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Flufenamic acid

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Name

Flufenamic acid

EINECS 208-494-1
CAS No. 530-78-9 Density 1.396 g/cm3
PSA 49.33000 LogP 4.22020
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 Molecular Structure of 530-78-9 (Flufenamic acid) Hazard Symbols HarmfulXn
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;

Article Data 29

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

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 NOx. 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.

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