<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2881</id>
  <title>T3D2839</title>
  <common-name>Paramethadione</common-name>
  <description>Paramethadione is only found in individuals that have used or taken this drug. It is an anticonvulsant in the oxazolidinedione class. It is associated with fetal trimethadione syndrome, which is also known as paramethadione syndrome.Dione anticonvulsants such as paramethadione reduce T-type calcium currents in thalamic neurons (including thalamic relay neurons). This inhibits corticothalamic transmission and raises the threshold for repetitive activity in the thalamus. This results in a dampening of the abnormal thalamocortical rhythmicity proposed to underlie the 3-Hz spike-and-wave discharge seen on electroencephalogram (EEG) during absence seizures.</description>
  <cas>115-67-3</cas>
  <pubchem-id>8280</pubchem-id>
  <chemical-formula>C7H11NO3</chemical-formula>
  <weight>157.073890</weight>
  <appearance></appearance>
  <melting-point></melting-point>
  <boiling-point>101.5°C</boiling-point>
  <density nil="true"/>
  <solubility>8.4 mg/mL</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Rapid via the digestive tract.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Dione anticonvulsants such as paramethadione reduce T-type calcium currents in thalamic neurons (including thalamic relay neurons). This inhibits corticothalamic transmission and raises the threshold for repetitive activity in the thalamus. This results in a dampening of the abnormal thalamocortical rhythmicity proposed to underlie the 3-Hz spike-and-wave discharge seen on electroencephalogram (EEG) during absence seizures.</mechanism-of-toxicity>
  <metabolism>Primarily hepatic (mainly via cytochrome P450 isozyme 2C9), paramethadione is completely demethylated to 5-ethyl-5-methyl-2,4-oxazolidinedione, the active metabolite.
Half Life: 12 to 24 hours (however the half-life for the active metabolite is not known)</metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Used for the control of absence (petit mal) seizures that are refractory to treatment with other medications.</use-source>
  <min-risk-level></min-risk-level>
  <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 clumsiness or unsteadiness, coma, severe dizziness, severe drowsiness, severe nausea, and problems with vision. May cause a potentially dangerous rash that may develop into Stevens Johnson syndrome, an extremely rare but potentially fatal skin disease.</symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2009-07-21T20:27:16Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:52Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Paramethadione</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07411</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>250989</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id>Paramethadione</stitch-id>
  <drugbank-id>DB00617</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCC1(C)OC(=O)N(C)C1=O</moldb-smiles>
  <moldb-formula>C7H11NO3</moldb-formula>
  <moldb-inchi>InChI=1/C7H11NO3/c1-4-7(2)5(9)8(3)6(10)11-7/h4H2,1-3H3</moldb-inchi>
  <moldb-inchikey>InChIKey=VQASKUSHBVDKGU-UHFFFAOYNA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">157.1671</moldb-average-mass>
  <moldb-mono-mass type="decimal">157.073893223</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp>0.3</logp>
  <hmdb-id>HMDB14755</hmdb-id>
  <chembl-id>CHEMBL1100</chembl-id>
  <chemspider-id>7979</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></synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
