<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2962</id>
  <title>T3D2920</title>
  <common-name>Flupenthixol</common-name>
  <description>Flupentixol is an antipsychotic neuroleptic drug. It is a thioxanthene, and therefore closely related to the phenothiazines. Its primary use is as a long acting injection given two or three weekly to people with schizophrenia who have a poor compliance with medication and suffer frequent relapses of illness. It is a D1 and D2 receptor antagonist. It is not approved in the United States. </description>
  <cas>2709-56-0</cas>
  <pubchem-id>25137855</pubchem-id>
  <chemical-formula>C23H27F3N2OS</chemical-formula>
  <weight>434.163970</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>0.000346 mg/ml</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Fairly slow and incomplete after oral administration</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Flupenthixol is a thioxanthene antipsychotic. The mechanism of action of Flupenthixol is not completely understood. Flupenthixol is a powerful antagonist of both D1 and D2 dopamine receptors, and an alpha-adrenergic receptor antagonist. It's antipsychotic activity is thought to be related to blocks postsynaptic dopamine receptors in the CNS.</mechanism-of-toxicity>
  <metabolism>Mainly hepaticHalf Life: 19 to 39 hours</metabolism>
  <toxicity>LD50: 300 mk/kg (Oral,Mouse) (A308)LD50: 791 mg/kg (Oral, Rat) (A308) LD50: 87 mk/kg (Intravenous, Mouse) (A308)LD50: 37 mg/kg (Intravenous, Rat) (A308)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For use in the treatment of schizophrenia and depression</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms></symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:27:52Z</created-at>
  <updated-at type="dateTime">2026-04-05T16:05:42Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Flupenthixol</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C11191</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>5121</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Flupenthixol</stitch-id>
  <drugbank-id>DB00875</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>[H]\C(CCN1CCN(CCO)CC1)=C1\C2C=C(C=CC2SC2=CC=CC=C12)C(F)(F)F</moldb-smiles>
  <moldb-formula>C23H27F3N2OS</moldb-formula>
  <moldb-inchi>InChI=1S/C23H27F3N2OS/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29/h1-2,4-8,16,20,22,29H,3,9-15H2/b18-5-</moldb-inchi>
  <moldb-inchikey>DTTVNHWDONBIKE-DVZOWYKESA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">436.54</moldb-average-mass>
  <moldb-mono-mass type="decimal">436.17961916</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>4.51</logp>
  <hmdb-id>HMDB15013</hmdb-id>
  <chembl-id>CHEMBL54661</chembl-id>
  <chemspider-id>16115</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;Smith Kline &amp;amp; French Laboratories; British Patent 925,538; May 8, 1963.&lt;br /&gt;
Craig, P.N. and Zirkle, C.L.; U.S. Patent 3,282,930; November 1, 1966; assigned to Smith Kline &amp;amp; French Laboratories.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002294</chemdb-id>
  <dsstox-id>DTXSID3058749</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00076284</susdat-id>
  <iupac>2-(4-{3-[(9E)-2-(trifluoromethyl)-9,9a-dihydro-4aH-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethan-1-ol</iupac>
</compound>
