CHEBI:77591 - (S)-modafinil

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (S)-modafinil
ChEBI ASCII Name (S)-modafinil
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H15NO2S
Net Charge 0
Average Mass 273.35000
Monoisotopic Mass 273.08235
InChI 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-/m0/s1
SMILES NC(=O)C[S@](=O)C(c1ccccc1)c1ccccc1
Roles Classification
Application(s): central nervous system stimulant
Any drug that enhances the activity of the central nervous system.
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.
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ChEBI Ontology
Outgoing (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 modafinil (CHEBI:31859) has part (S)-modafinil (CHEBI:77591)
armodafinil (CHEBI:77590) is enantiomer of (S)-modafinil (CHEBI:77591)
Synonyms Sources
(+)-modafinil ChEBI
(S)-(+)-modafinil ChEBI
Registry Number Type Source
9767971 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22210169 PubMed citation Europe PMC
22537794 PubMed citation Europe PMC
Last Modified
06 March 2014