5590. Lubeluzole

Nomenclature

CAS number: 144665-07-6
(αS)-4-(2-Benzothiazolylmethylamino)-α-[(3,4-difluorophenoxy)methyl]-1-piperidineethanol; R-87926; Prosynap (Janssen).
C22H25F2N3O2S; mol wt 433.51.
C 60.95%, H 5.81%, F 8.76%, N 9.69%, O 7.38%, S 7.40%.

Description and references

Modulates the glutamate-activated nitric oxide synthase (NOS) pathway. Prepn: R. A. Stokbroekx, G. A. J. Grauwels, EP 501552; US 5434168 (1992, 1995 both to Janssen). Mechanism of action study: M. De Ryck et al., J. Pharmacol. Exp. Ther. 279, 748 (1996); A. S. Lesage et al., ibid. 759. Clinical pharmacokinetics: J. De Keyser et al., Clin. Ther. 19, 1340 (1997). Clinical trial in acute ischemic stroke: J. Grotta et al., Stroke 28, 2338 (1997).

Chemical structure

Properties

Crystals from 2,2′-oxybispropane, mp 65.8°. [α]D20 +4.38° (c = 1 in methanol).

Therapeutic Category

Neuroprotective.

Keywords

Neuroprotective