9524. Tolrestat

Nomenclature

CAS number: 82964-04-3
N-[[6-Methoxy-5-(trifluoromethyl)-1-naphthalenyl]thioxomethyl]-N-methylglycine; tolrestatin; AY-27773; Alredase (Am. Home); Lorestat (Recordati).
C16H14F3NO3S; mol wt 357.35.
C 53.78%, H 3.95%, F 15.95%, N 3.92%, O 13.43%, S 8.97%.

Description and references

Orally active aldose reductase inhibitor. Prepn and pharmacology: K. Sestanj et al., EP 59596 (1982 to Ayerst); eidem, J. Med. Chem. 27, 255 (1984). Prevention of cataracts in galactosemic rats: N. Simard-Duquesne et al., Proc. Soc. Exp. Biol. Med. 178, 599 (1985). Kinetics and metabolism in man: D. R. Hicks et al., Clin. Pharmacol. Ther. 36, 493 (1984). Ultraviolet and HPLC determn in serum: D. R. Hicks, M. Kraml, Ther. Drug Monit. 6, 328 (1984). Effect on erythrocyte sorbitol levels in diabetic patients: P. Raskin et al., Clin. Pharmacol. Ther. 38, 625 (1985).

Chemical structure

Properties

mp 164-165°.

Derivative

Methyl ester.
C17H16F3NO3S; mol wt 371.37.
C 54.98%, H 4.34%, F 15.35%, N 3.77%, O 12.92%, S 8.63%.

Properties

mp 109-110°.

Therapeutic Category

Treatment of diabetic neuropathy.

Keywords

Aldose Reductase Inhibitor