Esmodafinil information

Esmodafinil
	; (S)-(+)-modafinil
Names
	IUPAC name 2-[(S)-benzhydrylsulfinyl]acetamide
Identifiers
CAS Number	112111-47-4;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:77591;
ChEMBL	ChEMBL1672355;
ChemSpider	9348458;
ECHA InfoCard	100.234.492
EC Number	807-091-3;
PubChem CID	11173366;
UNII	152JRG3T0U;
CompTox Dashboard (EPA)	DTXSID70457709 ;
	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 Key: YFGHCGITMMYXAQ-IBGZPJMESA-N;
	SMILES C1=CC=C(C=C1)C(C2=CC=CC=C2)[S@@](=O)CC(=O)N;
Properties
Chemical formula	C15H15NO2S
Molar mass	273.35 g·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302
Precautionary statements	P264, P270, P301+P317, P330, P501
Related compounds
Related compounds	Modafinil, Armodafinil
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Esmodafinil (also known as (S)-modafinil or (+)-Modafinil) is the enantiopure isolation of the (S) enantiomer of modafinil. Unlike armodafinil, esmodafinil has never been marketed on its own.^[2]

Esmodafinil is suspected to be less clinically useful for treating conditions that modafinil and armodafinil are marketed for, such as narcolepsy, sleep-shift work disorder, and obstructive sleep apnea.^[3]

^ "(S)-Modafinil". pubchem.ncbi.nlm.nih.gov.
^ "NCATS Inxight Drugs — MODAFINIL, (S)-". drugs.ncats.io. Retrieved 2023-06-28.
^ Tembe DV, Dhavale A, Desai H, Mane DN, Raut SK, Dhingra G, Sardesai U, Saoji S, Rohra M, Shinde VG, Padsalge M, Paliwal A, Abbasi K, Devnani P, Papinwar S (2011-06-01). "Armodafinil versus Modafinil in Patients of Excessive Sleepiness Associated with Shift Work Sleep Disorder: A Randomized Double Blind Multicentric Clinical Trial". Neurology Research International. 2011: e514351. doi:10.1155/2011/514351. ISSN 2090-1852. PMC 3135062. PMID 21766023.

[1] "(S)-Modafinil". pubchem.ncbi.nlm.nih.gov.

[2] "NCATS Inxight Drugs — MODAFINIL, (S)-". drugs.ncats.io. Retrieved 2023-06-28.

[3] Tembe DV, Dhavale A, Desai H, Mane DN, Raut SK, Dhingra G, Sardesai U, Saoji S, Rohra M, Shinde VG, Padsalge M, Paliwal A, Abbasi K, Devnani P, Papinwar S (2011-06-01). "Armodafinil versus Modafinil in Patients of Excessive Sleepiness Associated with Shift Work Sleep Disorder: A Randomized Double Blind Multicentric Clinical Trial". Neurology Research International. 2011: e514351. doi:10.1155/2011/514351. ISSN 2090-1852. PMC 3135062. PMID 21766023.

Names
(S)-(+)-modafinil
IUPAC name 2-[(S)-benzhydrylsulfinyl]acetamide
Identifiers
CAS Number	112111-47-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:77591
ChEMBL	ChEMBL1672355
ChemSpider	9348458
ECHA InfoCard	100.234.492
EC Number	807-091-3
PubChem CID	11173366
UNII	152JRG3T0U
CompTox Dashboard (EPA)	DTXSID70457709
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 Key: YFGHCGITMMYXAQ-IBGZPJMESA-N
SMILES C1=CC=C(C=C1)C(C2=CC=CC=C2)[S@@](=O)CC(=O)N
Properties
Chemical formula	C₁₅H₁₅NO₂S
Molar mass	273.35 g·mol⁻¹
Hazards
GHS labelling:^[1]
Pictograms
Signal word	Warning
Hazard statements	H302
Precautionary statements	P264, P270, P301+P317, P330, P501
Related compounds
Related compounds	Modafinil, Armodafinil
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references