<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:47:45 UTC</creation_date>
  <update_date>2026-08-20 03:20:44 UTC</update_date>
  <accession/>
  <common_name>Triprolidine</common_name>
  <class>SmallMolecule</class>
  <description>Triprolidine is an organic compound with the chemical formula C19H22N2 and an average molecular weight of 278.39 g/mol. Triprolidine belongs to the styrenes, a subclass of benzene and substituted derivatives within the organic compounds. In terms of biological activity, it is recorded as an antagonist of the Histamine H1 receptor (HRH1).

The substance is identified in seven recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is used as an antihistamine. It is also found in household cleaning and consumer products, specifically soap dispensers, and in electrical and electronic equipment, including antennas, amplifiers, video games, electric hearing aids, and gas filled discharge tubes with solid cathode. The recorded route of exposure for this compound is oral.</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C19H22N2</chemical_formula>
  <average_molecular_weight>278.3914</average_molecular_weight>
  <monisotopic_moleculate_weight>278.178298714</monisotopic_moleculate_weight>
  <iupac_name>2-[(1E)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine</iupac_name>
  <traditional_iupac>triprolidine</traditional_iupac>
  <cas_registry_number>486-12-4</cas_registry_number>
  <smiles>CC1=CC=C(C=C1)C(=C/CN1CCCC1)\C1=CC=CC=N1</smiles>
  <inchi>InChI=1S/C19H22N2/c1-16-7-9-17(10-8-16)18(19-6-2-3-12-20-19)11-15-21-13-4-5-14-21/h2-3,6-12H,4-5,13-15H2,1H3/b18-11+</inchi>
  <inchikey>CBEQULMOCCWAQT-WOJGMQOQSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class>Styrenes</sub_class>
    <direct_parent>Styrenes</direct_parent>
    <alternate_parents>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>N-alkylpyrrolidines</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Pyridines and derivatives</alternative_parent>
      <alternative_parent>Toluenes</alternative_parent>
      <alternative_parent>Trialkylamines</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Amine</substituent>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>N-alkylpyrrolidine</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Pyridine</substituent>
      <substituent>Pyrrolidine</substituent>
      <substituent>Styrene</substituent>
      <substituent>Tertiary aliphatic amine</substituent>
      <substituent>Tertiary amine</substituent>
      <substituent>Toluene</substituent>
    </substituents>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>N-alkylpyrrolidine</descriptor>
      <descriptor>olefinic compound</descriptor>
      <descriptor>pyridines</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Triprolidine H1-Antihistamine Action</name>
      <smpdb_id>SMP0057581</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Triprolidine Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0142884</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Triprolidine H1 Antihistamine Neurological Sleep Action Pathway</name>
      <smpdb_id>SMP0145412</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Triprolidine Predicted Metabolism Pathway</name>
      <smpdb_id>SMP0174735</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Triprolidine H1 Antihistamine Smooth Muscle Relaxation Action Pathway</name>
      <smpdb_id>SMP0174890</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Triprolidine H1-Antihistamine Blood Vessel Constriction Action Pathway</name>
      <smpdb_id>SMP0174982</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Triprolidine H1-Antihistamine Immune Response Action Pathway</name>
      <smpdb_id>SMP0175074</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>4.05</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>4.14</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.72</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>5.37e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>4.05</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>8.64</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>2-[(1E)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>278.3914</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>278.178298714</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC1=CC=C(C=C1)C(=C/CN1CCCC1)\C1=CC=CC=N1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C19H22N2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C19H22N2/c1-16-7-9-17(10-8-16)18(19-6-2-3-12-20-19)11-15-21-13-4-5-14-21/h2-3,6-12H,4-5,13-15H2,1H3/b18-11+</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>CBEQULMOCCWAQT-WOJGMQOQSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>16.13</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>98.53</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>33.09</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>4</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:0x00007f7225f4cc68&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00427</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>5282443</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>4445597</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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      <target_id>BE0000442</target_id>
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  </targets>
</compound>
