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Flufenamic acid

CAS No.
530-78-9
Chemical Name:
Flufenamic acid
Synonyms
FA;FFA;Flufenamic;ANT-1;Arlef;ci440;CI 440;Parlef;Parlif;Saal-F
CBNumber:
CB7118092
Molecular Formula:
C14H10F3NO2
Molecular Weight:
281.23
MDL Number:
MFCD00002422
MOL File:
530-78-9.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22

Flufenamic acid Properties

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)
EWG's Food Scores 1
FDA UNII 60GCX7Y6BH
ATC code M01AG03
NIST Chemistry Reference Flufenamic acid(530-78-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301-H315-H319
Precautionary statements  P301+P310+P330-P302+P352-P305+P351+P338
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)
NFPA 704
1
3 0

Flufenamic acid price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich F9005 Flufenamic acid analytical standard, for drug analysis 530-78-9 10g $28.5 2024-03-01 Buy
Sigma-Aldrich F9005 Flufenamic acid analytical standard, for drug analysis 530-78-9 50g $96 2024-03-01 Buy
TCI Chemical T2354 N-(3-Trifluoromethylphenyl)anthranilic Acid >98.0%(HPLC)(T) 530-78-9 25g $49 2024-03-01 Buy
TCI Chemical T2354 N-(3-Trifluoromethylphenyl)anthranilic Acid >98.0%(HPLC)(T) 530-78-9 500g $387 2024-03-01 Buy
Alfa Aesar B23583 Flufenamic acid, 97% 530-78-9 10g $22.79 2023-01-06 Buy
Product number Packaging Price Buy
F9005 10g $28.5 Buy
F9005 50g $96 Buy
T2354 25g $49 Buy
T2354 500g $387 Buy
B23583 10g $22.79 Buy

Flufenamic acid Chemical Properties,Uses,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].Synthesis_530-78-9

storage

Store at RT

2765-91-5
530-78-9
Synthesis of Flufenamic acid from Benzoic acid,2-[[3-(trifluoromethyl)phenyl]amino]-, methyl ester
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View Lastest Price from Flufenamic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Flufenamic acid pictures 2024-11-19 Flufenamic acid
530-78-9
US $33.00-60.00 / mg 99.71% 10g TargetMol Chemicals Inc.
Flufenamic acid pictures 2024-11-19 Flufenamic acid
530-78-9
US $33.00-60.00 / mg 99.71% 10g TargetMol Chemicals Inc.
Atorvastatin calcium pictures 2022-02-25 Atorvastatin calcium
530-78-9
US $16.00 / KG 1Kg/Bag 99 20tons Hong Kong Tiansheng New Material Trading Co., Ltd
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)- 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 Ristogen Saal-F Sastridex Surika Tecramine TVX 916 FLUFENAMIC ACID 2-(3-TRIFLUOROMETHYLANILINO)BENZOIC ACID 2-[(3-TRIFLUOROMETHYLPHENYL)AMINO]BENZOIC ACID 3'-TRIFLUOROMETHYLDIPHENYLAMINE-2-CARBOXYLIC ACID ci440 CN-27,554 CN-27544 Flufacid Flufenaminsaeure Fluore-200 Fluphenamic acid fluphenamicacid Fullsafe INF 1837 FlufenaMic acid, 97% 10GR 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 Lanceat Meralen N-((m-Trifluoromethyl)phenyl)-2-aminobenzoic acid N-(alpha,alpha,alpha-Trifluoro-m-tolyl)anthranilate n-(alpha,alpha,alpha-trifluoro-m-tolyl)-anthranilicaci n-(m-trifluoromethylphenyl)-2-aminobenzoicacid Nichisedan NSC-82699 N-(3-TRIFLUOROMETHYLPHENYL)-ANTHRANILIC& FLUFENAMIC ACID 97% FLUFENAMIC ACID MM(CRM STANDARD) Baseand/orunspecifiedsalts