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<compound>
  <id type="integer">2747</id>
  <title>T3D2705</title>
  <common-name>Fluvoxamine</common-name>
  <description>Fluvoxamine is an exogenous solid with the formula C15H21F3N2O2 and an average molecular weight of 318.33 g/mol. Fluvoxamine belongs to the trifluoromethylbenzenes, a subclass of benzene and substituted derivatives within the organic compounds. It is utilized as an antidepressant, an anxiolytic drug, and a biological serotonin uptake inhibitor. Recorded exposure routes for the compound include oral administration. It has been identified in seven recorded sources, including antidepressants within healthcare, pharmaceuticals, and veterinary products; drinking water and water supply; household cleaning and consumer products such as other smoking requisites and non-electric simulated smoking devices; and electrical and electronic equipment, specifically magnets, relays, and electric hearing aids.

The compound interacts with eight recorded protein targets, including the sodium-dependent serotonin transporter (SLC6A4), 5-hydroxytryptamine receptor 1A (HTR1A), 5-hydroxytryptamine receptor 2A (HTR2A), muscarinic acetylcholine receptor M1 (CHRM1), cytochrome P450 2C9 (CYP2C9), sodium-dependent noradrenaline transporter (SLC6A2), and sodium-dependent dopamine transporter (SLC6A3). The antidepressant, antiobsessive-compulsive, and antibulimic actions of fluvoxamine are presumed to be linked to its inhibition of CNS neuronal uptake of serotonin. It blocks the reuptake of serotonin at the serotonin reuptake pump of the neuronal membrane, which enhances the actions of serotonin on 5HT1A autoreceptors. Furthermore, SSRIs bind with significantly less affinity to norepinephrine, acetylcholine, and histamine receptors than tricyclic antidepressant drugs.</description>
  <cas>54739-18-3</cas>
  <pubchem-id>5324346</pubchem-id>
  <chemical-formula>C15H21F3N2O2</chemical-formula>
  <weight>318.155510</weight>
  <appearance>White powder.</appearance>
  <melting-point>120-121.5°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>7.34e-03 g/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral.Well absorbed, bioavailability of fluvoxamine maleate is 53%.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The exact mechanism of action of fluvoxamine has not been fully determined, but appears to be linked to its inhibition of CNS neuronal uptake of serotonin. Fluvoxamine blocks the reuptake of serotonin at the serotonin reuptake pump of the neuronal membrane, enhancing the actions of serotonin on 5HT&lt;sub&gt;1A&lt;/sub&gt; autoreceptors. In-vitro studies suggest that fluvoxamine is more potent than clomipramine, fluoxetine, and desipramine as a serotonin-reuptake inhibitor. Studies have also demonstrated that fluvoxamine has virtually no affinity for alpha&lt;sub&gt;1&lt;/sub&gt;- or alpha&lt;sub&gt;2&lt;/sub&gt;-adrenergic, beta-adrenergic, muscarinic, dopamine D&lt;sub&gt;2&lt;/sub&gt;, histamine H&lt;sub&gt;1&lt;/sub&gt;, GABA-benzodiazepine, opiate, 5-HT&lt;sub&gt;1&lt;/sub&gt;, or 5-HT&lt;sub&gt;2&lt;/sub&gt; receptors.</mechanism-of-toxicity>
  <metabolism>HepaticRoute of Elimination: The main human metabolite was fluvoxamine acid which, together with its N-acetylated analog, accounted for about 60% of the urinary excretion products. Approximately 2% of fluvoxamine was excreted in urine unchanged. Following a 14C-labelled oral dose of fluvoxamine maleate (5 mg), an average of 94% of drug-related products was recovered in the urine within 71 hours.Half Life: 15.6 hours</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For management of depression and for Obsessive Compulsive Disorder (OCD). Has also been used in the management of bulimia nervosa.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>Side effects include anorexia, constipation, dry mouth, headache, nausea, nervousness, skin rash, sleep problems, somnolence, liver toxicity, mania, increase urination, seizures, sweating increase, tremors, or Tourette's syndrome.</symptoms>
  <treatment>Treatment should consist of those general measures employed in the management of overdosage with any antidepressant. Ensure an adequate airway, oxygenation, and ventilation. Monitor cardiac rhythm and vital signs. General supportive and symptomatic measures are also recommended. Induction of emesis is not recommended. Gastric lavage with a large-bore orogastric tube with appropriate airway protection, if needed, may be indicated if performed soon after ingestion, or in symptomatic patients. Activated charcoal should be administered. Due to the large volume of distribution of this drug, forced diuresis, dialysis, hemoperfusion and exchange transfusion are unlikely to be of benefit. No specific antidotes for fluvoxamine are known. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:26:13Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:24:29Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Fluvoxamine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07571</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>5138</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Fluvoxamine</stitch-id>
  <drugbank-id>DB00176</drugbank-id>
  <pdb-id>FVX</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>COCCCC\C(=N/OCCN)C1=CC=C(C=C1)C(F)(F)F</moldb-smiles>
  <moldb-formula>C15H21F3N2O2</moldb-formula>
  <moldb-inchi>InChI=1S/C15H21F3N2O2/c1-21-10-3-2-4-14(20-22-11-9-19)12-5-7-13(8-6-12)15(16,17)18/h5-8H,2-4,9-11,19H2,1H3/b20-14+</moldb-inchi>
  <moldb-inchikey>InChIKey=CJOFXWAVKWHTFT-XSFVSMFZSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">318.3346</moldb-average-mass>
  <moldb-mono-mass type="decimal">318.155512541</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.2</logp>
  <hmdb-id>HMDB14322</hmdb-id>
  <chembl-id>CHEMBL814</chembl-id>
  <chemspider-id>3287</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;Welle, H.B.A. and Claassen, V.; U.S. Patent 4,085,225; April 18, 1978; assigned to U.S. Phillips Corp.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002137</chemdb-id>
  <dsstox-id>DTXSID2044002</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00001955</susdat-id>
  <iupac>(E)-(2-aminoethoxy)({5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene})amine</iupac>
  <moldb-polar-surface-area>56.84</moldb-polar-surface-area>
  <moldb-refractivity>79.19710000000003</moldb-refractivity>
  <moldb-polarizability>32.43969539227251</moldb-polarizability>
  <moldb-rotatable-bond-count>10</moldb-rotatable-bond-count>
  <moldb-acceptor-count>4</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>9.163029545122631</moldb-pka-strongest-basic>
  <moldb-physiological-charge>1</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>2.89</moldb-alogps-logp>
  <moldb-alogps-logs>-4.64</moldb-alogps-logs>
  <moldb-alogps-solubility>7.34e-03 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Benzenoids</superklass>
  <klass>Benzene and substituted derivatives</klass>
  <subklass>Trifluoromethylbenzenes</subklass>
  <paper-count type="integer">3592</paper-count>
  <sync-id>CED0002849</sync-id>
  <structure-inchikey>CJOFXWAVKWHTFT-XSFVSMFZSA-N</structure-inchikey>
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</structure-pickle>
  <structure-indexed-at type="dateTime">2026-09-19T04:00:31Z</structure-indexed-at>
</compound>
