<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4551</id>
  <title>T3D4497</title>
  <common-name>Diphenylamine</common-name>
  <description>Diphenylamine is found in coriander. Diphenylamine is used for control of superficial scald in stored apples Diphenylamine is the organic compound with the formula (C6H5)2NH. It is a colourless solid, but samples are often yellow due to oxidized impurities. It is a weak base, with a KB of 10 14. With strong acids, it forms the water soluble salt. Diphenylamine belongs to the family of Aromatic Homomonocyclic Compounds. These are aromatic compounds containig only one ring, which is homocyclic.</description>
  <cas>122-39-4</cas>
  <pubchem-id>11487</pubchem-id>
  <chemical-formula>C12H11N</chemical-formula>
  <weight>169.22</weight>
  <appearance>White powder.</appearance>
  <melting-point>52 - 54°C</melting-point>
  <boiling-point>302°C (575.6°F)</boiling-point>
  <density nil="true"/>
  <solubility>0.053 mg/mL at 20°C</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure></route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Diphenylamine uncouples mitochondrial oxidative phosphorylation, resulting in a decrease in hepatocellular ATP content and consequently hepatocyte injury (A15350). Short-term and long-term exposure in animal models results in altered haematological parameters, splenic erythropoiesis, splenic congestion and haemosiderosis (L2078).</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is a natural compound that is used as a pesticide.</use-source>
  <min-risk-level></min-risk-level>
  <health-effects></health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-08-29T06:51:42Z</created-at>
  <updated-at type="dateTime">2026-04-16T22:30:12Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Diphenylamine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C11016</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>4640</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>N(C1=CC=CC=C1)C1=CC=CC=C1</moldb-smiles>
  <moldb-formula>C12H11N</moldb-formula>
  <moldb-inchi>InChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H</moldb-inchi>
  <moldb-inchikey>DMBHHRLKUKUOEG-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">169.2224</moldb-average-mass>
  <moldb-mono-mass type="decimal">169.089149357</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.5</logp>
  <hmdb-id>HMDB32562</hmdb-id>
  <chembl-id>CHEMBL38688</chembl-id>
  <chemspider-id>11003</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003457</chemdb-id>
  <dsstox-id>DTXSID4021975</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00010366</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>12.03</moldb-polar-surface-area>
  <moldb-refractivity>54.54420000000001</moldb-refractivity>
  <moldb-polarizability>19.256916463797264</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>1</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>0.7829447294110857</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>2</moldb-number-of-rings>
  <moldb-alogps-logp>3.34</moldb-alogps-logp>
  <moldb-alogps-logs>-2.83</moldb-alogps-logs>
  <moldb-alogps-solubility>2.52e-01 g/l</moldb-alogps-solubility>
</compound>
