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CHEBI:77591 - (S)-modafinil

Default Structure
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:
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.
central nervous system stimulant  Any drug that enhances the activity of the central nervous system.
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
(S)-(+)-modafinilChEBI
(+)-modafinilChEBI
Registry NumbersSources
Reaxys:9767971Reaxys
Citations