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Flufenamic acid

Flufenamic acid structure

CAS No:
530-78-9
Formula:
C14H10F3NO2
Chemical Name:
Flufenamic acid
Synonyms:
Benzoic acid,2-[[3-(trifluoromethyl)phenyl]amino]-;Anthranilic acid,N-(α,α,α-trifluoro-m-tolyl)-;2-[[3-(Trifluoromethyl)phenyl]amino]benzoic acid;INF 1837;Arlef;Flufenamic acid;Fluphenamic acid;N-(m-Trifluoromethylphenyl)-2-aminobenzoic acid;N-(α,α,α-Trifluoro-m-tolyl)anthranilic acid;N-[3-(Trifluoromethyl)phenyl]anthranilic acid;3′-Trifluoromethyldiphenylamine-2-carboxylic acid;Achless;Fullsafe;Paraflu;Parlef;Surika;Tecramine;ANT-1;Parlif;Plostene;3′-Trifluoromethyl-N-phenylanthranilic acid;Pinox;Movilizin;2-[3-(Trifluoromethyl)anilino]benzoic acid;Ristogen;NSC 82699;Ansatin;Meralen;CI 440;CN 27544;Sastridex;NSC 219007
Categories:
Active Pharmaceutical Ingredients > Antipyretic Analgesics

Description

Flufenamic acid is a non-steroidal anti-inflammatory agent, inhibits cyclooxygenase (COX), activates AMPK, and also modulates ion channels, blocking chloride channels and L-type Ca2+ channels, modulating non-selective cation channels (NSC), activating K+ channels.

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.|An anthranilic acid derivative with analgesic, anti-inflammatory, and antipyretic properties. It is used in musculoskeletal and joint disorders and administered by mouth and topically. (From Martindale, The Extra Pharmacopoeia, 30th ed, p16)

Flufenamic acid Basic Attributes

Molecular Weight：

281.23

Exact Mass：

281.23

BRN：

1996069

EC Number：

208-494-1

UNII：

60GCX7Y6BH

NSC Number：

757823|219007|82699

DSSTox ID：

DTXSID7023063

ATC Code：

M - Musculo-skeletal system

HScode：

2922499990

Characteristics

PSA：

49.3

XLogP3：

5.2

Appearance：

Off-white to gray-green Crystalline Powder or Chunks

Density：

1.4±0.1 g/cm3

Melting Point：

133.5 °C

Boiling Point：

373.9°C at 760 mmHg

Flash Point：

179.9±27.9 °C

Refractive Index：

1.585

Water Solubility：

H2O: 0.0265 g/L (37 ºC)

Storage Conditions：

Refrigerator

Toxicity：

LD50 in mice: 715 mg/kg orally (Zoni)

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

UN 2811 6.1/PG 3

wgk germany：

hazard class code：

22-36/38

safety instructions：

RTECS Number：

CB4375000

Marks：

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P301 + P310-P305 + P351 + P338

Hazard Statements：

H301-H315-H319

GHS Classification：

|Danger|H301 (94.74%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 58 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)

MeSH Entry Terms：

Acid, Flufenamic

Flufenamic acid Use and Manufacturing

Methods of Manufacturing

It is obtained by condensation between m-aminotrifluorotoluene and o-chlorobenzoic acid.

Uses

Anti-inflammatory; analgesic

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:281.23
XLogP3:5.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:281.06636305
Monoisotopic Mass:281.06636305
Topological Polar Surface Area:49.3
Heavy Atom Count:20
Complexity:346
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It is a non-steroidal anti-inflammatory analgesic drug with anti-inflammatory, analgesic and antipyretic effects.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Flufenamic acid tablets
Ingredients	Flufenamic acid.
Indication	Not yet clear.
Specifications	0.2g

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Flufenamic Acid (530-78-9)

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