<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4767</id>
  <title>T3D4712</title>
  <common-name>Propylthiouracil</common-name>
  <description>Propylthiouracil is only found in individuals that have used or taken this drug. It is a thiourea antithyroid agent. Propythiouracil inhibits the synthesis of thyroxine and inhibits the peripheral conversion of throxine to tri-iodothyronine. It is used in the treatment of hyperthyroidism. Propylthiouracil binds to thyroid peroxidase and thereby inhibits the conversion of iodide to iodine. Thyroid peroxidase normally converts iodide to iodine (via hydrogen peroxide as a cofactor) and also catalyzes the incorporation of the resulting iodide molecule onto both the 3 and/or 5 positions of the phenol rings of tyrosines found in thyroglobulin. Thyroglobulin is degraded to produce thyroxine (T4) and tri-iodothyronine (T3), which are the main hormones produced by the thyroid gland. Therefore propylthiouracil effectively inhibits the production of new thyroid hormones.</description>
  <cas>51-52-5</cas>
  <pubchem-id>657298</pubchem-id>
  <chemical-formula>C7H10N2OS</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>219°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>1200 mg/L (at 25°C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Well absorbed following oral administration.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Propylthiouracil binds to thyroid peroxidase and thereby inhibits the conversion of iodide to iodine. Thyroid peroxidase normally converts iodide to iodine (via hydrogen peroxide as a cofactor) and also catalyzes the incorporation of the resulting iodide molecule onto both the 3 and/or 5 positions of the phenol rings of tyrosines found in thyroglobulin. Thyroglobulin is degraded to produce thyroxine (T4) and tri-iodothyronine (T3), which are the main hormones produced by the thyroid gland. Therefore propylthiouracil effectively inhibits the production of new thyroid hormones.</mechanism-of-toxicity>
  <metabolism>Route of Elimination: Propylthiouracil is readily absorbed and is extensively metabolized. Approximately 35% of the drug is excreted in the urine, in intact and conjugated forms, within 24 hours.Half Life: 2 hours</metabolism>
  <toxicity>Oral, rat: LD&lt;sub&gt;50&lt;/sub&gt; = 1250 mg/kg.</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>2B, possibly carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>Used to manage hyperthyroidism which is due to an overactive thyroid gland (Grave's disease).</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T02:06:03Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:41:58Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Propylthiouracil</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C07569</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>8502</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00550</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCCC1=CC(=O)NC(=S)N1</moldb-smiles>
  <moldb-formula>C7H10N2OS</moldb-formula>
  <moldb-inchi>InChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)</moldb-inchi>
  <moldb-inchikey>KNAHARQHSZJURB-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">170.232</moldb-average-mass>
  <moldb-mono-mass type="decimal">170.051383642</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>0.4</logp>
  <hmdb-id>HMDB14690</hmdb-id>
  <chembl-id>CHEMBL1518</chembl-id>
  <chemspider-id>571424</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"/>
  <chemdb-id>CHEM003670</chemdb-id>
  <dsstox-id>DTXSID5021209</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>6-propyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one</iupac>
  <moldb-polar-surface-area>41.13</moldb-polar-surface-area>
  <moldb-refractivity>48.90429999999999</moldb-refractivity>
  <moldb-polarizability>17.793220385184945</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>1</moldb-acceptor-count>
  <moldb-donor-count>2</moldb-donor-count>
  <moldb-pka-strongest-acidic>8.089442965478288</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-2.9166377722651</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>1.53</moldb-alogps-logp>
  <moldb-alogps-logs>-2.56</moldb-alogps-logs>
  <moldb-alogps-solubility>4.66e-01 g/l</moldb-alogps-solubility>
</compound>
