<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3654</id>
  <title>T3D3601</title>
  <common-name>3-Aminophenol</common-name>
  <description>3-Aminophenol is an amphoteric molecule and a reducing agent. Aminophenols are intermediates in the synthesis of dyes and can thus be found in numerous cosmetics products, particularly hair dyes. (L1882)</description>
  <cas>591-27-5</cas>
  <pubchem-id>11568</pubchem-id>
  <chemical-formula>C6H7NO</chemical-formula>
  <weight>109.13</weight>
  <appearance>White powder.</appearance>
  <melting-point>123°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility>27 mg/mL at 20°C</solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Oral (L138) ; inhalation (L138)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>3-Aminophenol interacts with both adult and fetal hemoglobin, forming methemoglobin. In comparison to its isomers, 2-aminophenol and 4-aminophenol, 3-aminophenol is the least effective in forming methemoglobin. Since methemoglobin cannot bind oxygen like hemoglobin can, elevated levels of methemoglobin cause a condition called methemoglobinemia, which can result in tissue hypoxia. (L1613, A2862)</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity>LD50: 150 mg/kg (Intraperitoneal, Mouse) (T14)
LD50: 750 mg/kg (Oral, Quail) (T14)</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Aminophenols are also intermediates in the synthesis of dyes and can thus be found in numerous cosmetics products, particularly hair dyes. (L1882)</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>3-Aminophenol may act as a skin sensitizer and cause contact dermatitis. In addition, inhalation of large amounts can cause methemoglobinemia and bronchial asthma. (T21)</health-effects>
  <symptoms>3-Aminophenol may cause contact dermatitis. Signs and symptoms of methemoglobinemia may include shortness of breath, cyanosis, mental status changes, headache, fatigue, exercise intolerance, dizziness and loss of consciousness. Severe methemoglobinemia can result in dysrhythmias, seizures, coma, and death. (T21, L1613)</symptoms>
  <treatment>Methemoglobinemia can be treated with supplemental oxygen and methylene blue 1% solution administered intravenously slowly over five minutes followed by IV flush with normal saline. Methylene blue restores the iron in hemoglobin to its normal (reduced) oxygen-carrying state. (L1613)</treatment>
  <created-at type="dateTime">2009-11-11T22:22:53Z</created-at>
  <updated-at type="dateTime">2026-04-17T17:52:52Z</updated-at>
  <interacting-proteins></interacting-proteins>
  <wikipedia>http://en.wikipedia.org/wiki/3-Aminophenol</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C05058</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>28924</chebi-id>
  <biocyc-id>CPD-10489</biocyc-id>
  <ctd-id>C055528</ctd-id>
  <stitch-id>m-aminophenol</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id>219691</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>NC1=CC=CC(O)=C1</moldb-smiles>
  <moldb-formula>C6H7NO</moldb-formula>
  <moldb-inchi>InChI=1S/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2</moldb-inchi>
  <moldb-inchikey>CWLKGDAVCFYWJK-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">109.1259</moldb-average-mass>
  <moldb-mono-mass type="decimal">109.052763851</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL269755</chembl-id>
  <chemspider-id>11080</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>CHEM002577</chemdb-id>
  <dsstox-id>DTXSID3024497</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00005675</susdat-id>
  <iupac>3-aminophenol</iupac>
</compound>
