8223. Riluzole

Nomenclature

CAS number: 1744-22-5
6-(Trifluoromethoxy)-2-benzothiazolamine; 2-amino-6-(trifluoromethoxy)benzothiazole; PK-26124; RP-54274; Rilutek (Aventis).
C8H5F3N2OS; mol wt 234.20.
C 41.03%, H 2.15%, F 24.34%, N 11.96%, O 6.83%, S 13.69%.

Description and references

Modulates glutamatergic transmission. Prepn: L. M. Yagupol'skii, L. Z. Gandel'sman, Zh. Obshch. Khim. 33, 2301 (1963), C.A. 60, 692a (1964). Prepd but not claimed: J. Mizoule, EP 50551; idem, US 4370338 (1982, 1983 both to Pharmindustrie). Pharmacology: J. Mizoule et al., Neuropharmacology 24, 767 (1985); F. Wahl et al., Eur. J. Pharmacol. 230, 209 (1993). Mechanism of action studies: M.-W. Debono et al., ibid. 235, 283; D. Martin et al., ibid. 250, 473. Use in treatment of motor nerve diseases: E. Louvel, EP 558861 (1993 to Rh^one-Poulenc Rorer). Clinical study in amyotrophic lateral sclerosis: G. Bensimon et al., N. Engl. J. Med. 330, 585 (1994). Review: J. Wokke, Lancet 348, 795-799 (1996).

Chemical structure

Properties

Crystals from ethanol/water (1:1), mp 119°. LD50 in mice (mg/kg): 46 i.p.; 67 orally (Mizoule).

Therapeutic Category

Neuroprotective.

Keywords

Neuroprotective