Description and references

Non-steroidal anti-inflammatory pro-drug; the active metabolite is the trans-cyclohydroxypentane. Prepn of racemate: A. Terada et al., DE 2814556; eidem, US 4161538 (1978, 1979 both to Sankyo); of enantiomers: A. Terada, E. Misaka, EP 55588; eidem, US 4400534 (1982, 1983 both to Sankyo). Use as topical anti-inflammatory: A. Terada et al., BE 889149 (1981 to Sankyo), C.A. 96, 199326w (1982). Metabolism: Y. Tanaka et al., Chem. Pharm. Bull. 31, 3656 (1983); eidem, ibid. 32, 1040 (1984). Structure of metabolites: S. Naruto et al., ibid. 258. Optical inversion of (2R)- to (2S)-isomer after oral administration to rats: H. Nagashima et al., ibid. 251. Inhibition of in vivo and in vitro prostaglandin synthesis: K. Matsuda et al., Biochem. Pharmacol. 33, 2473 (1984).

Properties

Derivative