<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2826</id>
  <title>T3D2784</title>
  <common-name>Secobarbital</common-name>
  <description>Secobarbital is only found in individuals that have used or taken this drug. It is a barbiturate derivative drug. It possesses anaesthetic, anticonvulsant, sedative and hypnotic properties. In the United Kingdom, it was known as Quinalbarbitone. Secobarbital binds at a distinct binding site associated with a Cl&lt;sup&gt;-&lt;/sup&gt; ionopore at the GABA&lt;sub&gt;A&lt;/sub&gt; receptor, increasing the duration of time for which the Cl&lt;sup&gt;-&lt;/sup&gt; ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged.</description>
  <cas>76-73-3</cas>
  <pubchem-id>5193</pubchem-id>
  <chemical-formula>C12H18N2O3</chemical-formula>
  <weight>238.131740</weight>
  <appearance>White powder.</appearance>
  <melting-point>100°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>550 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral (L1388); Parenteral (L1388); Rectal (L1388).</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Secobarbital binds at a distinct binding site associated with a Cl&lt;sup&gt;-&lt;/sup&gt; ionopore at the GABA&lt;sub&gt;A&lt;/sub&gt; receptor, increasing the duration of time for which the Cl&lt;sup&gt;-&lt;/sup&gt; ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged.</mechanism-of-toxicity>
  <metabolism>Route of Elimination: Barbiturates are metabolized primarily by the hepatic microsomal enzyme system, and the metabolic products are excreted in the urine and, less commonly, in the feces.</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the Short-term treatment of intractable insomnia for patients habituated to barbiturates</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Secobarbital causes slurred speech, disorientation and "drunken" behavior. It is physically and psychologically addictive. </health-effects>
  <symptoms>Symptoms of an overdose typically include sluggishness, incoordination, difficulty in thinking, slowness of speech, faulty judgment, drowsiness or coma, shallow breathing, staggering, and in severe cases coma and death.</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:26:51Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:51Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Secobarbital</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>9073</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Secobarbital</stitch-id>
  <drugbank-id>DB00418</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>CCCC(C)C1(CC=C)C(O)=NC(=O)N=C1O</moldb-smiles>
  <moldb-formula>C12H18N2O3</moldb-formula>
  <moldb-inchi>InChI=1/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)</moldb-inchi>
  <moldb-inchikey>InChIKey=KQPKPCNLIDLUMF-UHFFFAOYNA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">238.2829</moldb-average-mass>
  <moldb-mono-mass type="decimal">238.131742452</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.97</logp>
  <hmdb-id>HMDB14562</hmdb-id>
  <chembl-id>CHEMBL447</chembl-id>
  <chemspider-id>5005</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>
