-3,1-benzoxazin-4-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 5h; Heating;	86%

Flufenamic acid Chemical Properties

Chemical Name: Flufenamic acid
IUPAC NAME: 2-[3-(Trifluoromethyl)anilino]benzoic acid
CAS No.: 530-78-9
EINECS: 208-494-1
RTECS: CB4375000
RTECS Class: Drug ; Mutagen ; Reproductive Effector ; Human Data
Molecular Formula: C₁₄H₁₀F₃NO₂
Molecular Weight: 281.23 g/mol
Melting Point: 132-135 °C(lit.)
Density: 1.395 g/cm³
Flash Point: 179.9 °C
Boiling Point: 373.9 °C at 760 mmHg
Following is the structure of N-(α,α,α-TRIFLUORO-m-TOLYL)ANTHRANILIC ACID (530-78-9):

Product Categories about N-(α,α,α-TRIFLUORO-m-TOLYL)ANTHRANILIC ACID (530-78-9) are Active Pharmaceutical Ingredients ; Aromatics ; Intermediates & Fine Chemicals ; Pharmaceuticals ; API's
The chemical synonymous of N-(α,α,α-TRIFLUORO-m-TOLYL)ANTHRANILIC ACID (530-78-9) are Inf1837 ; Lanceat ; Meralen ; N-((M-Trifluoromethyl)phenyl)-2-Aminobenzoic acid ; N-(α,α,α-trifluoro-m-tolyl)anthranilate ; N-(α,α,α-trifluoro-m-tolyl)-anthranilicaci ; N-(M-Trifluoromethylphenyl)-2-aminobenzoicacid ; Nichisedan

Flufenamic acid Uses

N-(α,α,α-TRIFLUORO-m-TOLYL)ANTHRANILIC ACID (530-78-9) is used as an anthranilic acid derivative with analgesic, anti-inflammatory, and antipyretic properties.

Flufenamic acid Toxicity Data With Reference

1.	dni-hmn-unr 504 mg/kg/8W	STBIBN Studia Biophysica. 50 (1975),172.
2.	orl-wmn TDLo:2160 mg/kg/26W-I:GIT	PGMJAO Postgraduate Medical Journal. 62 (1986),773.
3.	orl-rat LD50:249 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 221 (1976),132.
4.	ipr-rat LD50:185 mg/kg	OYYAA2 Oyo Yakuri. Pharmacometrics. 16 (1978),1011.
5.	ivn-rat LD50:98 mg/kg	CMROCX Current Medical Research and Opinion. 4 (1976),17.
6.	orl-mus LD50:490 mg/kg	OYYAA2 Oyo Yakuri. Pharmacometrics. 16 (1978),1011.
7.	ipr-mus LD50:150 mg/kg	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 .
8.	ivn-mus LD50:158 mg/kg	YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. 89 (1969),1392.

Flufenamic acid Safety Profile

Poison by ingestion, intravenous, and intraperitoneal routes. Experimental reproductive effects. Human systemic effects: hypermotility, diarrhea. Human mutation data reported. When heated to decomposition it emits very toxic fumes of F⁻ and NO_x. Used as an anti-inflammatory agent. See also FLUORIDES.
Hazard Codes:
Xi: Irritant
Risk Statements about N-(α,α,α-TRIFLUORO-m-TOLYL)ANTHRANILIC ACID (530-78-9):
R21/22 Harmful in contact with skin and if swallowed.
R36/37/38 Irritating to eyes, respiratory system and skin.
Safety Statements about N-(α,α,α-TRIFLUORO-m-TOLYL)ANTHRANILIC ACID (530-78-9):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
Attentions:
1. Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
2. Handling: Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation.

Product Name

Flufenamic acid

Synthetic route

Flufenamic acid Chemical Properties

Flufenamic acid Uses

Flufenamic acid Toxicity Data With Reference

Flufenamic acid Safety Profile

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