<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2918</id>
  <title>T3D2876</title>
  <common-name>Modafinil</common-name>
  <description>Modafinil is a stimulant drug marketed as a 'wakefulness promoting agent' and is one of the stimulants used in the treatment of narcolepsy. Narcolepsy is caused by dysfunction of a family of wakefulness-promoting and sleep-suppressing peptides, the orexins, whose neurons are activated by modafinil. The prexin neuron activation is associated with psychoactivation and euphoria. The exact mechanism of action is unclear, although in vitro studies have shown it to inhibit the reuptake of dopamine by binding to the dopamine reuptake pump, and lead to an increase in extracellular dopamine. Modafinil activates glutamatergic circuits while inhibiting GABA.</description>
  <cas>68693-11-8</cas>
  <pubchem-id>4236</pubchem-id>
  <chemical-formula>C15H15NO2S</chemical-formula>
  <weight>273.082350</weight>
  <appearance>White powder.</appearance>
  <melting-point>164-166°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>Slightly soluble</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Rapid following oral administration.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The exact mechanism of action is unclear, although &lt;i&gt;in vitro&lt;/i&gt; studies have shown it to inhibit the reuptake of dopamine by binding to the dopamine reuptake pump, and lead to an increase in extracellular dopamine. Modafinil activates glutamatergic circuits while inhibiting GABA. Modafinil is thought to have less potential for abuse than other stimulants due to the absence of any significant euphoric or pleasurable effects. It is possible that modafinil acts by a synergistic combination of mechanisms including direct inhibition of dopamine reuptake, indirect inhibition of noradrenalin reuptake in the VLPO and orexin activation. Modafinil has partial alpha 1B-adrenergic agonist effects by directly stimulating the receptors.</mechanism-of-toxicity>
  <metabolism>HepaticRoute of Elimination: The major route of elimination is metabolism (~90%), primarily by the liver, with subsequent renal elimination of the metabolites.Half Life: 23-215 hours</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>In the U.S, only for the treatment of narcolepsy, obstructive sleep apnea/hypopnea and shift work sleep disorder. In some countries, it is also approved for idiopathic hypersomnia. [Wikipedia]</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Using large amounts of these drugs can result in a condition known as amphetamine psychosis -- which can result in auditory, visual and tactile hallucinations, intense paranoia, irrational thoughts and beliefs, delusions, and mental confusion. Using large amounts of these drugs can result in a condition known as amphetamine psychosis -- which can result in auditory, visual and tactile hallucinations, intense paranoia, irrational thoughts and beliefs, delusions, and mental confusion.</health-effects>
  <symptoms>Side-effects can include sweating, dry mouth, blurred vision, insomnia, loss of appetite, and dizziness. In addition users can feel restless, anxious and moody, become excitable and have a false sense of power and security. Amphetamine overdose can also cause cardiac arrhythmias, headaches, convulsions, hypertension, rapid heart rate, coma and death. Amphetamines are psychologically and physically addictive.</symptoms>
  <treatment>No specific antidote to the toxic effects of modafinil overdose has been identified to date. Such overdoses should be managed with primarily supportive care, including cardiovascular monitoring. If there are no contraindications, induced emesis or gastric lavage should be considered. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:27:32Z</created-at>
  <updated-at type="dateTime">2026-03-26T21:43:27Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Modafinil</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>417124</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Modafinil</stitch-id>
  <drugbank-id>DB00745</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>NC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1</moldb-smiles>
  <moldb-formula>C15H15NO2S</moldb-formula>
  <moldb-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)</moldb-inchi>
  <moldb-inchikey>YFGHCGITMMYXAQ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">273.35</moldb-average-mass>
  <moldb-mono-mass type="decimal">273.082349419</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>0.6</logp>
  <hmdb-id>HMDB14883</hmdb-id>
  <chembl-id>CHEMBL1373</chembl-id>
  <chemspider-id>4088</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;&lt;a href="http://www.drugsyn.org/Modafinil.htm"&gt;DrugSyn.org&lt;/a&gt;&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002263</chemdb-id>
  <dsstox-id>DTXSID0023329</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00003986</susdat-id>
  <iupac>2-diphenylmethanesulfinylacetamide</iupac>
</compound>
