9044. Talniflumate

Nomenclature

CAS number: 66898-62-2
2-[[3-(Trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic acid 1,3-dihydro-3-oxo-1-isobenzofuranyl ester; phthalidyl 2-(3-trifluoromethylanilino)nicotinate; phthalidyl 2-(α,α,α-trifluoro-m-toluidino)nicotinate; BA-7602-06; Somalgen (Bago).
C21H13F3N2O4; mol wt 414.33.
C 60.88%, H 3.16%, F 13.76%, N 6.76%, O 15.45%.

Description and references

Prodrug of niflumic acid, q.v. Prepn: BE 858864 (1978 to Bago), C.A. 89, 109104 (1978); S. Bago, US 4168313 (1979). Synthesis and pharmacologic study: M. Los et al., Farmaco Ed. Sci. 36, 372 (1981). HPLC determn in plasma: D.-J. Jang et al., Biomed. Chromatogr. 19, 32 (2005). Review of clinical development as a mucoregulator: D. Knight, Curr. Opin. Investig. Drugs 5, 557-562 (2004).

Chemical structure

Properties

White or pale yellow crystalline powder, mp 165-166°. uv max (chloroform): 287, 357 nm (ε 25600, 7800). LD50 orally in rats: 12000 mg/kg (Los).

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Aminoarylcarboxylic Acid Derivatives