<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2925</id>
  <title>T3D2883</title>
  <common-name>Ethotoin</common-name>
  <description>Ethotoin is a hydantoin derivative and anticonvulsant. Ethotoin exerts an antiepileptic effect without causing general central nervous system depression. The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges. Ethotoin is no longer  commonly used. </description>
  <cas>86-35-1</cas>
  <pubchem-id>3292</pubchem-id>
  <chemical-formula>C11H12N2O2</chemical-formula>
  <weight>204.089880</weight>
  <appearance>White powder.</appearance>
  <melting-point>94°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>5280 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Fairly rapidly absorbed, however, the extent of oral absorption is not known.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges. Ethotoin inhibits nerve impulses in the motor cortex by lowering sodium ion influx, limiting tetanic stimulation.</mechanism-of-toxicity>
  <metabolism>Hepatic. The drug exhibits saturable metabolism with respect to the formation of N-deethyl and p-hydroxyl-ethotoin, the major metabolites.Half Life: 3 to 9 hours</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the control of tonic-clonic (grand mal) and complex partial (psychomotor) seizures.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>May cause a potentially dangerous rash that may develop into Stevens Johnson syndrome, an extremely rare but potentially fatal skin disease.</health-effects>
  <symptoms>Symptoms of overdose include drowsiness, loss of or impaired muscle coordination, nausea, visual disturbance, and, at very high doses, coma.</symptoms>
  <treatment>Treatment should be begun by inducing emesis; gastric lavage may be considered as an alternative. General supportive measures will be necessary. A careful evaluation of blood-forming organs should be made following recovery. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:27:35Z</created-at>
  <updated-at type="dateTime">2026-04-04T15:32:38Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Ethotoin</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07839</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>4888</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Ethotoin</stitch-id>
  <drugbank-id>DB00754</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>CCN1C(=O)NC(C1=O)C1=CC=CC=C1</moldb-smiles>
  <moldb-formula>C11H12N2O2</moldb-formula>
  <moldb-inchi>InChI=1S/C11H12N2O2/c1-2-13-10(14)9(12-11(13)15)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,12,15)</moldb-inchi>
  <moldb-inchikey>SZQIFWWUIBRPBZ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">204.2252</moldb-average-mass>
  <moldb-mono-mass type="decimal">204.089877638</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.05</logp>
  <hmdb-id>HMDB14892</hmdb-id>
  <chembl-id>CHEMBL1095</chembl-id>
  <chemspider-id>3176</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;Close, W.J.; U.S. Patent 2,793,157; May 21, 1957; assigned to Abbott Laboratories.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002267</chemdb-id>
  <dsstox-id>DTXSID6023020</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00039122</susdat-id>
  <iupac>3-ethyl-5-phenylimidazolidine-2,4-dione</iupac>
</compound>
