<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-25 18:28:25 UTC</creation_date>
  <update_date>2026-08-19 16:33:02 UTC</update_date>
  <accession/>
  <common_name>Pheniramine</common_name>
  <class>SmallMolecule</class>
  <description>Pheniramine is an organic compound with the formula C16H20N2 and an average molecular weight of 240.34 g/mol. Pheniramine belongs to the pheniramines, a subclass of pyridines and derivatives within the organic compounds. This substance is categorized as an organoheterocyclic compound.

The compound is found in or released from seven recorded sources. These include healthcare, pharmaceuticals, and veterinary products, specifically antihistamines and antipruritics. It is also associated with household cleaning and consumer products, such as cigar cigarettes and other smoking requisites, as well as electrical and electronic equipment, including relays and electrically stimulated smoking devices. Additionally, it is found in building and construction materials, specifically fencing. Recorded exposure routes for pheniramine include oral, ophthalmic, and nasal pathways.

At the molecular level, pheniramine interacts with three recorded protein targets. It acts as an agonist or inverse agonist of the histamine H1 receptor (HRH1) and the histamine H4 receptor (HRH4), as well as the nuclear receptor subfamily 1 group I member 3 (NR1I3).</description>
  <categories/>
  <types>
    <type>Human Neurotoxin</type>
  </types>
  <synonyms/>
  <chemical_formula>C16H20N2</chemical_formula>
  <average_molecular_weight>240.3434</average_molecular_weight>
  <monisotopic_moleculate_weight>240.16264865</monisotopic_moleculate_weight>
  <iupac_name>dimethyl[3-phenyl-3-(pyridin-2-yl)propyl]amine</iupac_name>
  <traditional_iupac>pheniramine</traditional_iupac>
  <cas_registry_number>86-21-5</cas_registry_number>
  <smiles>CN(C)CCC(C1=CC=CC=C1)C1=CC=CC=N1</smiles>
  <inchi>InChI=1S/C16H20N2/c1-18(2)13-11-15(14-8-4-3-5-9-14)16-10-6-7-12-17-16/h3-10,12,15H,11,13H2,1-2H3</inchi>
  <inchikey>IJHNSHDBIRRJRN-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Pyridines and derivatives</class>
    <sub_class>Pheniramines</sub_class>
    <direct_parent>Pheniramines</direct_parent>
    <alternate_parents>
      <alternative_parent>Aralkylamines</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzene and substituted derivatives</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Trialkylamines</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Amine</substituent>
      <substituent>Aralkylamine</substituent>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Pheniramine</substituent>
      <substituent>Tertiary aliphatic amine</substituent>
      <substituent>Tertiary amine</substituent>
    </substituents>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Pheniramine H1-Antihistamine Action</name>
      <smpdb_id>SMP0056662</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pheniramine Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143816</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pheniramine H1 Antihistamine Neurological Sleep Action Pathway</name>
      <smpdb_id>SMP0145419</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pheniramine Predicted Metabolism Pathway</name>
      <smpdb_id>SMP0174551</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pheniramine H1 Antihistamine Smooth Muscle Relaxation Action Pathway</name>
      <smpdb_id>SMP0174907</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pheniramine H1-Antihistamine Blood Vessel Constriction Action Pathway</name>
      <smpdb_id>SMP0174999</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Pheniramine H1-Antihistamine Immune Response Action Pathway</name>
      <smpdb_id>SMP0175091</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>2.98</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>2.85</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.80</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.77e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>2.98</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>9.48</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>dimethyl[3-phenyl-3-(pyridin-2-yl)propyl]amine</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>240.3434</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>240.16264865</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CN(C)CCC(C1=CC=CC=C1)C1=CC=CC=N1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C16H20N2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C16H20N2/c1-18(2)13-11-15(14-8-4-3-5-9-14)16-10-6-7-12-17-16/h3-10,12,15H,11,13H2,1-2H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>IJHNSHDBIRRJRN-UHFFFAOYSA-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>76.05</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>28.41</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:0x00007f3baf1d8de0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB01620</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>4761</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>4597</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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  </targets>
</compound>
