<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-25 18:23:47 UTC</creation_date>
  <update_date>2026-08-19 04:20:07 UTC</update_date>
  <accession/>
  <common_name>Meclofenamic acid</common_name>
  <class>SmallMolecule</class>
  <description>Meclofenamic acid is an organic compound with the formula C14H11Cl2NO2 and an average molecular weight of 296.15 g/mol. Meclofenamic acid belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds.

This compound is found in or released from 12 recorded sources, including healthcare, pharmaceuticals &amp; veterinary products such as topical products for joint and muscular pain and antiinflammatory and antirheumatic products. Other sources include food preservation within food, food processing &amp; cookware; drinking water; household cleaning &amp; consumer products including pipe accessories, perfumes within detergents and soaps, non electric simulated smoking devices, bleaching agents, and other smoking requisites; and electrical &amp; electronic equipment such as antennas, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. The recorded exposure route for this substance is oral.

Meclofenamic acid acts on five recorded protein targets, serving as an inhibitor or other of prostaglandin G/H synthase 1 (PTGS1), prostaglandin G/H synthase 2 (PTGS2), polyunsaturated fatty acid 5-lipoxygenase (ALOX5), and potassium voltage-gated channel subfamily KQT member 2 (KCNQ2), along with one other protein. Regarding health effects, it has a therapeutic effect on neuropathic pain (PMC7609673).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C14H11Cl2NO2</chemical_formula>
  <average_molecular_weight>296.149</average_molecular_weight>
  <monisotopic_moleculate_weight>295.016684015</monisotopic_moleculate_weight>
  <iupac_name>2-[(2,6-dichloro-3-methylphenyl)amino]benzoic acid</iupac_name>
  <traditional_iupac>meclofenamic acid</traditional_iupac>
  <cas_registry_number>644-62-2</cas_registry_number>
  <smiles>CC1=C(Cl)C(NC2=CC=CC=C2C(O)=O)=C(Cl)C=C1</smiles>
  <inchi>InChI=1S/C14H11Cl2NO2/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19/h2-7,17H,1H3,(H,18,19)</inchi>
  <inchikey>SBDNJUWAMKYJOX-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class>Benzoic acids and derivatives</sub_class>
    <direct_parent>Aminobenzoic acids</direct_parent>
    <alternate_parents>
      <alternative_parent>Amino acids</alternative_parent>
      <alternative_parent>Aminotoluenes</alternative_parent>
      <alternative_parent>Aniline and substituted anilines</alternative_parent>
      <alternative_parent>Aryl chlorides</alternative_parent>
      <alternative_parent>Benzoic acids</alternative_parent>
      <alternative_parent>Benzoyl derivatives</alternative_parent>
      <alternative_parent>Carboxylic acids</alternative_parent>
      <alternative_parent>Dichlorobenzenes</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organochlorides</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Secondary amines</alternative_parent>
      <alternative_parent>Vinylogous amides</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>1,3-dichlorobenzene</substituent>
      <substituent>Amine</substituent>
      <substituent>Amino acid</substituent>
      <substituent>Amino acid or derivatives</substituent>
      <substituent>Aminobenzoic acid</substituent>
      <substituent>Aminotoluene</substituent>
      <substituent>Aniline or substituted anilines</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Aryl chloride</substituent>
      <substituent>Aryl halide</substituent>
      <substituent>Benzoic acid</substituent>
      <substituent>Benzoyl</substituent>
      <substituent>Carboxylic acid</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Chlorobenzene</substituent>
      <substituent>Halobenzene</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organochloride</substituent>
      <substituent>Organohalogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Secondary amine</substituent>
      <substituent>Toluene</substituent>
      <substituent>Vinylogous amide</substituent>
    </substituents>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>aminobenzoic acid</descriptor>
      <descriptor>organochlorine compound</descriptor>
      <descriptor>secondary amino compound</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Meclofenamic acid Action Pathway</name>
      <smpdb_id>SMP0126104</smpdb_id>
      <kegg_map_id/>
    </pathway>
    <pathway>
      <name>Meclofenamic acid Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143371</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>6.09</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>5.11</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.91</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.66e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>6.09</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>3.79</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-3.6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>2-[(2,6-dichloro-3-methylphenyl)amino]benzoic acid</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>296.149</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>295.016684015</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC1=C(Cl)C(NC2=CC=CC=C2C(O)=O)=C(Cl)C=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C14H11Cl2NO2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C14H11Cl2NO2/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19/h2-7,17H,1H3,(H,18,19)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>SBDNJUWAMKYJOX-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>49.33</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>76.45</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>28.44</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>2</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:0x00007f727f158710&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00939</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>4037</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>3897</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>
