Armodafinil

Armodafinil (trade name Nuvigil) is the enantiopure compound of the eugeroic modafinil (Provigil). It consists of only the (R)-(−)-enantiomer of the racemic modafinil. Armodafinil is produced by the pharmaceutical company Cephalon Inc. and was approved by the U.S. Food and Drug Administration (FDA) in June 2007. In 2016, the FDA granted Mylan rights for the first generic version of Cephalon's Nuvigil to be marketed in the U.S.

Armodafinil
Clinical data
Trade namesNuvigil, others
AHFS/Drugs.comMonograph
MedlinePlusa602016
Pregnancy
category
  • C
Dependence
liability
Low
Routes of
administration
Oral (tablets)
ATC code
Legal status
Legal status
Pharmacokinetic data
MetabolismLiver, including CYP3A4 and other pathways
Elimination half-life15 hours
ExcretionUrine (as metabolites)
Identifiers
  • (–)-2-[(R)-(diphenylmethyl)sulfinyl]acetamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.207.833
Chemical and physical data
FormulaC15H15NO2S
Molar mass273.35 g·mol−1
3D model (JSmol)
SMILES
  • C1=CC=C(C=C1)C(C2=CC=CC=C2)[S@](=O)CC(=O)N
  • InChI=1S/C15H15NO2S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H2,16,17)/t19-/m1/s1 Y
  • Key:YFGHCGITMMYXAQ-LJQANCHMSA-N Y
 NY (what is this?)  (verify)

Because armodafinil has a longer half-life than modafinil does, it may be more effective at improving wakefulness in patients with excessive daytime sleepiness.

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