(S)-modafinil (CHEBI:77591)

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ChEBI Name	(S)-modafinil

ChEBI ID	CHEBI:77591

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

Download	Molfile XML SDF

Formula

C15H15NO2S

Net Charge

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

InChIKey

YFGHCGITMMYXAQ-IBGZPJMESA-N

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. 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	(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)

IUPAC Name

2-[(S)-(diphenylmethyl)sulfinyl]acetamide

Registry Number	Type	Source
9767971	Reaxys Registry Number	Reaxys

Last Modified

06 March 2014