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CHEBI:77591 - (S)-modafinil

ChEBI IDCHEBI:77591
ChEBI Name(S)-modafinil
Stars
ASCII Name(S)-modafinil
DefinitionA 2-[(diphenylmethyl)sulfinyl]acetamide that has S configuration at the sulfur atom. The racemate comprising (S)-modafinil and its enantiomer, armodafinil, is known as modafinil and is used for the treatment of sleeping disorders such as narcolepsy, obstructive sleep apnoea, and shift-work sleep disorder. The enantiomers have similar pharmacological actions in animals.
Last Modified6 March 2014
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-/m0/s1
InChIKeyYFGHCGITMMYXAQ-IBGZPJMESA-N
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)
(S)-modafinil (CHEBI:77591) has role central nervous system stimulant (CHEBI:35337)
(S)-modafinil (CHEBI:77591) has role eugeroic (CHEBI:77567)
(S)-modafinil (CHEBI:77591) is a 2-[(diphenylmethyl)sulfinyl]acetamide (CHEBI:77585)
(S)-modafinil (CHEBI:77591) is enantiomer of armodafinil (CHEBI:77590)
Incoming Relation(s)
modafinil (CHEBI:31859) has part (S)-modafinil (CHEBI:77591)
armodafinil (CHEBI:77590) is enantiomer of (S)-modafinil (CHEBI:77591)
IUPAC Name 
2-[(S)-(diphenylmethyl)sulfinyl]acetamide
Synonyms  Source
(+)-modafinilChEBI
(S)-(+)-modafinilChEBI
Registry NumbersSources
Reaxys:9767971Reaxys
Citations