6228. Modafinil

Nomenclature

CAS number: 68693-11-8
2-[(Diphenylmethyl)sulfinyl]acetamide; 2-(benzhydrylsulfinyl)acetamide; CRL-40476; Attenace (Cephalon); Provigil (Cephalon).
C15H15NO2S; mol wt 273.35.
C 65.91%, H 5.53%, N 5.12%, O 11.71%, S 11.73%.

Description and references

α1-Adrenergic agonist. Prepn: L. Lafon, DE 2809625; eidem, US 4177290 (1978, 1979 both to Lab. Lafon). Effects on vigilance: F. Goldenberg, J. S. Weil, Sleep (Stuttgart) 8, 343 (1988); on normal sleep: B. Saletu et al., Int. J. Clin. Pharmacol. Res. 9, 183 (1989). Clinical evaluation in hypersomnia and narcolepsy: H. Bastuji, M. Jouvet, Prog. Neuro-Psychopharmacol. Biol. Psychiatry 12, 695 (1988); in adult attention-deficit/hyperactivity disorder: D. C. Turner et al., Biol. Psychiatry 55, 1031 (2004).

Chemical structure

Properties

Crystals from methanol, mp 164-166°. Sparingly to slightly sol in methanol, acetone. Practically insol in water, cyclohexane.

Note

This is a controlled substance (stimulant): 21 CFR, 1308.14.

Therapeutic Category

CNS Stimulant.

Keywords

α-Adrenergic Agonist; CNS Stimulant