<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-20 16:12:00 UTC</creation_date>
  <update_date>2026-08-20 02:52:48 UTC</update_date>
  <accession/>
  <common_name>Oxyphenbutazone</common_name>
  <class>SmallMolecule</class>
  <description>Oxyphenbutazone is an organic compound with the formula C19H20N2O3 and an average molecular weight of 324.37 g/mol. Oxyphenbutazone belongs to the 1-hydroxy-2-unsubstituted benzenoids, a subclass of phenols within the organic compounds.

This compound is associated with 16 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is used in antiinflammatory agents, antiinflammatory and antirheumatic products, and topical products for joint and muscular pain. In the category of food, food processing, and cookware, it is linked to the preparation of malt, fermentation processes for beer, food preservation, and the processing of meats. It is also found in household cleaning and consumer products, specifically tobacco smoke filters, perfumes within detergents and soaps, and cigar cigarettes. Additionally, it is released from electrical and electronic equipment, including electrodes, fixed capacitors and their manufacture, hybrid capacitors, radio transmission systems, and conductors or conductive bodies characterised by the conductive materials.

The recorded exposure route for oxyphenbutazone is oral. In terms of biological activity, the compound has two recorded protein targets: albumin (ALB) and the Group IIE secretory phospholipase A2 (PLA2G2E), for which it acts as a modulator.</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C19H20N2O3</chemical_formula>
  <average_molecular_weight>324.3737</average_molecular_weight>
  <monisotopic_moleculate_weight>324.147392516</monisotopic_moleculate_weight>
  <iupac_name>4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione</iupac_name>
  <traditional_iupac>oxyphenbutazone</traditional_iupac>
  <cas_registry_number>129-20-4</cas_registry_number>
  <smiles>CCCCC1C(=O)N(N(C1=O)C1=CC=C(O)C=C1)C1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C19H20N2O3/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15/h4-8,10-13,17,22H,2-3,9H2,1H3</inchi>
  <inchikey>HFHZKZSRXITVMK-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Phenols</class>
    <sub_class>1-hydroxy-2-unsubstituted benzenoids</sub_class>
    <direct_parent>1-hydroxy-2-unsubstituted benzenoids</direct_parent>
    <alternate_parents>
      <alternative_parent>1,3-dicarbonyl compounds</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzene and substituted derivatives</alternative_parent>
      <alternative_parent>Carboxylic acid hydrazides</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Pyrazolidinones</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>1,3-dicarbonyl compound</substituent>
      <substituent>1-hydroxy-2-unsubstituted benzenoid</substituent>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Carboxylic acid hydrazide</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Pyrazolidine</substituent>
      <substituent>Pyrazolidinone</substituent>
    </substituents>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>phenols</descriptor>
      <descriptor>pyrazolidines</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Oxyphenbutazone Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143866</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>3.83</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>2.79</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.10</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.56e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>3.83</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>4.87</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-6</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>324.3737</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>324.147392516</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CCCCC1C(=O)N(N(C1=O)C1=CC=C(O)C=C1)C1=CC=CC=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C19H20N2O3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C19H20N2O3/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15/h4-8,10-13,17,22H,2-3,9H2,1H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>HFHZKZSRXITVMK-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>60.85</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>90.74</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>35.14</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>1</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:0x00007f7223be5e78&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB03585</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>4641</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>4480</chemspider_id>
  <kegg_id/>
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  <chebi_id/>
  <biocyc_id/>
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  <wikipidia/>
  <general_references/>
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</compound>
