<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-06-03 11:26:29 UTC</creation_date>
  <update_date>2026-08-20 03:52:06 UTC</update_date>
  <accession/>
  <common_name>Profenamine</common_name>
  <class>SmallMolecule</class>
  <description>Profenamine is an organic compound with the chemical formula C19H24N2S and an average molecular weight of 312.47 g/mol. Profenamine belongs to the phenothiazines, a subclass of benzothiazines within the organic compounds.

This compound is associated with 14 recorded sources. Within the category of healthcare, pharmaceuticals, and veterinary products, it is used as an anticholinergic agent. It is also found in food preservation for food, food processing, and cookware. Other sources include non-electric simulated smoking devices used in household cleaning and consumer products, as well as electrical and electronic equipment, including antennas, auxiliary devices, electric switches, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. The recorded route of exposure for this compound is oral.

At the molecular level, profenamine interacts with four recorded protein targets. It acts as an antagonist or modulator of the histamine H1 receptor (HRH1), the muscarinic acetylcholine receptor M1 (CHRM1), the muscarinic acetylcholine receptor M2 (CHRM2), and the glutamate receptor ionotropic, NMDA 3A (GRIN3A).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C19H24N2S</chemical_formula>
  <average_molecular_weight>312.472</average_molecular_weight>
  <monisotopic_moleculate_weight>312.166019468</monisotopic_moleculate_weight>
  <iupac_name>diethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine</iupac_name>
  <traditional_iupac>ethopropazine</traditional_iupac>
  <cas_registry_number>522-00-9</cas_registry_number>
  <smiles>CCN(CC)C(C)CN1C2=CC=CC=C2SC2=CC=CC=C12</smiles>
  <inchi>InChI=1S/C19H24N2S/c1-4-20(5-2)15(3)14-21-16-10-6-8-12-18(16)22-19-13-9-7-11-17(19)21/h6-13,15H,4-5,14H2,1-3H3</inchi>
  <inchikey>CDOZDBSBBXSXLB-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Benzothiazines</class>
    <sub_class>Phenothiazines</sub_class>
    <direct_parent>Phenothiazines</direct_parent>
    <alternate_parents>
      <alternative_parent>1,4-thiazines</alternative_parent>
      <alternative_parent>Alkyldiarylamines</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzenoids</alternative_parent>
      <alternative_parent>Diarylthioethers</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Trialkylamines</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Alkyldiarylamine</substituent>
      <substituent>Amine</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Aryl thioether</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Diarylthioether</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Para-thiazine</substituent>
      <substituent>Phenothiazine</substituent>
      <substituent>Tertiary aliphatic amine</substituent>
      <substituent>Tertiary aliphatic/aromatic amine</substituent>
      <substituent>Tertiary amine</substituent>
      <substituent>Thioether</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>phenothiazines</descriptor>
      <descriptor>tertiary amino compound</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Profenamine Action Pathway</name>
      <smpdb_id>SMP0126229</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Ethopropazine Drug Metabolism Pathway</name>
      <smpdb_id>SMP0145318</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>5</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>5.75</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.78</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>5.24e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>9.6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>diethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>312.472</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>312.166019468</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCN(CC)C(C)CN1C2=CC=CC=C2SC2=CC=CC=C12</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C19H24N2S</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C19H24N2S/c1-4-20(5-2)15(3)14-21-16-10-6-8-12-18(16)22-19-13-9-7-11-17(19)21/h6-13,15H,4-5,14H2,1-3H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>CDOZDBSBBXSXLB-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>6.48</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>98</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>36.34</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>0</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:0x00007f72443e0d38&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00392</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>3290</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>3174</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>
