<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2762</id>
  <title>T3D2720</title>
  <common-name>Reboxetine</common-name>
  <description>Reboxetine is an antidepressant drug used in the treatment of clinical depression, panic disorder and ADD/ADHD. Its mesylate (i.e. methanesulfonate) salt is sold under tradenames including Edronax, Norebox, Prolift, Solvex, Davedax or Vestra. Reboxetine has two chiral centers, but it only exists as two enantiomers, (R,R)-(-)- and (S,S)-(+)-reboxetine.</description>
  <cas>98769-81-4</cas>
  <pubchem-id>65856</pubchem-id>
  <chemical-formula>C19H23NO3</chemical-formula>
  <weight>313.167790</weight>
  <appearance>White powder.</appearance>
  <melting-point>170-171°C (Mesylate salt)</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>8 mg/mL (Mesylate salt)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Reboxetine is rapidly and extensively absorbed following oral administration.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Reboxetine is a selective inhibitor of noradrenaline reuptake. It inhibits noradrenaline reuptake &lt;i&gt;in vitro&lt;/i&gt; to a similar extent to the tricyclic antidepressant desmethylimipramine. Reboxetine does not affect dopamine or serotonin reuptake and it has low &lt;i&gt;in vivo&lt;/i&gt; and &lt;i&gt;in vitro&lt;/i&gt; affinity for adrenergic, cholinergic, histaminergic, dopaminergic and serotonergic receptors.</mechanism-of-toxicity>
  <metabolism>Reboxetine is metabolized by dealkylation, hydroxylation and oxidation followedby glucuronide or sulphate conjugation. It is metabolized by the cytochrome P450CYP isoenzyme 3A4.Half Life: 12.5 hours</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the treatment of clinical depression.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>Reports of seizures (rare) have been reported</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:26:21Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:50Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Reboxetine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>402799</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Reboxetine</stitch-id>
  <drugbank-id>DB00234</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@](OC1=CC=CC=C1OCC)(C1=CC=CC=C1)[C@]1([H])CNCCO1</moldb-smiles>
  <moldb-formula>C19H23NO3</moldb-formula>
  <moldb-inchi>InChI=1S/C19H23NO3/c1-2-21-16-10-6-7-11-17(16)23-19(15-8-4-3-5-9-15)18-14-20-12-13-22-18/h3-11,18-20H,2,12-14H2,1H3/t18-,19-/m0/s1</moldb-inchi>
  <moldb-inchikey>InChIKey=CBQGYUDMJHNJBX-OALUTQOASA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">313.3908</moldb-average-mass>
  <moldb-mono-mass type="decimal">313.167793607</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.1</logp>
  <hmdb-id>HMDB14379</hmdb-id>
  <chembl-id>CHEMBL14370</chembl-id>
  <chemspider-id>59268</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>
