27. Acemetacin

Nomenclature

CAS number: 53164-05-9
1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid carboxymethyl ester; [[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetoxy]acetic acid; TV-1322; Acemix (Bioprogress); Emflex (Merck KGaA); Rantudil (Bayer); Solart (Bioindustria).
C21H18ClNO6; mol wt 415.82.
C 60.66%, H 4.36%, Cl 8.53%, N 3.37%, O 23.09%.

Description and references

Deriv of indomethacin, q.v. Prepn: K. H. Boltze et al., DE 2234651; eidem, US 3910952 (1972, 1975 both to Troponwerke). Series of articles on chemistry, analysis, pharmacodynamics, toxicology and clinical trials: Arzneim.-Forsch. 30, 1313-1468 (1980). Toxicity data: H. Jacobi, H.-D. Dell, ibid. 1398.

Chemical structure

Properties

Very fine pale yellow crystals from petr ether, mp 150-153°. LD50 in male, female mice, male, female rats (mg/kg): 55.5, 18.42, 24.2, 30.1 orally; 34.1, 51.1, 38.1, 28.3 i.v. (Jacobi, Dell).

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives