<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4762</id>
  <title>T3D4707</title>
  <common-name>Phenacetin</common-name>
  <description>Phenacetin was withdrawn from the Canadian market in June 1973 due to concerns regarding nephropathy (damage to or disease of the kidney).</description>
  <cas>62-44-2</cas>
  <pubchem-id>4754</pubchem-id>
  <chemical-formula>C10H13NO2</chemical-formula>
  <weight>179.22</weight>
  <appearance>White powder.</appearance>
  <melting-point>137.5°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>766 mg/L (at 25°C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Phenacetin's analgesic effects are due to its actions on the sensory tracts of the spinal cord. In addition, phenacetin has a depressant action on the heart, where it acts as a negative inotrope. It is an antipyretic, acting on the brain to decrease the temperature set point. It is also used to treat rheumatoid arthritis (subacute type) and intercostal neuralgia. 

Acute oral toxicity (LD50): 866 mg/kg [Mouse].</mechanism-of-toxicity>
  <metabolism>Metabolised in the body to paracetamol.</metabolism>
  <toxicity>Acute oral toxicity (LD50): 866 mg/kg [Mouse].</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>1, carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>Used principally as an analgesic.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T02:05:50Z</created-at>
  <updated-at type="dateTime">2026-08-18T00:30:27Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Phenacetin</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C07591</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>8050</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB03783</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCOC1=CC=C(NC(C)=O)C=C1</moldb-smiles>
  <moldb-formula>C10H13NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12)</moldb-inchi>
  <moldb-inchikey>CPJSUEIXXCENMM-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">179.2157</moldb-average-mass>
  <moldb-mono-mass type="decimal">179.094628665</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.58</logp>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL16073</chembl-id>
  <chemspider-id>4590</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>&lt;p&gt;Ernst Bocker, Wolfgang Kracht, Roland Rupp, Erhard Schellmann, Viktor Trescher, Martin Ullrich, &amp;#8220;Preparation of melt-sprayed spherical phenacetin granules.&amp;#8221; U.S. Patent US4086346, issued October, 1972.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003665</chemdb-id>
  <dsstox-id>DTXSID1021116</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00006373</susdat-id>
  <iupac>N-(4-ethoxyphenyl)acetamide</iupac>
  <moldb-polar-surface-area>38.33</moldb-polar-surface-area>
  <moldb-refractivity>52.1328</moldb-refractivity>
  <moldb-polarizability>19.820611792352402</moldb-polarizability>
  <moldb-rotatable-bond-count>3</moldb-rotatable-bond-count>
  <moldb-acceptor-count>2</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic>14.978986347794297</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-4.237178123843566</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>1.62</moldb-alogps-logp>
  <moldb-alogps-logs>-2.00</moldb-alogps-logs>
  <moldb-alogps-solubility>1.78e+00 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Benzenoids</superklass>
  <klass>Benzene and substituted derivatives</klass>
  <subklass>Anilides</subklass>
  <paper-count type="integer">6366</paper-count>
  <sync-id>CED0003944</sync-id>
  <structure-inchikey>CPJSUEIXXCENMM-UHFFFAOYSA-N</structure-inchikey>
  <structure-fingerprint>400800002000000000000000000000100000000000404000000000002000000200000000000000000000000000000000000000000000000000020000000000000000000000000000020000000000100000200000000000000000000010000000010400000000000000000000000000000000000000000400000000040000400000000000000000080000000000000000000020000000000000000000000000000000000080000000000000000080000000000000000000000000000000000000000000000000000000000000000000000000200000000000000008000000000000040000000000400000000000000000000000000000000</structure-fingerprint>
  <structure-pattern-fingerprint>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</structure-pattern-fingerprint>
  <structure-pickle>ï¾­Þ����������������������€���`�������`�������(������@(������@h�������@h�������@(�������h��������(�������`�������(������@h�������@h��������������� ��h���h���h��� �� �	��
(���h���h���h�B���������������������</structure-pickle>
  <structure-indexed-at type="dateTime">2026-09-19T04:01:27Z</structure-indexed-at>
</compound>
