22. Aceclofenac

Nomenclature

CAS number: 89796-99-6
2-[(2,6-Dichlorophenyl)amino]benzeneacetic acid carboxymethyl ester; 2-[(2,6-dichlorophenyl)amino]phenylacetoxyacetic acid; glycolic acid [o-(2,6-dichloroanilino)phenyl]acetate ester; PR-82/3; Airtal (Prodes); Falcol (Bayer); Gerbin (Sanofi Winthrop); Preservex (BMS).
C16H13Cl2NO4; mol wt 354.18.
C 54.26%, H 3.70%, Cl 20.02%, N 3.95%, O 18.07%.

Description and references

Prepn: A. V. Casas, ES 8404783; idem, US 4548952 (1984, 1985 both to Prodes). Gastrointestinal tolerance in rats in comparison with diclofenac, q.v.: V. Rimbau et al., Farmaco Ed. Prat. 43, 19 (1988). Clinical trial in comparison with acetaminophen, q.v., in episiotomal pain: A. Yscla, Drugs Exp. Clin. Res. 14, 491 (1988) PubMed. Clinical evaluation in rheumatoid arthritis: R. Ballesteros et al., Clin. Trials J. 27, 12 (1990).

Chemical structure

Properties

White crystals from cyclohexane, mp 149-150°. uv max (ethanol): 275 nm (log ε 4.14).

Therapeutic Category

Anti-inflammatory; analgesic.

Keywords

Analgesic; Non-opioids; Acetic/Propionic Acid Derivatives; Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives