<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 02:56:18 UTC</creation_date>
  <update_date>2026-05-14 19:42:00 UTC</update_date>
  <accession/>
  <common_name>4-(Isopropylamino) Diphenylamine</common_name>
  <class>SmallMolecule</class>
  <description>4-(Isopropylamino) Diphenylamine is an organic compound with the formula C15H18N2 and an average molecular weight of 226.32 g/mol. 4-(Isopropylamino) Diphenylamine belongs to the amines, a subclass of organonitrogen compounds within the organic compounds. Industrially, the compound is utilized as an antioxidant.

The substance has been identified in 37 recorded sources across multiple sectors. Within electrical and electronic equipment, it is found in antennas, coils, communication cables or conductors, discharge lamps, and conductors or conductive bodies characterised by the conductive materials, among eight other items. It is present in drinking water and water supply sources, including tap water, bottled water, desalinated water, and drinking water. It is also detected in aquatic systems and sediments, specifically in groundwater, seawater, freshwater, and surface water. Regarding wastewater, sanitation, and biosolids, the compound appears in mine wastewater, industrial wastewater, wastewater treatment effluent, and unspecified wastewater. 

Additional occurrences are recorded in food, food processing, and cookware, specifically in food preservation and the preparation of vinegar, wine, or sparkling wine, as well as the processing of meats. It is also found in appliances, HVAC, and refrigerants, such as water heaters and water coolers, and four other sectors. Recorded routes of exposure for 4-(Isopropylamino) Diphenylamine include inhalation, oral, and touch.</description>
  <categories/>
  <types>
    <type>PMT</type>
  </types>
  <synonyms>
    <synonym>N-Isopropyl-N'-phenyl-p-phenylenediamine</synonym>
    <synonym>N-isopropyl-N'-phenyl-p-phenylenediamine</synonym>
    <synonym>N1-phenyl-N4-(propan-2-yl)benzene-1,4-diamine</synonym>
    <synonym>p-Phenylenediamine, N-(1-methylethyl)-N'-phenyl-</synonym>
  </synonyms>
  <chemical_formula>C15H18N2</chemical_formula>
  <average_molecular_weight>226.323</average_molecular_weight>
  <monisotopic_moleculate_weight>226.146998588</monisotopic_moleculate_weight>
  <iupac_name>N1-phenyl-N4-(propan-2-yl)benzene-1,4-diamine</iupac_name>
  <traditional_iupac>IPPD</traditional_iupac>
  <cas_registry_number>101-72-4</cas_registry_number>
  <smiles>CC(C)NC1=CC=C(NC2=CC=CC=C2)C=C1</smiles>
  <inchi>InChI=1S/C15H18N2/c1-12(2)16-14-8-10-15(11-9-14)17-13-6-4-3-5-7-13/h3-12,16-17H,1-2H3</inchi>
  <inchikey>OUBMGJOQLXMSNT-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic nitrogen compounds</super_class>
    <class>Organonitrogen compounds</class>
    <sub_class>Amines</sub_class>
    <direct_parent>Phenylisopropylamines</direct_parent>
    <alternate_parents>
      <alternative_parent>Aniline and substituted anilines</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Secondary alkylarylamines</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aniline or substituted anilines</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Phenylisopropylamine</substituent>
      <substituent>Secondary aliphatic/aromatic amine</substituent>
      <substituent>Secondary amine</substituent>
    </substituents>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>N-substituted diamine</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>4-(Isopropylamino)diphenylamine Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0145123</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>3.66</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>4.22</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.67</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>4.80e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>3.66</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>6.42</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>N1-phenyl-N4-(propan-2-yl)benzene-1,4-diamine</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>226.323</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>226.146998588</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC(C)NC1=CC=C(NC2=CC=CC=C2)C=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C15H18N2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C15H18N2/c1-12(2)16-14-8-10-15(11-9-14)17-13-6-4-3-5-7-13/h3-12,16-17H,1-2H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>OUBMGJOQLXMSNT-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>24.06</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>73.91</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>27.06</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>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</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:0x00007f3bf318bec0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB14195</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>7573</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>7292</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>
