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
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)
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.
N-Bromosuccinimide Price
- Product number
- F9005
- Product name
- Flufenamic acid
- Purity
- analytical standard, for drug analysis
- Packaging
- 10g
- Price
- $28.5
- Updated
- 2024/03/01
- Product number
- F9005
- Product name
- Flufenamic acid
- Purity
- analytical standard, for drug analysis
- Packaging
- 50g
- Price
- $96
- Updated
- 2024/03/01
- Product number
- T2354
- Product name
- N-(3-Trifluoromethylphenyl)anthranilic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $49
- Updated
- 2024/03/01
- Product number
- T2354
- Product name
- N-(3-Trifluoromethylphenyl)anthranilic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 500g
- Price
- $387
- Updated
- 2024/03/01
- Product number
- B23583
- Product name
- Flufenamic acid, 97%
- Packaging
- 10g
- Price
- $22.79
- Updated
- 2023/01/06
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
Preparation Products
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View Lastest Price from Flufenamic acid manufacturers
- 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
- Product
- Flufenamic acid 530-78-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- Flufenamic acid 530-78-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08