<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4823</id>
  <title>T3D4768</title>
  <common-name>Flutamide</common-name>
  <description>An antiandrogen with about the same potency as cyproterone in rodent and canine species.</description>
  <cas>13311-84-7</cas>
  <pubchem-id>3397</pubchem-id>
  <chemical-formula>C11H11F3N2O3</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>111.5-112.5°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>9.45 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Rapidly and completely absorbed.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Flutamide is a nonsteroidal antiandrogen that blocks the action of both endogenous and exogenous testosterone by binding to the androgen receptor. In addition Flutamide is a potent inhibitor of testosterone-stimulated prostatic DNA synthesis. Moreover, it is capable of inhibiting prostatic nuclear uptake of androgen.</mechanism-of-toxicity>
  <metabolism>Flutamide is rapidly and extensively metabolized, with flutamide comprising only 2.5% of plasma radioactivity 1 hour after administration.Route of Elimination: Flutamide and its metabolites are excreted mainly in the urine with only 4.2% of a single dose excreted in the feces over 72 hours.Half Life: The plasma half-life for the alpha-hydroxylated metabolite of flutamide (an active metabolite) is approximately 6 hours.</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the management of locally confined Stage B2-C and Stage D2 metastatic carcinoma of the prostate</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>In animal studies with flutamide alone, signs of overdose included hypoactivity, piloerection, slow respiration, ataxia, and/or lacrimation, anorexia, tranquilization, emesis, and methemoglobinemia.</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T05:15:47Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:57Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Flutamide</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C07653</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>5132</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00499</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>CC(C)C(O)=NC1=CC(=C(C=C1)N(=O)=O)C(F)(F)F</moldb-smiles>
  <moldb-formula>C11H11F3N2O3</moldb-formula>
  <moldb-inchi>InChI=1S/C11H11F3N2O3/c1-6(2)10(17)15-7-3-4-9(16(18)19)8(5-7)11(12,13)14/h3-6H,1-2H3,(H,15,17)</moldb-inchi>
  <moldb-inchikey>InChIKey=MKXKFYHWDHIYRV-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">276.2118</moldb-average-mass>
  <moldb-mono-mass type="decimal">276.072176843</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.35</logp>
  <hmdb-id>HMDB14642</hmdb-id>
  <chembl-id>CHEMBL806</chembl-id>
  <chemspider-id>3280</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;Jack Lawrence James, Louis Frank Molnar, Jr., Tania E. Toney-Parker, &amp;#8220;Processes for preparing flutamide compounds and compounds prepared by such processes.&amp;#8221; U.S. Patent US 6,228,401, issued November, 1976.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
