<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:41:07 UTC</creation_date>
  <update_date>2026-08-18 18:40:00 UTC</update_date>
  <accession/>
  <common_name>Fenfluramine</common_name>
  <class>SmallMolecule</class>
  <description>Fenfluramine is an organic compound with the formula C12H16F3N and an average molecular weight of 231.26 g/mol. Fenfluramine belongs to the phenethylamines, a subclass of benzene and substituted derivatives within the organic compounds. It acts as an agonist, antagonist, or inhibitor across seven recorded protein targets. Specifically, it is a substrate of the sodium-dependent serotonin transporter (SLC6A4), 5-hydroxytryptamine receptor 2A (HTR2A), 5-hydroxytryptamine receptor 2B (HTR2B), and 5-hydroxytryptamine receptor 2C (HTR2C), as well as three other proteins.

The compound is found in or released from 17 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is used in antiepileptics and antiobesity preparations, excluding diet products. It is also associated with food, food processing, and cookware, including the preparation of vinegar, food preservation, and fermentation processes for beer. Other sources include drinking water, indoor air, and household cleaning and consumer products such as tobacco smoke filters and non-electric simulated smoking devices. Additionally, it is found in electrical and electronic equipment, including electrodes, electric switches, antennas, conductors or conductive bodies characterised by the conductive materials, and electrically stimulated smoking devices, among three other items. Recorded exposure routes for fenfluramine include oral and inhalation.</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C12H16F3N</chemical_formula>
  <average_molecular_weight>231.2573</average_molecular_weight>
  <monisotopic_moleculate_weight>231.123484132</monisotopic_moleculate_weight>
  <iupac_name>ethyl({1-[3-(trifluoromethyl)phenyl]propan-2-yl})amine</iupac_name>
  <traditional_iupac>redux</traditional_iupac>
  <cas_registry_number>458-24-2</cas_registry_number>
  <smiles>CCNC(C)CC1=CC(=CC=C1)C(F)(F)F</smiles>
  <inchi>InChI=1S/C12H16F3N/c1-3-16-9(2)7-10-5-4-6-11(8-10)12(13,14)15/h4-6,8-9,16H,3,7H2,1-2H3</inchi>
  <inchikey>DBGIVFWFUFKIQN-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class>Phenethylamines</sub_class>
    <direct_parent>Amphetamines and derivatives</direct_parent>
    <alternate_parents>
      <alternative_parent>Alkyl fluorides</alternative_parent>
      <alternative_parent>Aralkylamines</alternative_parent>
      <alternative_parent>Dialkylamines</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organofluorides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Phenylpropanes</alternative_parent>
      <alternative_parent>Trifluoromethylbenzenes</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Alkyl fluoride</substituent>
      <substituent>Alkyl halide</substituent>
      <substituent>Amine</substituent>
      <substituent>Amphetamine or derivatives</substituent>
      <substituent>Aralkylamine</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organofluoride</substituent>
      <substituent>Organohalogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Phenylpropane</substituent>
      <substituent>Secondary aliphatic amine</substituent>
      <substituent>Secondary amine</substituent>
      <substituent>Trifluoromethylbenzene</substituent>
    </substituents>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>(trifluoromethyl)benzenes</descriptor>
      <descriptor>secondary amino compound</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Fenfluramine Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143023</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>3.47</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.30</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.03</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.15e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>3.47</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>10.22</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>ethyl({1-[3-(trifluoromethyl)phenyl]propan-2-yl})amine</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>231.2573</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>231.123484132</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCNC(C)CC1=CC(=CC=C1)C(F)(F)F</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C12H16F3N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C12H16F3N/c1-3-16-9(2)7-10-5-4-6-11(8-10)12(13,14)15/h4-6,8-9,16H,3,7H2,1-2H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>DBGIVFWFUFKIQN-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>12.03</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>59.2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>22.51</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7227635fb0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00574</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>3337</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>3220</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
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</compound>
