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Key Documents

SML0039

Sigma-Aldrich

Armodafinil

≥98% (HPLC)

Synonym(s):

(R)-Modafinil; 2-[(R)-(Diphenylmethyl)sulfinyl]-acetamide, CEP 10952, CRL 40982, Nuvigil

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About This Item

Empirical Formula (Hill Notation):
C15H15NO2S
CAS Number:
Molecular Weight:
273.35
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -15 to -20° in methanol (C=1)

color

white to tan

solubility

DMSO: ≥16 mg/mL

originator

Teva

storage temp.

2-8°C

SMILES string

NC(=O)CS(=O)C(c1ccccc1)c2ccccc2

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-/m1/s1

InChI key

YFGHCGITMMYXAQ-LJQANCHMSA-N

Gene Information

human ... SLC6A3(6531)

Application

Armodafinil may be used in cell signaling studies.

Biochem/physiol Actions

Armodafinil has affinity for dopamine transporters and inhibits the uptake of dopamine in brain areas that are involved in the cognitive performances. It is beneficial for the patients of substance abuse and mental disorders.
Armodafinil is a non-amphetamine, having a half-life of 10−14 hours.
Armodafinil is the R isomer and longer-lasting isomer of racemic modafinil. It is a psychostimulant wake-promoting agent developed for the treatment of narcolepsy, shift work sleep disorder and excessive daytime sleepiness associated with obstructive sleep apnea

Features and Benefits

This compound was developed by Teva. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Marianna Harvanová et al.
Journal of pharmaceutical and biomedical analysis, 138, 267-271 (2017-02-24)
For the first time, a new, fast and sensitive chromatographic method for the separation and determination of modafinil enantiomers was developed on chiral stationary phase with macrocyclic glycopeptide teicoplanin in the polar organic mode. The effect of the mobile phase
Armodafinil and modafinil have substantially different pharmacokinetic profiles despite having the same terminal half-lives
Darwish M, et al.
Clinical Drug Investigation, 29(9), 613-623 (2009)
Adjunct armodafinil improves wakefulness and memory in obstructive sleep apnea/hypopnea syndrome
Hirshkowitz M, et al.
Respiratory Medicine, 101(3), 616-627 (2007)
Maddalena Mereu et al.
Psychopharmacology, 229(3), 415-434 (2013-08-13)
Modafinil (MOD) and its R-enantiomer (R-MOD) are approved medications for narcolepsy and other sleep disorders. They have also been used, off-label, as cognitive enhancers in populations of patients with mental disorders, including substance abusers that demonstrate impaired cognitive function. A

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