4132. Flufenamic Acid

Nomenclature

CAS number: 530-78-9
2-[[3-(Trifluoromethyl)phenyl]amino]benzoic acid; N-(α,α,α-trifluoro-m-tolyl)anthranilic acid; 3′-trifluoromethyldiphenylamine-2-carboxylic acid; CI-440; INF-1837; Achless (Tatsumi); Ansatin (Ono); Arlef (Parke-Davis); Fullsafe (Ohta); Meralen (HMR); Paraflu (Dainippon); Parlef (Parke-Davis); Ristogen (Kowa Yakuhin); Sastridex (Lindopharm); Surika (Thiemann); Tecramine.
C14H10F3NO2; mol wt 281.23.
C 59.79%, H 3.58%, F 20.27%, N 4.98%, O 11.38%.

Description and references

Prepn from m-aminobenzotrifluoride and o-iodobenzoic acid: Wilkinson, Finar, J. Chem. Soc. 1948, 32. Pharmacology: Winder et al., Arthritis Rheum. 6, 36 (1963); 12, 472 (1969). Antiviral activity: Inglot, J. Gen. Virol. 4, 203 (1969). Toxicity data: Zoni et al., Farmaco Ed. Sci. 26, 191 (1971). Comprehensive description: E. Abignente, P. deCaprariis, Anal. Profiles Drug Subs. 11, 313-346 (1982).

Chemical structure

Properties

Pale yellow needles from 50% alc, mp 125°. LD50 in mice: 715 mg/kg orally (Zoni).

Derivative

Aluminum salt.

Nomenclature

CAS number: 61891-34-7
Aluminum flufenamate; Alfenamin; Opyrin (Taisho).
C42H27AlF9N3O6; mol wt 867.65.
C 58.14%, H 3.14%, Al 3.11%, F 19.71%, N 4.84%, O 11.06%.

Derivative

Butyl ester.

Nomenclature

CAS number: 67330-25-0
Fenazol (Hokuriku Seiyaku); Combec (Tokyo Tanabe).
C18H18F3NO2; mol wt 337.34.
C 64.09%, H 5.38%, F 16.90%, N 4.15%, O 9.49%.

Therapeutic Category

Anti-inflammatory; analgesic.

Keywords

Analgesic; Non-opioids; Anthranilic Acid Derivatives; Anti-inflammatory (Nonsteroidal); Aminoarylcarboxylic Acid Derivatives