Flufenamic acid

ChemicalBook > CAS DataBase List > Flufenamic acid

Product Name: Flufenamic acid
CAS No.: 530-78-9
Chemical Name: Flufenamic acid
Synonyms: FA;FFA;Flufenamic;ci440;ANT-1;Arlef;CI 440;Parlef;Parlif;Saal-F
CBNumber: CB7118092
Molecular Formula: C14H10F3NO2
Formula Weight: 281.23
MOL File: 530-78-9.mol

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Flufenamic acid Property

Melting point:: 132-135 °C(lit.)
Boiling point:: 373.9±42.0 °C(Predicted)
Density: 1.3380 (estimate)
vapor pressure: 0Pa at 25℃
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide. The solubility of flufenamic acid in these solvents is approximately 11, 39, and 59 mg/ml, respectively.
pka: pKa 3.9 (Uncertain);3.85 (Uncertain)
form: Crystalline Powder or Chunks
color: Off-white to gray-green
Water Solubility: 0.0265 g/L (37 ºC)
Merck: 14,4132
BRN: 1996069
LogP: 5.25
CAS DataBase Reference: 530-78-9(CAS DataBase Reference)
NIST Chemistry Reference: Flufenamic acid(530-78-9)

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/38
Safety Statements: 26
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: CB4375000
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29224999
Toxicity: LD50 in mice: 715 mg/kg orally (Zoni)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: F9005
Product name: Flufenamic acid
Purity: analytical standard, for drug analysis
Packaging: 10g
Price: $28.5
Updated: 2024/03/01

Sigma-Aldrich

Product number: F9005
Product name: Flufenamic acid
Purity: analytical standard, for drug analysis
Packaging: 50g
Price: $96
Updated: 2024/03/01

TCI Chemical

Product number: T2354
Product name: N-(3-Trifluoromethylphenyl)anthranilic Acid
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $49
Updated: 2024/03/01

TCI Chemical

Product number: T2354
Product name: N-(3-Trifluoromethylphenyl)anthranilic Acid
Purity: >98.0%(HPLC)(T)
Packaging: 500g
Price: $387
Updated: 2024/03/01

Alfa Aesar

Product number: B23583
Product name: Flufenamic acid, 97%
Packaging: 10g
Price: $22.79
Updated: 2023/01/06

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Flufenamic acid Chemical Properties,Usage,Production

Description

Flufenamic acid (FFA), namely N-(alpha,alpha,alpha-trifluorom-tolyl) anthranilic acid (CI-440), is an aromatic amino acid consisting of anthranilic acid carrying an N-(trifluoromethyl)phenyl substituent. It is an effective drug in the treatment of special types of migraine. Its anti-inflammatory and analgesic effects were recognized in the 1960s (Winder et al., 1963) and thus FFA is included in the family of non-steroidal anti-inflammatory drugs (NSAIDs) with mefenamic, meclofenamic (MFA) and niflumic acids (NA). Anti-inflammatory actions occur mainly through reduction of prostaglandin synthesis from arachidonic acid by inhibiting the cyclo-oxygenases.

Chemical Properties

Fluomic acid is a Pale-Yellow or light yellow-green crystal or crystalline powder with bitter taste. It is almost insoluble in water and can be dissolved in 50% ethanol. It is a non-hormonal anti-inflammatory and analgesic drug. It was prepared by photolysis of the corresponding benzotriazinone.

Originator

Flufenamic acid,AroKor Holdings Inc.

Uses

Flufenamic acid is used for moderate pain and dysmenorrhea, but it should not be used for more than 1 week due to the possibility of nephrotoxicity, gastrointestinal toxicity, and anemia. It is frequently used in combination with the anticoagulant warfarin, the effect of which is strengthened when combined with flufenamic acid.

Uses

An NSAID found to be a reversible gap junction blocker

Definition

ChEBI: flufenamic acid is an aromatic amino acid consisting of anthranilic acid carrying an N-(trifluoromethyl)phenyl substituent. An analgesic and anti-inflammatory, it is used in rheumatic disorders. It has a role as an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, a non-steroidal anti-inflammatory drug, a non-narcotic analgesic and an antipyretic. It is an aromatic amino acid and an organofluorine compound. It derives from a diphenylamine, an anthranilic acid and a (trifluoromethyl)benzene. It is a conjugate acid of a flufenamate.

Manufacturing Process

A mixture 31.3 g of o-chlorobenzoic acid, 32.2 g of trifluoromethyl-maminobenzene, 3 g of copper powder, 13.8 g of waterless potassium carbonate and 100 ml amyl alcohol was refluxed for 4 hours. To the cooled mixture was added 25 ml of 10 N solution NaOH and the mixture was concentrated and filtrated. Addition to the filtrate hydrochloric acid and water give a sediment of 2-((3-trifluromethyl)phenyl)aminobenzoic acid. After recrystallization from hexane 2-((3-trifluromethyl)phenyl)aminobenzoic acid have melting point 134-136°C.

brand name

Arlef (Parke-Davis, Sankyo, Japan), Ansatin (Ono, Japan), Felunamin (Hokuriko, Japan), Romafen (Biofarma, Turkey).

Therapeutic Function

Antiinflammatory, Antirheumatic

Biological Activity

Flufenamic acid is a nonsteroidal anti-inflammatory drug (NSAID). Inhibits calcium-activated chloride channels (CaCCs). Also increases currents through TRPC6 channels and inhibits currents through TRPC3 and TRPC7 channels.

Mechanism of action

In addition to COX inhibition flufenamate like other fenamates modifies several ion channel functions, e.g., inhibition of nonselective cation conductance, calcium-activated chloride channels, voltage-gated calcium channels and potassium channels and induces blocking of gap junctions. The relevance of these activities for the analgesic and anti-inflammatory potential of fenamates is unknown.

Clinical Use

Flufenamate is a nonsteroidal anti-inflammatory drug used for the treatment of mild to moderate pain of musculoskeletal, joint or soft-tissue origin. It was marketed in a variety of topical formulations alone or in combination with other ingredients.

Safety

Flufenamic acid is used at 600 – 800 mg/d to provide a beneficial therapeutic effect in chronic polyarthritis. The adverse effects most often encountered are gastrointestinal disturbances.

Synthesis

Flufenamic acid, N-(|á,|á,|á-trifluoro-m-tolyl)anthranylic acid (3.2.18), is synthesized by the reaction of 2-chlorobenzoic acid with 3-trifluoromethylaniline in the presence of potassium carbonate and copper filings [78,79].

storage

Store at RT

Flufenamic acid Preparation Products And Raw materials

Raw materials

2-Iodobenzoic acid Copper(II) acetate Copper Ethanol N,N-Dimethylformamide Potassium hydroxide 2-Chlorobenzoic acid Hydrochloric acid Bromoethane N,N-Dimethylacetamide 3-Aminobenzotrifluoride Morpholine

Preparation Products

N-phenyl-3-(trifluoromethyl)aniline 2-(Trifluoromethyl)phenothiazine

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View Lastest Price from Flufenamic acid manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Flufenamic acid 530-78-9
Price: US $1.00-1.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 50tons
Release date: 2020-04-29

Shaanxi Dideu Medichem Co. Ltd

Product: Flufenamic acid 530-78-9
Price: US $1.00-1.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 50tons
Release date: 2020-05-07

Hong Kong Tiansheng New Material Trading Co., Ltd

Product: Atorvastatin calcium 530-78-9
Price: US $16.00/KG
Min. Order: 1Kg/Bag
Purity: 99
Supply Ability: 20tons
Release date: 2022-01-05

530-78-9, Flufenamic acidRelated Search:

ufenamate Etofenamate 4-Dimethylaminobenzoic acid α-Lipoic Acid Ethyl 2-(Chlorosulfonyl)acetate Hyaluronic acid 3-(Trifluoromethyl)benzoic acid Citric acid 4-Aminobenzoic acid Folic acid 4-(Trifluoromethyl)benzoic acid Diethylene glycol N-phenyl-3-(trifluoromethyl)aniline N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilic acid 2-hydroxyethyl ester 2-[[3-(Trifluoromethyl)phenyl]amino]benzoic acid oxydi-2,1-ethanediyl ester Ascoric Acid Niflumic acid Anthranilic acid

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2-[(3-Trifluoromethylphenyl)amino]benzoic Acid 2-(3-Trifluoromethylanilino)benzoic Acid Flufenamic Acid

FFA, Flufenamic acid, 3-[(2-Carboxyphenyl)amino]benzotrifluoride, 2-Carboxy-3'-(trifluoromethyl)diphenylamine

inf1837

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N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilate

n-(alpha,alpha,alpha-trifluoro-m-tolyl)-anthranilicaci

n-(m-trifluoromethylphenyl)-2-aminobenzoicacid

Nichisedan

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N-(3-TRIFLUOROMETHYLPHENYL)-ANTHRANILIC&

FLUFENAMIC ACID 97%

FLUFENAMIC ACID MM(CRM STANDARD)

Baseand/orunspecifiedsalts

Flufenamicacid,98%

Flufenamicacid,97%

N-[α,α,α-Trifluoro-m-tolyl] anthranilic acid

3(TRIFLUOROMETHYL)DIPHENYLAMINE-2-CARBOSYLIC ACID

Flufenamic

Flufenamic acid Solution, 100ppm

N-(3-[Trifluoromethyl]phenyl)anthranilic acid, N-(α,α,α-Trifluoro-m-tolyl)anthranilic acid

2-((3-(trifluoromethyl)phenyl)amino)-benzoicaci

2-((3-Trifluromethyl)phenyl)aminobenzoic acid

Achless

Acido flufenamico

acidoflufenamico

Ansatin

ANT-1

Anthranilic acid, N-(alpha,alpha,alpha-trifluoro-m-tolyl)-

Flufenamic acid, 97%, an anti-inflammatory agent

Flufenamic acid (FFA)

Etofenamate EP Impurity A

Arlef

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

C.I. 440

CI 440

TIMTEC-BB SBB001140

N-(A,A,A-TRIFLUORO-M-TOLYL)ANTHRANILIC ACID

N-(ALPHA,ALPHA,ALPHA-TRIFLUOROMETHYL-M-TOLYL)ANTHRANILIC ACID

N-(ALPHA,ALPHA,ALPHA-TRIFLUORO-M-TOLYL)ANTHRANILIC ACID

N-(3-TRIFLUOROMETHYLPHENYL)ANTHRANILIC ACID

Paraflu

Parlef

Parlif

Plostene

Reumajust A