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CHEBI:77590 - armodafinil

ChEBI IDCHEBI:77590
ChEBI Namearmodafinil
Stars
DefinitionA 2-[(diphenylmethyl)sulfinyl]acetamide that has R configuration at the sulfur atom. Like its racemate, modafinil, it is used for the treatment of sleeping disorders such as narcolepsy, obstructive sleep apnoea, and shift-work sleep disorder. Peak concentration in the blood later occurs later following administration than with modafinil, so it is thought that armodafinil may be more effective than modafinil in treating people with excessive daytime sleepiness.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC15H15NO2S
Net Charge0
Average Mass273.357
Monoisotopic Mass273.08235
SMILESNC(=O)C[S@@](=O)C(c1ccccc1)c1ccccc1
InChIInChI=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
InChIKeyYFGHCGITMMYXAQ-LJQANCHMSA-N
Wikipedia
Roles Classification
Applications:
central nervous system stimulant  Any drug that enhances the activity of the central nervous system.
eugeroic  A phsychotropic drug that improves wakefulness and alertness, and reduces tiredness, drowsiness, and the need for sleep. Eugeroics are relatively non-addictive and are used in the treatment of narcolepsy and other sleep disorders.
ChEBI Ontology
Outgoing Relation(s)
armodafinil (CHEBI:77590) has role central nervous system stimulant (CHEBI:35337)
armodafinil (CHEBI:77590) has role eugeroic (CHEBI:77567)
armodafinil (CHEBI:77590) is a 2-[(diphenylmethyl)sulfinyl]acetamide (CHEBI:77585)
armodafinil (CHEBI:77590) is enantiomer of (S)-modafinil (CHEBI:77591)
Incoming Relation(s)
modafinil (CHEBI:31859) has part armodafinil (CHEBI:77590)
(S)-modafinil (CHEBI:77591) is enantiomer of armodafinil (CHEBI:77590)
IUPAC Name 
2-[(R)-(diphenylmethyl)sulfinyl]acetamide
INNs  Source
armodafinilWHO MedNet
armodafinilumWHO MedNet
armodafiniloWHO MedNet
armodafinilWHO MedNet
Synonyms  Source
(−)-modafinilChEBI
(R)-(−)-modafinilChEBI
(R)-modafinilChEBI
CEP-10953ChemIDplus
CEP 10953ChemIDplus
(−)-(R)-modafinilChEBI
Brand Name  Source
NuvigilKEGG DRUG
Manual XrefsDatabases
ArmodafinilWikipedia
D03215KEGG DRUG
4501DrugCentral
Registry NumbersSources
Reaxys:9767970Reaxys
CAS:112111-43-0ChemIDplus
CAS:112111-43-0KEGG DRUG
Citations