<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 06:35:50 UTC</creation_date>
  <update_date>2026-08-20 06:13:18 UTC</update_date>
  <accession/>
  <common_name>Perazine</common_name>
  <class>SmallMolecule</class>
  <description>Perazine is an organic compound with the formula C20H25N3S and an average molecular weight of 339.50 g/mol. Perazine belongs to the phenothiazines, a subclass of benzothiazines within the organic compounds. In terms of biological activity, it is recorded as a modulator of the D(2) dopamine receptor (DRD2).

The compound is found in or released from six recorded sources. These include household cleaning and consumer products, specifically perfumes within detergents and soaps. Additionally, it is associated with electrical and electronic equipment, including electrodes, microphones, fixed capacitors and their manufacture, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials.</description>
  <categories/>
  <types>
    <type>Human Neurotoxin</type>
  </types>
  <synonyms>
    <synonym>pernazine</synonym>
  </synonyms>
  <chemical_formula>C20H25N3S</chemical_formula>
  <average_molecular_weight>339.5</average_molecular_weight>
  <monisotopic_moleculate_weight>339.176918991</monisotopic_moleculate_weight>
  <iupac_name>10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine</iupac_name>
  <traditional_iupac>perazine</traditional_iupac>
  <cas_registry_number>84-97-9</cas_registry_number>
  <smiles>CN1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C23)CC1</smiles>
  <inchi>InChI=1S/C20H25N3S/c1-21-13-15-22(16-14-21)11-6-12-23-17-7-2-4-9-19(17)24-20-10-5-3-8-18(20)23/h2-5,7-10H,6,11-16H2,1H3</inchi>
  <inchikey>WEYVCQFUGFRXOM-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom/>
    <super_class/>
    <class/>
    <sub_class/>
    <direct_parent/>
    <alternate_parents/>
    <substituents/>
    <molecular_framework/>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Perazine Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0144882</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>3.78</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>4.19</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.75</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>6.01e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>3.78</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>8.41</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>339.5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>339.176918991</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CN1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C23)CC1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C20H25N3S</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C20H25N3S/c1-21-13-15-22(16-14-21)11-6-12-23-17-7-2-4-9-19(17)24-20-10-5-3-8-18(20)23/h2-5,7-10H,6,11-16H2,1H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>WEYVCQFUGFRXOM-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>9.72</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>105</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>39.53</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>0</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:0x00007f726757b558&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB12710</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>4744</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>4582</chemspider_id>
  <kegg_id/>
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  <chebi_id/>
  <biocyc_id/>
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  <wikipidia/>
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