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Armodafinil information


Armodafinil
Clinical data
Trade namesNuvigil, others
AHFS/Drugs.comMonograph
MedlinePlusa602016
Pregnancy
category
  • C
Dependence
liability
Low
Routes of
administration
Oral (tablets)
ATC code
  • N06BA13 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[1]
  • BR: Class B1 (Psychoactive drugs)[2]
  • US: Schedule IV
Pharmacokinetic data
MetabolismLiver, including CYP3A4 and other pathways
Elimination half-life15 hours
ExcretionUrine (as metabolites)
Identifiers
IUPAC name
  • (–)-2-[(R)-(diphenylmethyl)sulfinyl]acetamide
CAS Number
  • 112111-43-0 ☒N
PubChem CID
  • 9690109
ChemSpider
  • 7962943 checkY
UNII
  • V63XWA605I
KEGG
  • D03215 checkY
ChEBI
  • CHEBI:77590 ☒N
ChEMBL
  • ChEMBL1201192 ☒N
CompTox Dashboard (EPA)
  • DTXSID90920667 Edit this at Wikidata
ECHA InfoCard100.207.833 Edit this at Wikidata
Chemical and physical data
FormulaC15H15NO2S
Molar mass273.35 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • C1=CC=C(C=C1)C(C2=CC=CC=C2)[S@](=O)CC(=O)N
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-/m1/s1 checkY
  • Key:YFGHCGITMMYXAQ-LJQANCHMSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Armodafinil (trade name Nuvigil) is the enantiopure compound of the eugeroic modafinil (Provigil).[3] It consists of only the (R)-(−)-enantiomer of the racemic modafinil. Armodafinil is produced by the pharmaceutical company Cephalon Inc.[4] and was approved by the U.S. Food and Drug Administration (FDA) in June 2007.[5][6] In 2016, the FDA granted Mylan rights for the first generic version of Cephalon's Nuvigil to be marketed in the U.S.[7]

Because armodafinil has a longer half-life than modafinil does, it may be more effective at improving wakefulness in patients with excessive daytime sleepiness.[8]

  1. ^ "Prescription medicines: registration of new chemical entities in Australia, 2015". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 10 April 2023.
  2. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-03.
  3. ^ Engber TM, Koury EJ, Dennis SA, Miller MS, Contreras PC, Bhat RV (January 1998). "Differential patterns of regional c-Fos induction in the rat brain by amphetamine and the novel wakefulness-promoting agent modafinil". Neuroscience Letters. 241 (2–3): 95–98. doi:10.1016/s0304-3940(97)00962-2. PMID 9507929. S2CID 24419972.
  4. ^ "NUVIGIL (armodafinil) tablets, for oral use" (PDF). Cephalon, Inc., Teva Pharmaceutical Industries Ltd. U.S. Food and Drug Administration. Archived from the original (PDF) on 2018-01-07. Retrieved 2013-11-23.
  5. ^ "CDER Drug and Biologic Approvals for Calendar Year 2007" (PDF). Archived from the original (PDF) on February 3, 2014. Retrieved January 21, 2008.
  6. ^ "Search results from the "OB_Rx" table for query on "021875."", Orange Book, U.S. Food and Drug Administration, March 2012, retrieved April 30, 2012
  7. ^ "Mylan Launches First Generic of Nuvigil® Tablets". MediaRoom. Archived from the original on 2017-02-11. Retrieved February 9, 2017.
  8. ^ Darwish M, Kirby M, Hellriegel ET, Robertson P (2009). "Armodafinil and modafinil have substantially different pharmacokinetic profiles despite having the same terminal half-lives: analysis of data from three randomized, single-dose, pharmacokinetic studies". Clinical Drug Investigation. 29 (9): 613–623. doi:10.2165/11315280-000000000-00000. PMID 19663523. S2CID 6607186.

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Armodafinil

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Armodafinil (trade name Nuvigil) is the enantiopure compound of the eugeroic modafinil (Provigil). It consists of only the (R)-(−)-enantiomer of the racemic...

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Modafinil

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bipolar disorder who are in a remission state. Whereas modafinil and armodafinil are approved for narcolepsy, they have been repurposed as adjunctive...

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Esmodafinil

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the enantiopure isolation of the (S) enantiomer of modafinil. Unlike armodafinil, esmodafinil has never been marketed on its own. Esmodafinil is suspected...

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Dopamine reuptake inhibitor

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DRI action, which may or may not be clinically-relevant: adrafinil, armodafinil, bupropion, mazindol, modafinil, nefazodone, sertraline, and sibutramine...

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Eugeroic

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and, consequently, have a lower addictive potential. Modafinil and armodafinil are each thought to act as selective, weak, atypical dopamine reuptake...

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Cocaine

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Gabazine Pentetrazol Picrotoxin Strychnine Thujone Eugeroics Adrafinil Armodafinil CRL-40,940 CRL-40,941 Fluorenol Modafinil Oxazolines 4-Methylaminorex...

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Dopamine receptor D2

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antagonist. Aplindore Aripiprazole Armodafinil – although primarily thought to be a weak DAT inhibitor, armodafinil is also a D2 partial agonist. Modafinil...

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Attention deficit hyperactivity disorder

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Serdexmethylphenidate (+dexmethylphenidate) Non-classical CNS stimulants Armodafinil Atomoxetine Modafinil Viloxazine α2-adrenoceptor agonists Clonidine Guanfacine...

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MDMA

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Gabazine Pentetrazol Picrotoxin Strychnine Thujone Eugeroics Adrafinil Armodafinil CRL-40,940 CRL-40,941 Fluorenol Modafinil Oxazolines 4-Methylaminorex...

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Excessive daytime sleepiness

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disorder which may cure the person from the EDS. Drugs like modafinil, armodafinil, Xyrem (sodium oxybate) oral solution, have been approved as treatment...

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Methamphetamine

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Gabazine Pentetrazol Picrotoxin Strychnine Thujone Eugeroics Adrafinil Armodafinil CRL-40,940 CRL-40,941 Fluorenol Modafinil Oxazolines 4-Methylaminorex...

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Brazilian Controlled Drugs and Substances Act

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30mg/mL CBD Allobarbital Alprazolam Amineptine Amobarbital Aprobarbital Armodafinil Barbexaclone Barbital Bromazepam Bromazolam Brotizolam Butabarbital Butalbital...

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Nootropic

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found an increase in alertness and attentional performance. Eugeroics (armodafinil and modafinil) – are classified as "wakefulness-promoting agents"; modafinil...

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Solriamfetol

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than certain other wakefulness-promoting agents including modafinil, armodafinil, and pitolisant. Solriamfetol is available in the form of 75 and 150 mg...

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List of antidepressants

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MA (March 2020). "Efficacy and tolerability of adjunctive modafinil/armodafinil in bipolar depression: A meta-analysis of randomized controlled trials"...

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Ketamine

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A-412997 ABT-670 ABT-724 Adrafinil Aplindore Apomorphine Arketamine Armodafinil BP-897 Captodiame CP-226,269 Dizocilpine Esketamine Flibanserin Ketamine...

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Crack cocaine

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Gabazine Pentetrazol Picrotoxin Strychnine Thujone Eugeroics Adrafinil Armodafinil CRL-40,940 CRL-40,941 Fluorenol Modafinil Oxazolines 4-Methylaminorex...

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LSD

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A-412997 ABT-670 ABT-724 Adrafinil Aplindore Apomorphine Arketamine Armodafinil BP-897 Captodiame CP-226,269 Dizocilpine Esketamine Flibanserin Ketamine...

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Dopamine

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A-412997 ABT-670 ABT-724 Adrafinil Aplindore Apomorphine Arketamine Armodafinil BP-897 Captodiame CP-226,269 Dizocilpine Esketamine Flibanserin Ketamine...

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Chlorphenamine

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Troparil Tropoxane WF-11 WF-23 WF-31 WF-33 Others: Adrafinil Amifitadine Armodafinil Amfonelic acid Amineptine Ansofaxine BTQ BTS 74,398 Bupropion Chaenomeles...

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Adderall

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Gabazine Pentetrazol Picrotoxin Strychnine Thujone Eugeroics Adrafinil Armodafinil CRL-40,940 CRL-40,941 Fluorenol Modafinil Oxazolines 4-Methylaminorex...

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Amphetamine

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Serdexmethylphenidate (+dexmethylphenidate) Non-classical CNS stimulants Armodafinil Atomoxetine Modafinil Viloxazine α2-adrenoceptor agonists Clonidine Guanfacine...

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Promethazine

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A-412997 ABT-670 ABT-724 Adrafinil Aplindore Apomorphine Arketamine Armodafinil BP-897 Captodiame CP-226,269 Dizocilpine Esketamine Flibanserin Ketamine...

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Mechanism of action

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receptors and produces its therapeutic effect. Acamprosate Antidepressants Armodafinil Cannabidiol Cyclobenzaprine Demeclocycline Fabomotizole Lithium Meprobamate...

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